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CDP-glucose + N-acylsphingosine
CDP + D-glucosyl-N-acylsphingosine
-
i.e. ceramide
i.e. glucosylceramide
?
TDP-glucose + N-acylsphingosine
TDP + D-glucosyl-N-acylsphingosine
-
i.e. ceramide
i.e. glucosylceramide
?
UDP + N-{6-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]hexanoyl}sphingosine
UDP + ?
-
-
-
-
?
UDP-glucose + 6-(((N-7-nitrobenz-2-oxa-1,3-diazol-4yl)amino)caproyl)sphingosine
UDP + ?
-
-
-
-
?
UDP-glucose + 6-([(N-7-nitrobenz-2-oxa-1,3-diazol-4-yl)amino]caproyl)sphingosine
UDP + N-(6-((4-nitrobenz-2-oxa-1,3-diazol-7-yl)amino)caproyl)-O1-D-glucosyl-sphingosine
UDP-glucose + an N-acylsphingosine
UDP + a D-glucosyl-N-acylsphingosine
-
-
-
-
?
UDP-glucose + C6-ceramide
UDP + C6-glucosylceramide
-
with fluorescent NBD C6-ceramide resulting in NBD C6-glucosylceramide direct quantification of ceramide glycosylation catalyzed by GCS in cells and in tissues are possible
-
-
?
UDP-glucose + C6-ceramide
UDP + glucosyl-C6-ceramide
-
-
-
-
?
UDP-glucose + ceramide
UDP + D-glucosyl-ceramide
-
-
-
-
?
UDP-glucose + ceramide
UDP + glucosylceramide
UDP-glucose + decasphingosine
UDP + D-glucosyl-decasphingosine
-
-
-
?
UDP-glucose + dihydroceramide
UDP + D-glucosyl-dihydroceramide
-
mono-, tri-, and tetrahexosylceramides, the parasite enzyme is only active on the saturated substrate
product analysis
-
?
UDP-glucose + dihydrosphingosine
UDP + D-glucosyl-dihydrosphingosine
UDP-glucose + lauroyl amide
UDP + D-glucosyllauroyl amide
-
-
-
-
?
UDP-glucose + N-(epsilon-7-nitrobenz-2-oxa-1,3-diazol-4-yl-aminocaproyl)-D-erythro-sphingosine
?
-
-
-
-
?
UDP-glucose + N-6-[(7-nitrobenzo-2-oxa-1,3-diazol-4-yl)amino]hexanoyl-4-D-erythro-sphingosine
UDP + N-(6-((4-nitrobenz-2-oxa-1,3-diazol-7-yl)amino)caproyl)-O1-D-glucosyl-sphingosine
-
-
-
-
?
UDP-glucose + N-acylsphinganine
UDP + D-glucosyl-N-acylsphingosine
-
stereospecific and dependent on nature and chain length of N-acylsphinganine substrate
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
UDP-glucose + N-octanoyl sphingosine
UDP + D-glucosyl-N-octanoyl sphingosine
UDP-glucose + N-[7-(4-nitrobenzo-2-oxa-1,3-diazole)]-6-aminocaproyl-D-erythro-sphingosine
UDP + D-glucosyl-N-[7-(4-nitrobenzo-2-oxa-1,3-diazole)]-6-aminocaproyl-D-erythro-sphingosine
UDP-glucose + sphingosine
UDP + D-glucosyl-sphingosine
-
-
-
?
additional information
?
-
UDP-glucose + 6-([(N-7-nitrobenz-2-oxa-1,3-diazol-4-yl)amino]caproyl)sphingosine

UDP + N-(6-((4-nitrobenz-2-oxa-1,3-diazol-7-yl)amino)caproyl)-O1-D-glucosyl-sphingosine
-
synthetic fluorescent substrate in liposomes for assay method development
-
-
?
UDP-glucose + 6-([(N-7-nitrobenz-2-oxa-1,3-diazol-4-yl)amino]caproyl)sphingosine
UDP + N-(6-((4-nitrobenz-2-oxa-1,3-diazol-7-yl)amino)caproyl)-O1-D-glucosyl-sphingosine
-
synthetic fluorescent substrate in liposomes for assay method development
-
-
?
UDP-glucose + 6-([(N-7-nitrobenz-2-oxa-1,3-diazol-4-yl)amino]caproyl)sphingosine
UDP + N-(6-((4-nitrobenz-2-oxa-1,3-diazol-7-yl)amino)caproyl)-O1-D-glucosyl-sphingosine
-
-
-
-
?
UDP-glucose + ceramide

UDP + glucosylceramide
-
-
-
-
?
UDP-glucose + ceramide
UDP + glucosylceramide
-
-
-
-
?
UDP-glucose + ceramide
UDP + glucosylceramide
-
key enzyme in the synthesis of major glycosphingolipids in vertebrates
glucosylceramide is the core structure of major glycosphingolipids
-
?
UDP-glucose + ceramide
UDP + glucosylceramide
-
-
-
-
?
UDP-glucose + ceramide
UDP + glucosylceramide
-
key enzyme in the synthesis of major glycosphingolipids in vertebrates
glucosylceramide is the core structure of major glycosphingolipids
-
?
UDP-glucose + ceramide
UDP + glucosylceramide
-
-
-
-
?
UDP-glucose + ceramide
UDP + glucosylceramide
-
-
glucosylceramide is the core structure of major glycosphingolipids
-
?
UDP-glucose + ceramide
UDP + glucosylceramide
-
ceramide and its metabolites are important mediators of apoptosis and cell survival
-
-
?
UDP-glucose + ceramide
UDP + glucosylceramide
-
-
-
-
?
UDP-glucose + ceramide
UDP + glucosylceramide
-
-
-
-
ir
UDP-glucose + ceramide
UDP + glucosylceramide
-
-
glucosylceramide is a precursor for synthesis of a multitude of higher sphingolipids
-
?
UDP-glucose + dihydrosphingosine

UDP + D-glucosyl-dihydrosphingosine
-
-
-
?
UDP-glucose + dihydrosphingosine
UDP + D-glucosyl-dihydrosphingosine
-
dihydrosphingosine is no substrate
-
-
-
UDP-glucose + dihydrosphingosine
UDP + D-glucosyl-dihydrosphingosine
-
dihydrosphingosine is no substrate
-
-
-
UDP-glucose + N-acylsphingosine

UDP + D-glucosyl-N-acylsphingosine
-
-
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
i.e. ceramide
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
i.e. ceramide
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
ceramide plays an important role in signal transduction, regulation, and cell homeostasis, thus its glycosylation may play a role in regulation of the cellular level of the bioactive lipid
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
initial key enzyme in glycosphingolipid biosynthesis
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
enzyme activity is regulated developmentally
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
-
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
i.e. ceramide
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
-
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
i.e. ceramide
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
i.e. ceramide
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
first step in synthesis of gangliosides
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
-
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
i.e. ceramide
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
Q58FH5;
GCS is a key regulator of pathogenicity of Cryptococcus neoformans by ensuring cell cycle progression and growth of fungal cells in environments characterized by neutral/alkaline pH and physiological concentrations of CO2. Since these environments are characteristically found in the lung alveolar spaces, GCS regulates survival of Cryptococcus neoformans upon inhalation through the respiratory tract, with important implications for the dissemination of fungal cells to the brain and the development of meningo-encephalitis
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
Q58FH5;
Cryptococcus neoformans Gcs1 expressed in Saccharomyces cerevisiae is unable to recognize 7-nitro-2-1,3-benzoxadiazol-4-yl-ceramide analogs as substrates
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
-
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
specific for UDP-glucose
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
i.e. ceramide
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
i.e. ceramide
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
first step in synthesis of gangliosides
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
-
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
-
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
acceptor substrate specificity, overview
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
i.e. ceramide
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
i.e. ceramide
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
i.e. ceramide
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
i.e. ceramide
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
i.e. ceramide
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
i.e. ceramide
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
i.e. ceramide
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
i.e. ceramide
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
overview: short-chain ceramide substrates
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
regulation of intracellular ceramide is closely related to drug resistance and DOX-induced apoptosis
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
enzyme is involved in renal growth, neuronal differentiation, the establishment of the water permeability barrier in keratinocytes, and multidrug resistance in cancer cell
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
ceramide plays an important role in signal transduction, regulation, and cell homeostasis, thus its glycosylation may play a role in regulation of the cellular level of the bioactive lipid
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
initial key enzyme in glycosphingolipid biosynthesis
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
enzyme activity is regulated developmentally
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
first step in synthesis of gangliosides
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
first step in synthesis of gangliosides
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
key step in biosynthesis of glycosphingolipids
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
-
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
i.e. ceramide
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
-
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
acceptor substrate specificity, overview
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
i.e. ceramide
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
i.e. ceramide
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
i.e. ceramide
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
i.e. ceramide
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
i.e. ceramide
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
i.e. ceramide
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
overview: short-chain ceramide substrates
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
ceramide plays an important role in signal transduction, regulation, and cell homeostasis, thus its glycosylation may play a role in regulation of the cellular level of the bioactive lipid
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
enzyme is required for normal permeability barrier homeostasis
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
initial key enzyme in glycosphingolipid biosynthesis
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
initial key enzyme in glycosphingolipid biosynthesis
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
enzyme activity is regulated developmentally
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
first step in the biosynthesis of glucosylceramide-based glycosphingolipids
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
the enzyme catalyzes a necessary step in the conversion of ceramide to glycosphingolipids
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
the enzyme catalyzes the initial step of glycosphingolipid biosynthesis
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
the transient formation of glucosylceramide is vital for a regular arrangement of lipids and proteins in lamellar bodies and for the maintenance of the epidermal barrier
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
Ugcg-deficient mice die between postnatal day 11 and postnatal day 24. Glycosphingolipids are required for brain maturation after birth
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
i.e. ceramide
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
first step in synthesis of gangliosides
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
-
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
key step in biosynthesis of glycosphingolipids
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
specific for ceramide substrate with trihydroxy sphingoside bases, ceramides with dihydroxy sphingoside bases are inactive, overview
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
i.e. ceramide
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
-
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
acceptor substrate specificity, overview
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
i.e. ceramide
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
i.e. ceramide
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
i.e. ceramide
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
i.e. ceramide
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
i.e. ceramide
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
i.e. ceramide
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
i.e. ceramide
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
i.e. ceramide
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
i.e. ceramide
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
stereospecific and dependent on nature and chain length of N-acylsphingosine substrate
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
UDP-glucose is the preferred donor substrate
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
ceramide plays an important role in signal transduction, regulation, and cell homeostasis, thus its glycosylation may play a role in regulation of the cellular level of the bioactive lipid
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
catalyzes the first step during the sequential addition of carbohydrate moieties for ganglioside biosynthesis
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
initial key enzyme in glycosphingolipid biosynthesis
-
-
-
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
initial key enzyme in glycosphingolipid biosynthesis
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
initial key enzyme in glycosphingolipid biosynthesis
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
enzyme activity is regulated developmentally
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
first step in synthesis of gangliosides
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
i.e. ceramide
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
catalyzes the first step during the sequential addition of carbohydrate moieties for ganglioside biosynthesis
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
-
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
i.e. ceramide
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
-
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
i.e. ceramide
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
i.e. ceramide
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
i.e. ceramide
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
i.e. ceramide
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
catalyzes the first step during the sequential addition of carbohydrate moieties for ganglioside biosynthesis
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
first step in synthesis of gangliosides
-
-
?
UDP-glucose + N-octanoyl sphingosine

UDP + D-glucosyl-N-octanoyl sphingosine
-
best substrate
-
?
UDP-glucose + N-octanoyl sphingosine
UDP + D-glucosyl-N-octanoyl sphingosine
-
best substrate
-
?
UDP-glucose + N-[7-(4-nitrobenzo-2-oxa-1,3-diazole)]-6-aminocaproyl-D-erythro-sphingosine

UDP + D-glucosyl-N-[7-(4-nitrobenzo-2-oxa-1,3-diazole)]-6-aminocaproyl-D-erythro-sphingosine
-
synthetic fluorescent ceramide substrate analogue for fluorescence enzyme assay
-
-
?
UDP-glucose + N-[7-(4-nitrobenzo-2-oxa-1,3-diazole)]-6-aminocaproyl-D-erythro-sphingosine
UDP + D-glucosyl-N-[7-(4-nitrobenzo-2-oxa-1,3-diazole)]-6-aminocaproyl-D-erythro-sphingosine
synthetic fluorescent ceramide substrate analogue for fluorescence enzyme assay
-
-
?
UDP-glucose + N-[7-(4-nitrobenzo-2-oxa-1,3-diazole)]-6-aminocaproyl-D-erythro-sphingosine
UDP + D-glucosyl-N-[7-(4-nitrobenzo-2-oxa-1,3-diazole)]-6-aminocaproyl-D-erythro-sphingosine
-
synthetic fluorescent ceramide substrate analogue for fluorescence enzyme assay
-
-
?
UDP-glucose + N-[7-(4-nitrobenzo-2-oxa-1,3-diazole)]-6-aminocaproyl-D-erythro-sphingosine
UDP + D-glucosyl-N-[7-(4-nitrobenzo-2-oxa-1,3-diazole)]-6-aminocaproyl-D-erythro-sphingosine
-
synthetic fluorescent ceramide substrate analogue for fluorescence enzyme assay
-
-
?
additional information

?
-
-
the enzyme has dual function as negative regulator of cell death mediated by proapoptotic factors and in catalyzing the formation of glucosylceramide, the core structure of major glycosphingolipids, ceramide generation might be a signal pathway
-
-
-
additional information
?
-
-
octanoyl dihydrosphingosine, decanoyl sphingosine, and stearoyl sphingosine are poor substrates
-
-
-
additional information
?
-
-
enzyme decreases apoptosis and induces multidrug resistance, functional interaction with RTN-1C modulates enzyme activity and regulates chemotherapeutic-induced apoptosis in neuroepithelioma cells
-
-
-
additional information
?
-
-
NBD ceramide is used as substrate
-
-
?
additional information
?
-
-
lipid profile of the parasite at different developmental stages, overview
-
-
-
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
UDP-glucose + an N-acylsphingosine
UDP + a D-glucosyl-N-acylsphingosine
-
-
-
-
?
UDP-glucose + ceramide
UDP + glucosylceramide
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
additional information
?
-
UDP-glucose + ceramide

UDP + glucosylceramide
-
key enzyme in the synthesis of major glycosphingolipids in vertebrates
glucosylceramide is the core structure of major glycosphingolipids
-
?
UDP-glucose + ceramide
UDP + glucosylceramide
-
key enzyme in the synthesis of major glycosphingolipids in vertebrates
glucosylceramide is the core structure of major glycosphingolipids
-
?
UDP-glucose + ceramide
UDP + glucosylceramide
-
-
-
-
?
UDP-glucose + ceramide
UDP + glucosylceramide
-
ceramide and its metabolites are important mediators of apoptosis and cell survival
-
-
?
UDP-glucose + ceramide
UDP + glucosylceramide
-
-
glucosylceramide is a precursor for synthesis of a multitude of higher sphingolipids
-
?
UDP-glucose + N-acylsphingosine

UDP + D-glucosyl-N-acylsphingosine
-
-
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
ceramide plays an important role in signal transduction, regulation, and cell homeostasis, thus its glycosylation may play a role in regulation of the cellular level of the bioactive lipid
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
initial key enzyme in glycosphingolipid biosynthesis
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
enzyme activity is regulated developmentally
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
-
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
-
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
first step in synthesis of gangliosides
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
-
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
Q58FH5
GCS is a key regulator of pathogenicity of Cryptococcus neoformans by ensuring cell cycle progression and growth of fungal cells in environments characterized by neutral/alkaline pH and physiological concentrations of CO2. Since these environments are characteristically found in the lung alveolar spaces, GCS regulates survival of Cryptococcus neoformans upon inhalation through the respiratory tract, with important implications for the dissemination of fungal cells to the brain and the development of meningo-encephalitis
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
-
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
first step in synthesis of gangliosides
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
-
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
regulation of intracellular ceramide is closely related to drug resistance and DOX-induced apoptosis
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
enzyme is involved in renal growth, neuronal differentiation, the establishment of the water permeability barrier in keratinocytes, and multidrug resistance in cancer cell
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
ceramide plays an important role in signal transduction, regulation, and cell homeostasis, thus its glycosylation may play a role in regulation of the cellular level of the bioactive lipid
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
initial key enzyme in glycosphingolipid biosynthesis
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
enzyme activity is regulated developmentally
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
first step in synthesis of gangliosides
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
Q16739
first step in synthesis of gangliosides
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
key step in biosynthesis of glycosphingolipids
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
-
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
-
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
ceramide plays an important role in signal transduction, regulation, and cell homeostasis, thus its glycosylation may play a role in regulation of the cellular level of the bioactive lipid
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
enzyme is required for normal permeability barrier homeostasis
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
initial key enzyme in glycosphingolipid biosynthesis
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
initial key enzyme in glycosphingolipid biosynthesis
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
enzyme activity is regulated developmentally
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
first step in the biosynthesis of glucosylceramide-based glycosphingolipids
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
the enzyme catalyzes a necessary step in the conversion of ceramide to glycosphingolipids
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
the enzyme catalyzes the initial step of glycosphingolipid biosynthesis
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
the transient formation of glucosylceramide is vital for a regular arrangement of lipids and proteins in lamellar bodies and for the maintenance of the epidermal barrier
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
first step in synthesis of gangliosides
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
key step in biosynthesis of glycosphingolipids
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
-
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
ceramide plays an important role in signal transduction, regulation, and cell homeostasis, thus its glycosylation may play a role in regulation of the cellular level of the bioactive lipid
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
catalyzes the first step during the sequential addition of carbohydrate moieties for ganglioside biosynthesis
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
initial key enzyme in glycosphingolipid biosynthesis
-
-
-
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
initial key enzyme in glycosphingolipid biosynthesis
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
initial key enzyme in glycosphingolipid biosynthesis
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
enzyme activity is regulated developmentally
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
first step in synthesis of gangliosides
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
catalyzes the first step during the sequential addition of carbohydrate moieties for ganglioside biosynthesis
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
-
i.e. glucosylceramide
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
-
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
catalyzes the first step during the sequential addition of carbohydrate moieties for ganglioside biosynthesis
-
-
?
UDP-glucose + N-acylsphingosine
UDP + D-glucosyl-N-acylsphingosine
-
first step in synthesis of gangliosides
-
-
?
additional information

?
-
-
the enzyme has dual function as negative regulator of cell death mediated by proapoptotic factors and in catalyzing the formation of glucosylceramide, the core structure of major glycosphingolipids, ceramide generation might be a signal pathway
-
-
-
additional information
?
-
-
enzyme decreases apoptosis and induces multidrug resistance, functional interaction with RTN-1C modulates enzyme activity and regulates chemotherapeutic-induced apoptosis in neuroepithelioma cells
-
-
-
additional information
?
-
-
lipid profile of the parasite at different developmental stages, overview
-
-
-
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
(+/-)-threo-1-phenyl-2-decanoylamino-3-morpholino-1-propanol
-
-
(1R)-1-C-octyl-N-octyl-1,5-dideoxy-1,5-imino-D-glucitol
-
-
(1R)-N-butyl-1-C-butyl-1,5-dideoxy-1,5-imino-D-glucitol
-
-
(1S)-1-C-[5-(adamantan-1-yl-methoxy)-pentyl]-1-deoxynojirimycin
-
-
(1S)-N-butyl-1-C-[5-(adamantan-1-yl-methoxy)-pentyl]-1-deoxynojirimycin
-
-
(2R,3R,4R,5S)-1-(2-hydroxyethyl)-2-(hydroxymethyl)piperidine-3,4,5-triol
-
i.e. miglitol
(2R,3R,4R,5S)-1-(5-[[3',5'-bis(trifluoromethyl)[1,1'-biphenyl]-4-yl]methoxy]pentyl)-2-(hydroxymethyl)piperidine-3,4,5-triol
-
-
(2R,3R,4R,5S)-1-(5-[[4-(2,3-dihydro-1,4-benzodioxin-6-yl)phenyl]methoxy]pentyl)-2-(hydroxymethyl)piperidine-3,4,5-triol
-
-
(2R,3R,4R,5S)-1-(5-[[4-(2-fluoropyridin-4-yl)phenyl]methoxy]pentyl)-2-(hydroxymethyl)piperidine-3,4,5-triol
-
-
(2R,3R,4R,5S)-1-(5-[[4-(2H-1,3-benzodioxol-5-yl)phenyl]methoxy]pentyl)-2-(hydroxymethyl)piperidine-3,4,5-triol
-
-
(2R,3R,4R,5S)-1-(5-[[4-(6-fluoropyridin-3-yl)phenyl]methoxy]pentyl)-2-(hydroxymethyl)piperidine-3,4,5-triol
-
-
(2R,3R,4R,5S)-1-butyl-2-(hydroxymethyl)piperidine-3,4,5-triol
-
i.e. miglustat or Zavesca
(2R,3R,4R,5S)-1-[5-(benzyloxy)pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
-
-
(2R,3R,4R,5S)-1-[5-(cyclohexylmethoxy)pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
-
-
(2R,3R,4R,5S)-1-[5-(hexyloxy)pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
-
-
(2R,3R,4R,5S)-1-[5-([(3R,10S,13S,17R)-10,13-dimethyl-17-[(2S)-7-methyloctan-2-yl]-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy)pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
-
-
(2R,3R,4R,5S)-1-[5-[(1R)-1-([1,1'-biphenyl]-4-yl)ethoxy]pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
-
-
(2R,3R,4R,5S)-1-[5-[(1S)-1-([1,1'-biphenyl]-4-yl)ethoxy]pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
-
-
(2R,3R,4R,5S)-1-[5-[(2'-fluoro[1,1'-biphenyl]-4-yl)methoxy]pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
-
-
(2R,3R,4R,5S)-1-[5-[(2-fluoro[1,1'-biphenyl]-4-yl)methoxy]pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
-
-
(2R,3R,4R,5S)-1-[5-[(3'-fluoro[1,1'-biphenyl]-4-yl)methoxy]pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
-
-
(2R,3R,4R,5S)-1-[5-[(3-fluoro[1,1'-biphenyl]-4-yl)methoxy]pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
-
-
(2R,3R,4R,5S)-1-[5-[(4'-chloro[1,1'-biphenyl]-4-yl)methoxy]pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
-
-
(2R,3R,4R,5S)-1-[5-[(4'-fluoro[1,1'-biphenyl]-4-yl)methoxy]pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
-
-
(2R,3R,4R,5S)-1-[5-[(4,8-dihydropyren-1-yl)methoxy]pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
-
-
(2R,3R,4R,5S)-1-[5-[(5,8-dihydronaphthalen-2-yl)methoxy]pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
-
-
(2R,3R,4R,5S)-1-[5-[([1,1'-biphenyl]-2-yl)methoxy]pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
-
-
(2R,3R,4R,5S)-1-[5-[([1,1'-biphenyl]-3-yl)methoxy]pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
-
-
(2R,3R,4R,5S)-1-[5-[([1,1'-biphenyl]-4-yl)methoxy]-2,2-difluoropentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
-
-
(2R,3R,4R,5S)-1-[5-[([1,1'-biphenyl]-4-yl)methoxy]-4,4-difluoropentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
-
-
(2R,3R,4R,5S)-1-[5-[([1,1'-biphenyl]-4-yl)methoxy]pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
-
-
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-((adamantylmethoxy)hexyl)piperidine-3,4,5-triol
-
-
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-(5-(adamantylmethoxy)pentyl)piperidine-3,4,5-triol
-
i.e. AMP-DNM
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-(5-[[(2E,6E)-3,7,10-trimethylundeca-2,6,9-trien-1-yl]oxy]pentyl)piperidine-3,4,5-triol
-
-
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-(5-[[2-(trifluoromethyl)[1,1'-biphenyl]-4-yl]methoxy]pentyl)piperidine-3,4,5-triol
-
-
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-(5-[[3-(trifluoromethyl)[1,1'-biphenyl]-4-yl]methoxy]pentyl)piperidine-3,4,5-triol
-
-
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-(5-[[4'-(trifluoromethyl)[1,1'-biphenyl]-4-yl]methoxy]pentyl)piperidine-3,4,5-triol
-
-
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-(5-[[4-(2,3,4,5-tetrahydro-1,6-benzodioxocin-8-yl)phenyl]methoxy]pentyl)piperidine-3,4,5-triol
-
-
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-(5-[[4-(pyridin-3-yl)phenyl]methoxy]pentyl)piperidine-3,4,5-triol
-
-
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-(5-[[4-(pyridin-4-yl)phenyl]methoxy]pentyl)piperidine-3,4,5-triol
-
-
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-(5-[[4-(pyrimidin-5-yl)phenyl]methoxy]pentyl)piperidine-3,4,5-triol
-
-
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-(6-(adamantylhexyl)hexyl)piperidine-3,4,5-triol
-
-
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-(adamantylhept-6-en-1-yl)piperidine-3,4,5-triol
-
-
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-(adamantylhexyl)piperidine-3,4,5-triol
-
-
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-[5-[(2'-methoxy[1,1'-biphenyl]-4-yl)methoxy]pentyl]piperidine-3,4,5-triol
-
-
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-[5-[(2'-methyl[1,1'-biphenyl]-4-yl)methoxy]pentyl]piperidine-3,4,5-triol
-
-
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-[5-[(3'-methoxy[1,1'-biphenyl]-4-yl)methoxy]pentyl]piperidine-3,4,5-triol
-
-
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-[5-[(3'-methyl[1,1'-biphenyl]-4-yl)methoxy]pentyl]piperidine-3,4,5-triol
-
-
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-[5-[(4'-methoxy[1,1'-biphenyl]-4-yl)methoxy]pentyl]piperidine-3,4,5-triol
-
-
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-[5-[(4'-methyl[1,1'-biphenyl]-4-yl)methoxy]pentyl]piperidine-3,4,5-triol
-
-
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-[5-[(5-phenylpyridin-2-yl)methoxy]pentyl]piperidine-3,4,5-triol
-
-
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-[5-[(phenanthren-9-yl)methoxy]pentyl]piperidine-3,4,5-triol
-
-
(2S,3R)-2-(hydroxymethyl)pyrrolidin-3-ol
-
0.05 mM, about 15% inhibition
(2S,3R,4R,5S)-1-[5-(benzyloxy)pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
-
-
(2S,3R,4R,5S)-1-[5-(cyclohexylmethoxy)pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
-
-
(2S,3R,4R,5S)-1-[5-(hexyloxy)pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
-
-
(2S,3R,4R,5S)-1-[5-([(3R,10S,13S,17R)-10,13-dimethyl-17-[(2S)-7-methyloctan-2-yl]-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy)pentyl]-2-(hydroxymethyl)piperidine-3,4,5-trio
-
-
(2S,3R,4R,5S)-1-[5-[(1R)-1-([1,1'-biphenyl]-4-yl)ethoxy]pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
-
-
(2S,3R,4R,5S)-1-[5-[(1S)-1-([1,1'-biphenyl]-4-yl)ethoxy]pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
-
-
(2S,3R,4R,5S)-1-[5-[(2-fluoro[1,1'-biphenyl]-4-yl)methoxy]pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
-
-
(2S,3R,4R,5S)-1-[5-[(3-fluoro[1,1'-biphenyl]-4-yl)methoxy]pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
-
-
(2S,3R,4R,5S)-1-[5-[(4,8-dihydropyren-1-yl)methoxy]pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
-
-
(2S,3R,4R,5S)-1-[5-[(5,8-dihydronaphthalen-2-yl)methoxy]pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
-
-
(2S,3R,4R,5S)-1-[5-[([1,1'-biphenyl]-2-yl)methoxy]pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
-
-
(2S,3R,4R,5S)-1-[5-[([1,1'-biphenyl]-3-yl)methoxy]pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
-
-
(2S,3R,4R,5S)-1-[5-[([1,1'-biphenyl]-4-yl)methoxy]-2,2-difluoropentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
-
-
(2S,3R,4R,5S)-1-[5-[([1,1'-biphenyl]-4-yl)methoxy]-4,4-difluoropentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
-
-
(2S,3R,4R,5S)-1-[5-[([1,1'-biphenyl]-4-yl)methoxy]pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
-
-
(2S,3R,4R,5S)-2-(hydroxymethyl)-1-(5-(adamantylmethoxy)pentyl)piperidine-3,4,5-triol
-
i.e. ido-AMP-DNM
(2S,3R,4R,5S)-2-(hydroxymethyl)-1-(5-[[(2E,6E)-3,7,10-trimethylundeca-2,6,9-trien-1-yl]oxy]pentyl)piperidine-3,4,5-triol
-
-
(2S,3R,4R,5S)-2-(hydroxymethyl)-1-(5-[[2-(trifluoromethyl)[1,1'-biphenyl]-4-yl]methoxy]pentyl)piperidine-3,4,5-triol
-
-
(2S,3R,4R,5S)-2-(hydroxymethyl)-1-(5-[[3-(trifluoromethyl)[1,1'-biphenyl]-4-yl]methoxy]pentyl)piperidine-3,4,5-triol
-
-
(2S,3R,4R,5S)-2-(hydroxymethyl)-1-(6-(adamantylmethoxy)hexyl)piperidine-3,4,5-triol
-
-
(2S,3R,4R,5S)-2-(hydroxymethyl)-1-(6-adamantyloxyhexyl)piperidine-3,4,5-triol
-
-
(2S,3R,4R,5S)-2-(hydroxymethyl)-1-adamantylhexylpiperidine-3,4,5-triol
-
-
(2S,3R,4R,5S)-2-(hydroxymethyl)-1-[(6Z)-7-adamantylhept-6-en-1-yl]piperidine-3,4,5-triol
-
-
(2S,3R,4R,5S)-2-(hydroxymethyl)-1-[5-[(phenanthren-9-yl)methoxy]pentyl]piperidine-3,4,5-triol
-
-
(2S,3R,4S)-2-(hydroxymethyl)-4-octylpyrrolidin-3-ol
-
0.01 mM, about 70% inhibition
(2S,3R,4S)-4-butyl-2-(hydroxymethyl)pyrrolidin-3-ol
-
0.05 mM, about 30% inhibition
(D-threo)-1-(3',4'-ethylenedioxy)phenyl-2-palmitoylamino-3-pyrrolidino-1-propanol
-
the inhibitor is abolutely specific for the recombinant human enzyme and does not affect recombinant non-human enzymes from Gossypium arboreum, Caenorhabditis elegans, Aspergillus nidulans, Candida albicans, Pichia pastoris, Ustilago maydis, or Agrobacterium tumefaciens
(D-threo)-1-phenyl-2-decanoylamino-3-morpholino-1-propanol
-
specific inhibitor
1-phenyl-2-decanoylamino-3-morpholino-1-propanol
-
-
2-decanoylamido-3-morpholinopropiophenone
-
45% inhibition at 0.3 mM
4'-[([5-[(2R,3R,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl]pentyl]oxy)methyl][1,1'-biphenyl]-2-carbonitrile
-
-
4'-[([5-[(2R,3R,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl]pentyl]oxy)methyl][1,1'-biphenyl]-3-carbonitrile
-
-
4'-[([5-[(2R,3R,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl]pentyl]oxy)methyl][1,1'-biphenyl]-4-carbonitrile
-
-
arsenic trioxide
-
treatment of a human acute promyelocytic leukemia cell line (NB4) and adult T-cell leukemia/lymphoma (ATL) derived cells with arsenic trioxide induces accumulation of cytoxic levels of ceramide which results from de novo ceramide synthesis and inhibition of glucosylceramide synthase activity
CHAPS
-
i.e. 3-[(3-cholamidopropyl)dimethylammonio]-1propanesulfonate
D,L-threo-1-phenyl-2-(decanoylamino)-3-morpholino-1-propanol-HCl
-
accumulation of ceramide in the cells, higher amount in Z65 mutant than in strain K1
D,L-threo-1-phenyl-2-palmitoylamino-3-morpholino-1-propanol
-
enzyme inhibition in vitro and in vivo, in the latter case the compound also inhibits growth of the parasite
D-threo-1-phenyl-2-(decanoylamino)-3-morpholino-1-propanol-HCl
D-threo-2-palmitoylamino-3-pyrrolidino-1-propanol
Detergents
-
e.g. 0.5% Triton X-100 or 0.5% sodium deoxycholate; inhibition of enzyme due to permeabilization of microsomal membrane
diethyl dicarbonate
-
i.e. DEPC; reversible by hydroxylamine, UDP-glucose protects, inhibitor acts on histidine residues, including His193, within or near UDP-glucose binding site
DL-erythro-1-phenyl-2-decanoylamino-3-morpholino-1-propanol
-
the enzyme GCS inhibitor causes cytotoxic, antiproliferative, antiangiogenic and tumor-volume-reducing effects, modulating drug responses in cell lines both cytodestructive (as a drug sensitizer) and cytoprotective, effect on cell survival, overview. The inhibitor is not suitable to deplete cells of the neolacto glycosphingolipid series
-
DL-threo-1-phenyl-2-hexadecanoyl-amino-3-pyrrolidino-1-propanol
-
i.e. most active PDMP-type congener, specific and reversible, in vivo and in vitro
DL-threo-1-phenyl-2-palmitoylamino-3-morpholino-1-propanol
-
the enzyme GCS inhibitor causes cytotoxic, antiproliferative, antiangiogenic and tumor-volume-reducing effects, modulating drug responses in cell lines both cytodestructive (as a drug sensitizer) and cytoprotective, effect on cell survival, overview. The inhibitor is not suitable to deplete cells of the neolacto glycosphingolipid series
doxorubicin
-
i.e. DOX; increases enzyme activity in drug-sensitive cell line HL-60, but not in drug-resistant HL-60/ADR cell line; regulation of intracellular ceramide is closely related to drug resistance and DOX-induced apoptosis
ethyl-2-amino-6-bromo-4-(1-cyano-2-ethoxy-2-oxoethyl)-4H-chromene-3-carboxylate
-
i.e. HA14-1, a reversible small molecule Bcl-2 inhibitor that also inhibits GlcT-1 enzyme activity. HA14-1 is a competitive and mixed-type inhibitor with respect to C6-NBD-ceramide and UDP-glucose, respectively. HA-14 does not possess structural homology with the substrates UDP-glucose and ceramide. Possible binding of GlcT-1 to Bcl-2
Genz-112638
-
inhibitor is tested in a murine model of Gaucher disease (D409V/null): mice that receive drug prior to significant accumulation of substrate show reduced levels of glucosylceramide and number of Gaucher cells in the spleen, lung and liver when compared to control. Treatment of older mice that already display significant amounts of tissue glucosylceramide results in arrest of further accumulation of the substrate and appearance of additional Gaucher cells in affected organs; substrate inhibition therapy with Genz-112638 represents an approach to enzyme therapy to treat the visceral pathology in Gaucher diseases
Genz-682452
-
a mall molecule inhibitor of enzyme GCS, that can traverse the bloodābrain barrier. Treating Fabry mice with Genz-682452 results in reduced tissue levels of including globotriaosylceramide and lysoglobotriaosylceramide and a delayed loss of the thermal nociceptive response. Greatest improvements are realized when the therapeutic intervention is administered to younger mice before they developed overt pathology
N-(5'-adamantan-1'-yl-methoxy)-pentyl-1-deoxynojirimycin
-
highly specific small molecule inhibitor of glucosylceramide synthase. When administered to mice and rats, it significantly reduces glycosphingolipid but not ceramide concentrations in various tissues. Treatment of ob/ob mice with the inhibitor normalizes their elevated tissue glucosylceramide levels, markedly lowers circulating glucose levels, improves oral glucose tolerance, reduced A1C, and improves insulin sensitivity in muscle and liver
N-(5'-adamantane-1'-yl-methoxy)-pentyl-1-deoxynojirimycin
-
pharmacological inhibition of glucosylceramide synthase enhances insulin sensitivity
N-adamantanemethoxypentyldeoxynojirimycin
-
-
N-adamantyl-6-[(2R,3R,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl]hexanamide
-
-
N-adamantyl-6-[(2S,3R,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl]hexanamide
-
-
N-butyl 1-deoxynojirimycin
-
-
N-butyl-1-deoxynojirimycin
-
-
N-butyl-2,4-di-O-butyl-1,5-dideoxy-1,5-imino-D-glucitol
-
1 mM, 29% inhibition
N-ethylmaleimide
-
attacks Cys207
N-octyl-2-O-octyl-1,5-dideoxy-1,5-imino-D-glucitol
-
-
N-octyl-4-O-octyl-1,5-dideoxy-1,5-imino-D-glucitol
-
-
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-hydroxy-3-(morpholin-4-yl)propan-2-yl]-2-(4-methoxyphenoxy)acetamide
-
-
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-hydroxy-3-(morpholin-4-yl)propan-2-yl]-5-(adamantylmethoxy)pentanamide
-
-
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-hydroxy-3-(morpholin-4-yl)propan-2-yl]nonanamide
-
-
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-hydroxy-3-(piperidin-1-yl)propan-2-yl]-2-(4-methoxyphenoxy)acetamide
-
-
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-hydroxy-3-(piperidin-1-yl)propan-2-yl]-5-(adamantylmethoxy)pentanamide
-
-
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-hydroxy-3-(piperidin-1-yl)propan-2-yl]nonanamide
-
-
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-hydroxy-3-(pyrrolidin-1-yl)propan-2-yl]-2-(4-methoxyphenoxy)acetamide
-
-
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-hydroxy-3-(pyrrolidin-1-yl)propan-2-yl]-5(adamantylmethoxy)pentanamide
-
-
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-hydroxy-3-(pyrrolidin-1-yl)propan-2-yl]nonanamide
-
-
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-hydroxy-3-[(2R,3R,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl]propan-2-yl]-2-(4-methoxyphenoxy)acetamide
-
-
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-hydroxy-3-[(2R,3R,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl]propan-2-yl]-5-(adamantylmethoxy)pentanamide
-
-
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-hydroxy-3-[(2R,3R,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl]propan-2-yl]nonanamide
-
-
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-hydroxy-3-[(2R,3S,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl]propan-2-yl]-2-(4-methoxyphenoxy)acetamide
-
-
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-hydroxy-3-[(2R,3S,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl]propan-2-yl]-5-(adamantylmethoxy)pentanamide
-
-
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-hydroxy-3-[(2R,3S,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl]propan-2-yl]nonanamide
-
-
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-hydroxy-3-[(2S,3R,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl]propan-2-yl]-2-(4-methoxyphenoxy)acetamide
-
-
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-hydroxy-3-[(2S,3R,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl]propan-2-yl]-5-(adamantylmethoxy)pentanamide
-
-
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-hydroxy-3-[(2S,3R,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl]propan-2-yl]nonanamide
-
-
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-hydroxy-3-[(2S,3S,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl]propan-2-yl]-2-(4-methoxyphenoxy)acetamide
-
-
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-hydroxy-3-[(2S,3S,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl]propan-2-yl]-5-(adamantylmethoxy)pentanamide
-
-
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-hydroxy-3-[(2S,3S,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl]propan-2-yl]nonanamide
-
-
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-[(2R,3R,4R)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]-1-hydroxypropan-2-yl]-2-(4-methoxyphenoxy)acetamide
-
-
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-[(2R,3R,4R)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]-1-hydroxypropan-2-yl]-5-(adamantylmethoxy)pentanamide
-
-
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-[(2R,3R,4R)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]-1-hydroxypropan-2-yl]nonanamide
-
-
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-[(2R,3R,4S)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]-1-hydroxypropan-2-yl]-2-(4-methoxyphenoxy)acetamide
-
-
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-[(2R,3R,4S)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]-1-hydroxypropan-2-yl]-5-(adamantylmethoxy)pentanamide
-
-
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-[(2R,3R,4S)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]-1-hydroxypropan-2-yl]nonanamide
-
-
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-[(2R,3S,4R)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]-1-hydroxypropan-2-yl]-2-(4-methoxyphenoxy)acetamide
-
-
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-[(2R,3S,4R)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]-1-hydroxypropan-2-yl]-5-(adamantylmethoxy)pentanamide
-
-
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-[(2R,3S,4R)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]-1-hydroxypropan-2-yl]nonanamide
-
-
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-[(2R,3S,4S)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]-1-hydroxypropan-2-yl]-2-(4-methoxyphenoxy)acetamide
-
-
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-[(2R,3S,4S)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]-1-hydroxypropan-2-yl]-5-(adamantylmethoxy)pentanamide
-
-
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-[(2R,3S,4S)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]-1-hydroxypropan-2-yl]nonanamide
-
-
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-[(2S,3R,4S)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]-1-hydroxypropan-2-yl]-2-(4-methoxyphenoxy)acetamide
-
-
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-[(2S,3R,4S)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]-1-hydroxypropan-2-yl]-5-(adamantylmethoxy)pentanamide
-
-
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-[(2S,3R,4S)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]-1-hydroxypropan-2-yl]nonanamide
-
-
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-[(2S,3S,4S)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]-1-hydroxypropan-2-yl]-2-(4-methoxyphenoxy)acetamide
-
-
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-[(2S,3S,4S)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]-1-hydroxypropan-2-yl]-5-(adamantylmethoxy)pentanamide
-
-
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-[(2S,3S,4S)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]-1-hydroxypropan-2-yl]nonanamide
-
-
N-[5-(adamantan-1-yl-ethoxy)-pentyl]-L-ido-1-deoxynojirimycin
-
-
N-[5-(adamantan-1-yl-methoxy)-pentyl]-1-deoxynojirimycin
N-[5-(adamantan-1-yl-methoxy)-pentyl]-L-ido-1-deoxynojirimycin
-
-
octyl glucoside
-
high concentration
Phospholipase A
-
treatment of microsomes results in loss of enzyme actvity
-
Phospholipase C
-
treatment of microsomes results in loss of enzyme actvity
-
PP55B
-
i.e. isopropylidene derivative of 5'-O-[[(2-decanoylamino-3-phenylpropylloxycarbonyl)amino]sulfonyl]uridine, 21% inhibition at 0.2 mM
threo-1-phenyl-2-decanoyl-amino-3-morpholino-1-propanol
-
inhibition at 0.005 mM
Zwittergent 3-12
-
complete inhibition
CDP-glucose

-
slight inhibition
CDP-glucose
-
slight inhibition
Cu2+

-
-
D-threo-1-phenyl-2-(decanoylamino)-3-morpholino-1-propanol-HCl

-
in vivo depletion of enzyme and accumulation of ceramide; not DL-diastereomer
D-threo-1-phenyl-2-(decanoylamino)-3-morpholino-1-propanol-HCl
-
accumulation of ceramide in the cells, higher amount in Z65 mutant than in strain K1
D-threo-1-phenyl-2-(decanoylamino)-3-morpholino-1-propanol-HCl
-
-
D-threo-1-phenyl-2-(decanoylamino)-3-morpholino-1-propanol-HCl
-
;
D-threo-1-phenyl-2-(decanoylamino)-3-morpholino-1-propanol-HCl
-
i.e. PDMP
D-threo-1-phenyl-2-(decanoylamino)-3-morpholino-1-propanol-HCl
-
i.e. PDMP
D-threo-1-phenyl-2-(decanoylamino)-3-morpholino-1-propanol-HCl
-
His193 mutants are not inhibited; i.e. PDMP
D-threo-2-palmitoylamino-3-pyrrolidino-1-propanol

-
-
D-threo-2-palmitoylamino-3-pyrrolidino-1-propanol
-
-
EDTA

-
no inhibition
Fe2+

-
-
Fe3+

-
-
N-butyldeoxynojirimycin

-
-
N-butyldeoxynojirimycin
-
-
N-butyldeoxynojirimycin
-
nonspecific inhibitor
N-butyldeoxynojirimycin
-
i.e. miglustat or Zavesca
N-butyldeoxynojirimycin
-
-
N-[5-(adamantan-1-yl-methoxy)-pentyl]-1-deoxynojirimycin

-
-
N-[5-(adamantan-1-yl-methoxy)-pentyl]-1-deoxynojirimycin
-
-
Tris

-
58% loss of activity at 0.2 M
Tris
-
at high concentration
Triton X-100

-
high concentration
Zn2+

-
-
additional information

-
induction of enzyme by inhibitors in presence of higher ceramide levels
-
additional information
-
no inhibition by EDTA
-
additional information
-
-
-
additional information
-
induction of enzyme by inhibitors in presence of higher ceramide levels; no inhibition by conduritol B epoxide
-
additional information
-
-
-
additional information
-
enzyme inhibition by antisense expression
-
additional information
-
identification and development of biphenyl substituted iminosugars as improved dual glucosylceramide synthase/neutral glucosylceramidase inhibitors, synthesis of a series of D-gluco- and L-ido-configured iminosugars N-modified with a variety of hydrophobic functional groups and of a series of biphenyl-substituted iminosugars of both configurations (D-gluco and L-ido), overview. Iminosugars featuring N-pentyloxymethylaryl substituents are considerably more potent inhibitors of glucosylceramide synthase than their aliphatic counterparts. Biphenyl-substituted L-ido-configured deoxynojirimycin derivatives are selective for glucosylceramidase and the nonlysosomal glucosylceramidase
-
additional information
-
synthesis and evaluation of a variety of iminosugar-based enzyme inhibitors that differ in the nature of the N substituent but also in configuration of the piperidine iminosugar, deoxynojirimycin-type iminosugars, overview. Usage of parent compound 1-phenyl-2-decanoyl-3-morpholino-1-propanol (PDMP)
-
additional information
-
GCS enzyme inhibitors affect the expression of lactosylceramide, neolacto, ganglio, and globo series glycosphingolipids in a panel of human breast cancer cell lines using flow cytometry, a commonly applied method investigating cell-surface glycosphingolipids after enzyme inhibition, overview
-
additional information
-
-
-
additional information
-
no inhibition by DTT
-
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0.174
(1R)-1-C-octyl-N-octyl-1,5-dideoxy-1,5-imino-Dglucitol
Homo sapiens;
-
-
0.609
(1R)-N-butyl-1-C-butyl-1,5-dideoxy-1,5-imino-D-glucitol
Homo sapiens;
-
-
0.009
(1S)-1-C-[5-(adamantan-1-yl-methoxy)-pentyl]-1-deoxynojirimycin
Homo sapiens;
-
-
0.025
(1S)-N-butyl-1-C-[5-(adamantan-1-yl-methoxy)-pentyl]-1-deoxynojirimycin
Homo sapiens;
-
-
0.00002
(2R,3R,4R,5S)-1-(5-[[3',5'-bis(trifluoromethyl)[1,1'-biphenyl]-4-yl]methoxy]pentyl)-2-(hydroxymethyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.00004
(2R,3R,4R,5S)-1-(5-[[4-(2,3-dihydro-1,4-benzodioxin-6-yl)phenyl]methoxy]pentyl)-2-(hydroxymethyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.00015
(2R,3R,4R,5S)-1-(5-[[4-(2-fluoropyridin-4-yl)phenyl]methoxy]pentyl)-2-(hydroxymethyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.000025
(2R,3R,4R,5S)-1-(5-[[4-(2H-1,3-benzodioxol-5-yl)phenyl]methoxy]pentyl)-2-(hydroxymethyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.00075
(2R,3R,4R,5S)-1-(5-[[4-(6-fluoropyridin-3-yl)phenyl]methoxy]pentyl)-2-(hydroxymethyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.00075
(2R,3R,4R,5S)-1-[5-(benzyloxy)pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.0005
(2R,3R,4R,5S)-1-[5-(cyclohexylmethoxy)pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.001
(2R,3R,4R,5S)-1-[5-([(3R,10S,13S,17R)-10,13-dimethyl-17-[(2S)-7-methyloctan-2-yl]-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy)pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.00006
(2R,3R,4R,5S)-1-[5-[(1R)-1-([1,1'-biphenyl]-4-yl)ethoxy]pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.00007
(2R,3R,4R,5S)-1-[5-[(1S)-1-([1,1'-biphenyl]-4-yl)ethoxy]pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.000075
(2R,3R,4R,5S)-1-[5-[(2'-fluoro[1,1'-biphenyl]-4-yl)methoxy]pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.000025
(2R,3R,4R,5S)-1-[5-[(2-fluoro[1,1'-biphenyl]-4-yl)methoxy]pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.000025
(2R,3R,4R,5S)-1-[5-[(3'-fluoro[1,1'-biphenyl]-4-yl)methoxy]pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.000025
(2R,3R,4R,5S)-1-[5-[(3-fluoro[1,1'-biphenyl]-4-yl)methoxy]pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.000025
(2R,3R,4R,5S)-1-[5-[(4'-chloro[1,1'-biphenyl]-4-yl)methoxy]pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.000025
(2R,3R,4R,5S)-1-[5-[(4'-fluoro[1,1'-biphenyl]-4-yl)methoxy]pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.000003
(2R,3R,4R,5S)-1-[5-[(4,8-dihydropyren-1-yl)methoxy]pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.000003
(2R,3R,4R,5S)-1-[5-[(5,8-dihydronaphthalen-2-yl)methoxy]pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.00005
(2R,3R,4R,5S)-1-[5-[([1,1'-biphenyl]-2-yl)methoxy]pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.000075
(2R,3R,4R,5S)-1-[5-[([1,1'-biphenyl]-3-yl)methoxy]pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.00125
(2R,3R,4R,5S)-1-[5-[([1,1'-biphenyl]-4-yl)methoxy]-2,2-difluoropentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.00006
(2R,3R,4R,5S)-1-[5-[([1,1'-biphenyl]-4-yl)methoxy]-4,4-difluoropentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.00005
(2R,3R,4R,5S)-1-[5-[([1,1'-biphenyl]-4-yl)methoxy]pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.0003
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-((adamantylmethoxy)hexyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.0002
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-(5-(adamantylmethoxy)pentyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.02
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-(5-[[(2E,6E)-3,7,10-trimethylundeca-2,6,9-trien-1-yl]oxy]pentyl)piperidine-3,4,5-triol
Homo sapiens;
-
above, pH and temperature not specified in the publication
0.000025
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-(5-[[2-(trifluoromethyl)[1,1'-biphenyl]-4-yl]methoxy]pentyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.000025
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-(5-[[3-(trifluoromethyl)[1,1'-biphenyl]-4-yl]methoxy]pentyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.00002
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-(5-[[4'-(trifluoromethyl)[1,1'-biphenyl]-4-yl]methoxy]pentyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.000025
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-(5-[[4-(2,3,4,5-tetrahydro-1,6-benzodioxocin-8-yl)phenyl]methoxy]pentyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.002
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-(5-[[4-(pyridin-3-yl)phenyl]methoxy]pentyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.002
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-(5-[[4-(pyridin-4-yl)phenyl]methoxy]pentyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.002
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-(5-[[4-(pyrimidin-5-yl)phenyl]methoxy]pentyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.0003
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-(6-(adamantylhexyl)hexyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.02
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-(adamantylhept-6-en-1-yl)piperidine-3,4,5-triol
Homo sapiens;
-
above, pH and temperature not specified in the publication
0.02
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-(adamantylhexyl)piperidine-3,4,5-triol
Homo sapiens;
-
above, pH and temperature not specified in the publication
0.00005
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-[5-[(2'-methoxy[1,1'-biphenyl]-4-yl)methoxy]pentyl]piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.000025
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-[5-[(2'-methyl[1,1'-biphenyl]-4-yl)methoxy]pentyl]piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.00015
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-[5-[(3'-methoxy[1,1'-biphenyl]-4-yl)methoxy]pentyl]piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.0001
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-[5-[(3'-methyl[1,1'-biphenyl]-4-yl)methoxy]pentyl]piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.000025
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-[5-[(4'-methoxy[1,1'-biphenyl]-4-yl)methoxy]pentyl]piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.0001
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-[5-[(4'-methyl[1,1'-biphenyl]-4-yl)methoxy]pentyl]piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.0002
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-[5-[(5-phenylpyridin-2-yl)methoxy]pentyl]piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.02
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-[5-[(phenanthren-9-yl)methoxy]pentyl]piperidine-3,4,5-triol
Homo sapiens;
-
above, pH and temperature not specified in the publication
0.0002
(2S,3R,4R,5S)-1-[5-(benzyloxy)pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.00007
(2S,3R,4R,5S)-1-[5-(cyclohexylmethoxy)pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.001
(2S,3R,4R,5S)-1-[5-([(3R,10S,13S,17R)-10,13-dimethyl-17-[(2S)-7-methyloctan-2-yl]-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy)pentyl]-2-(hydroxymethyl)piperidine-3,4,5-trio
Homo sapiens;
-
pH and temperature not specified in the publication
0.00003
(2S,3R,4R,5S)-1-[5-[(1R)-1-([1,1'-biphenyl]-4-yl)ethoxy]pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.00004
(2S,3R,4R,5S)-1-[5-[(1S)-1-([1,1'-biphenyl]-4-yl)ethoxy]pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.0000025
(2S,3R,4R,5S)-1-[5-[(2-fluoro[1,1'-biphenyl]-4-yl)methoxy]pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.000005
(2S,3R,4R,5S)-1-[5-[(3-fluoro[1,1'-biphenyl]-4-yl)methoxy]pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.000003
(2S,3R,4R,5S)-1-[5-[(4,8-dihydropyren-1-yl)methoxy]pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.000003
(2S,3R,4R,5S)-1-[5-[(5,8-dihydronaphthalen-2-yl)methoxy]pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.000025
(2S,3R,4R,5S)-1-[5-[([1,1'-biphenyl]-2-yl)methoxy]pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.00007
(2S,3R,4R,5S)-1-[5-[([1,1'-biphenyl]-3-yl)methoxy]pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.00002
(2S,3R,4R,5S)-1-[5-[([1,1'-biphenyl]-4-yl)methoxy]-2,2-difluoropentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.000015
(2S,3R,4R,5S)-1-[5-[([1,1'-biphenyl]-4-yl)methoxy]-4,4-difluoropentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.000008
(2S,3R,4R,5S)-1-[5-[([1,1'-biphenyl]-4-yl)methoxy]pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.0001
(2S,3R,4R,5S)-2-(hydroxymethyl)-1-(5-(adamantylmethoxy)pentyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.0025
(2S,3R,4R,5S)-2-(hydroxymethyl)-1-(5-[[(2E,6E)-3,7,10-trimethylundeca-2,6,9-trien-1-yl]oxy]pentyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.000003
(2S,3R,4R,5S)-2-(hydroxymethyl)-1-(5-[[2-(trifluoromethyl)[1,1'-biphenyl]-4-yl]methoxy]pentyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.000003
(2S,3R,4R,5S)-2-(hydroxymethyl)-1-(5-[[3-(trifluoromethyl)[1,1'-biphenyl]-4-yl]methoxy]pentyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.00025
(2S,3R,4R,5S)-2-(hydroxymethyl)-1-(6-(adamantylmethoxy)hexyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.00008
(2S,3R,4R,5S)-2-(hydroxymethyl)-1-(6-adamantyloxyhexyl)piperidine-3,4,5-triol
Homo sapiens;
-
pH and temperature not specified in the publication
0.02
(2S,3R,4R,5S)-2-(hydroxymethyl)-1-adamantylhexylpiperidine-3,4,5-triol
Homo sapiens;
-
above, pH and temperature not specified in the publication
0.02
(2S,3R,4R,5S)-2-(hydroxymethyl)-1-[(6Z)-7-adamantylhept-6-en-1-yl]piperidine-3,4,5-triol
Homo sapiens;
-
above, pH and temperature not specified in the publication
0.02
(2S,3R,4R,5S)-2-(hydroxymethyl)-1-[5-[(phenanthren-9-yl)methoxy]pentyl]piperidine-3,4,5-triol
Homo sapiens;
-
above, pH and temperature not specified in the publication
0.00015
4'-[([5-[(2R,3R,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl]pentyl]oxy)methyl][1,1'-biphenyl]-2-carbonitrile
Homo sapiens;
-
pH and temperature not specified in the publication
0.00005
4'-[([5-[(2R,3R,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl]pentyl]oxy)methyl][1,1'-biphenyl]-3-carbonitrile
Homo sapiens;
-
pH and temperature not specified in the publication
0.00015
4'-[([5-[(2R,3R,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl]pentyl]oxy)methyl][1,1'-biphenyl]-4-carbonitrile
Homo sapiens;
-
pH and temperature not specified in the publication
0.000024
Genz-112638
Mus musculus;
-
-
0.02 - 0.04
N,N'-(5,5'-[2-(adamantan-1-yl)propane-1,3-diyl]bis-(oxy)bis(pentane-5,1-diyl))-bis(1-deoxynojirimycin)
0.01 - 0.02
N,N'-(5,5'-[2-(adamantan-1-yl)propane-1,3-diyl]bis-(oxy)bis(pentane-5,1-diyl))-bis(L-ido-1-deoxynojirimycin)
0.02 - 0.04
N,N'-(5,5'-[adamantan-1,3-diylbis(methylene)]bis(oxy)-bis(pentane-5,1-diyl))-bis(1-deoxynojirimycin)
0.005 - 0.01
N,N'-(5,5'-[adamantan-1,3-diylbis(methylene)]bis(oxy)-bis(pentane-5,1-diyl))-bis(L-ido-1-deoxynojirimycin)
0.0002
N-adamantanemethoxypentyldeoxynojirimycin
Homo sapiens;
-
pH 5.2, 37°C
0.001
N-adamantyl-6-[(2R,3R,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl]hexanamide
Homo sapiens;
-
pH and temperature not specified in the publication
0.0004
N-adamantyl-6-[(2S,3R,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl]hexanamide
Homo sapiens;
-
pH and temperature not specified in the publication
0.164
N-octyl-2-O-octyl-1,5-dideoxy-1,5-imino-D-glucitol
Homo sapiens;
-
-
0.134
N-octyl-4-O-octyl-1,5-dideoxy-1,5-imino-D-glucitol
Homo sapiens;
-
-
0.0008
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-hydroxy-3-(morpholin-4-yl)propan-2-yl]-2-(4-methoxyphenoxy)acetamide
Homo sapiens;
-
pH 5.2, 37°C
0.00075
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-hydroxy-3-(morpholin-4-yl)propan-2-yl]-5-(adamantylmethoxy)pentanamide
Homo sapiens;
-
pH 5.2, 37°C
0.0008
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-hydroxy-3-(morpholin-4-yl)propan-2-yl]nonanamide
Homo sapiens;
-
pH 5.2, 37°C
0.0008
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-hydroxy-3-(piperidin-1-yl)propan-2-yl]-2-(4-methoxyphenoxy)acetamide
Homo sapiens;
-
pH 5.2, 37°C
0.0015
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-hydroxy-3-(piperidin-1-yl)propan-2-yl]-5-(adamantylmethoxy)pentanamide
Homo sapiens;
-
pH 5.2, 37°C
0.001
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-hydroxy-3-(piperidin-1-yl)propan-2-yl]nonanamide
Homo sapiens;
-
pH 5.2, 37°C
0.00005
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-hydroxy-3-(pyrrolidin-1-yl)propan-2-yl]-2-(4-methoxyphenoxy)acetamide
Homo sapiens;
-
pH 5.2, 37°C
0.0001
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-hydroxy-3-(pyrrolidin-1-yl)propan-2-yl]-5(adamantylmethoxy)pentanamide
Homo sapiens;
-
pH 5.2, 37°C
0.0001
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-hydroxy-3-(pyrrolidin-1-yl)propan-2-yl]nonanamide
Homo sapiens;
-
pH 5.2, 37°C
0.01
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-hydroxy-3-[(2R,3R,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl]propan-2-yl]-2-(4-methoxyphenoxy)acetamide
Homo sapiens;
-
pH 5.2, 37°C
0.01
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-hydroxy-3-[(2R,3R,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl]propan-2-yl]-5-(adamantylmethoxy)pentanamide
Homo sapiens;
-
pH 5.2, 37°C
0.01
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-hydroxy-3-[(2R,3R,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl]propan-2-yl]nonanamide
Homo sapiens;
-
pH 5.2, 37°C
0.01
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-hydroxy-3-[(2R,3S,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl]propan-2-yl]-2-(4-methoxyphenoxy)acetamide
Homo sapiens;
-
pH 5.2, 37°C
0.01
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-hydroxy-3-[(2R,3S,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl]propan-2-yl]-5-(adamantylmethoxy)pentanamide
Homo sapiens;
-
pH 5.2, 37°C
0.01
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-hydroxy-3-[(2R,3S,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl]propan-2-yl]nonanamide
Homo sapiens;
-
pH 5.2, 37°C
0.01
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-hydroxy-3-[(2S,3R,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl]propan-2-yl]-2-(4-methoxyphenoxy)acetamide
Homo sapiens;
-
pH 5.2, 37°C
0.01
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-hydroxy-3-[(2S,3R,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl]propan-2-yl]-5-(adamantylmethoxy)pentanamide
Homo sapiens;
-
pH 5.2, 37°C
0.01
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-hydroxy-3-[(2S,3R,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl]propan-2-yl]nonanamide
Homo sapiens;
-
pH 5.2, 37°C
0.01
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-hydroxy-3-[(2S,3S,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl]propan-2-yl]-2-(4-methoxyphenoxy)acetamide
Homo sapiens;
-
pH 5.2, 37°C
0.01
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-hydroxy-3-[(2S,3S,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl]propan-2-yl]-5-(adamantylmethoxy)pentanamide
Homo sapiens;
-
pH 5.2, 37°C
0.01
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-hydroxy-3-[(2S,3S,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl]propan-2-yl]nonanamide
Homo sapiens;
-
pH 5.2, 37°C
0.01
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-[(2R,3R,4R)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]-1-hydroxypropan-2-yl]-2-(4-methoxyphenoxy)acetamide
Homo sapiens;
-
pH 5.2, 37°C
0.01
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-[(2R,3R,4R)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]-1-hydroxypropan-2-yl]-5-(adamantylmethoxy)pentanamide
Homo sapiens;
-
pH 5.2, 37°C
0.01
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-[(2R,3R,4R)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]-1-hydroxypropan-2-yl]nonanamide
Homo sapiens;
-
pH 5.2, 37°C
0.01
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-[(2R,3R,4S)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]-1-hydroxypropan-2-yl]-2-(4-methoxyphenoxy)acetamide
Homo sapiens;
-
pH 5.2, 37°C
0.01
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-[(2R,3R,4S)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]-1-hydroxypropan-2-yl]-5-(adamantylmethoxy)pentanamide
Homo sapiens;
-
pH 5.2, 37°C
0.01
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-[(2R,3R,4S)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]-1-hydroxypropan-2-yl]nonanamide
Homo sapiens;
-
pH 5.2, 37°C
0.01
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-[(2R,3S,4R)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]-1-hydroxypropan-2-yl]-2-(4-methoxyphenoxy)acetamide
Homo sapiens;
-
pH 5.2, 37°C
0.01
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-[(2R,3S,4R)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]-1-hydroxypropan-2-yl]-5-(adamantylmethoxy)pentanamide
Homo sapiens;
-
pH 5.2, 37°C
0.01
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-[(2R,3S,4R)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]-1-hydroxypropan-2-yl]nonanamide
Homo sapiens;
-
pH 5.2, 37°C
0.01
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-[(2R,3S,4S)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]-1-hydroxypropan-2-yl]-2-(4-methoxyphenoxy)acetamide
Homo sapiens;
-
pH 5.2, 37°C
0.01
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-[(2R,3S,4S)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]-1-hydroxypropan-2-yl]-5-(adamantylmethoxy)pentanamide
Homo sapiens;
-
pH 5.2, 37°C
0.01
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-[(2R,3S,4S)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]-1-hydroxypropan-2-yl]nonanamide
Homo sapiens;
-
pH 5.2, 37°C
0.01
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-[(2S,3R,4S)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]-1-hydroxypropan-2-yl]-2-(4-methoxyphenoxy)acetamide
Homo sapiens;
-
pH 5.2, 37°C
0.01
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-[(2S,3R,4S)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]-1-hydroxypropan-2-yl]-5-(adamantylmethoxy)pentanamide
Homo sapiens;
-
pH 5.2, 37°C
0.01
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-[(2S,3R,4S)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]-1-hydroxypropan-2-yl]nonanamide
Homo sapiens;
-
pH 5.2, 37°C
0.01
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-[(2S,3S,4S)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]-1-hydroxypropan-2-yl]-2-(4-methoxyphenoxy)acetamide
Homo sapiens;
-
pH 5.2, 37°C
0.01
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-[(2S,3S,4S)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]-1-hydroxypropan-2-yl]-5-(adamantylmethoxy)pentanamide
Homo sapiens;
-
pH 5.2, 37°C
0.01
N-[(1R,2R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-[(2S,3S,4S)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]-1-hydroxypropan-2-yl]nonanamide
Homo sapiens;
-
pH 5.2, 37°C
0.001 - 0.005
N-[5-(adamantan-1-yl-ethoxy)-pentyl]-1-deoxynojirimycin
0.001 - 0.005
N-[5-(adamantan-1-yl-ethoxy)-pentyl]-L-ido-1-deoxynojirimycin
0.0002 - 0.0005
N-[5-(adamantan-1-yl-methoxy)-pentyl]-1-deoxynojirimycin
0.0001
N-[5-(adamantan-1-yl-methoxy)-pentyl]-L-ido-1-deoxynojirimycin
Mus musculus;
-
in vivo inhibition of a cell culture
0.02
N,N'-(5,5'-[2-(adamantan-1-yl)propane-1,3-diyl]bis-(oxy)bis(pentane-5,1-diyl))-bis(1-deoxynojirimycin)

Mus musculus;
-
in vivo inhibition of a cell culture
0.04
N,N'-(5,5'-[2-(adamantan-1-yl)propane-1,3-diyl]bis-(oxy)bis(pentane-5,1-diyl))-bis(1-deoxynojirimycin)
Mus musculus;
-
in vitro inhibition of purified enzyme
0.01
N,N'-(5,5'-[2-(adamantan-1-yl)propane-1,3-diyl]bis-(oxy)bis(pentane-5,1-diyl))-bis(L-ido-1-deoxynojirimycin)

Mus musculus;
-
in vitro inhibition of purified enzyme
0.02
N,N'-(5,5'-[2-(adamantan-1-yl)propane-1,3-diyl]bis-(oxy)bis(pentane-5,1-diyl))-bis(L-ido-1-deoxynojirimycin)
Mus musculus;
-
in vivo inhibition of a cell culture
0.02
N,N'-(5,5'-[adamantan-1,3-diylbis(methylene)]bis(oxy)-bis(pentane-5,1-diyl))-bis(1-deoxynojirimycin)

Mus musculus;
-
in vivo inhibition of a cell culture
0.04
N,N'-(5,5'-[adamantan-1,3-diylbis(methylene)]bis(oxy)-bis(pentane-5,1-diyl))-bis(1-deoxynojirimycin)
Mus musculus;
-
in vitro inhibition of purified enzyme
0.005
N,N'-(5,5'-[adamantan-1,3-diylbis(methylene)]bis(oxy)-bis(pentane-5,1-diyl))-bis(L-ido-1-deoxynojirimycin)

Mus musculus;
-
in vivo inhibition of a cell culture
0.01
N,N'-(5,5'-[adamantan-1,3-diylbis(methylene)]bis(oxy)-bis(pentane-5,1-diyl))-bis(L-ido-1-deoxynojirimycin)
Mus musculus;
-
in vitro inhibition of purified enzyme
0.001
N-[5-(adamantan-1-yl-ethoxy)-pentyl]-1-deoxynojirimycin

Mus musculus;
-
in vivo inhibition of a cell culture
0.005
N-[5-(adamantan-1-yl-ethoxy)-pentyl]-1-deoxynojirimycin
Mus musculus;
-
in vitro inhibition of purified enzyme
0.001
N-[5-(adamantan-1-yl-ethoxy)-pentyl]-L-ido-1-deoxynojirimycin

Mus musculus;
-
in vivo inhibition of a cell culture
0.005
N-[5-(adamantan-1-yl-ethoxy)-pentyl]-L-ido-1-deoxynojirimycin
Mus musculus;
-
in vitro inhibition of purified enzyme
0.0002
N-[5-(adamantan-1-yl-methoxy)-pentyl]-1-deoxynojirimycin

Homo sapiens;
-
-
0.0002
N-[5-(adamantan-1-yl-methoxy)-pentyl]-1-deoxynojirimycin
Mus musculus;
-
in vivo inhibition of a cell culture
0.0005
N-[5-(adamantan-1-yl-methoxy)-pentyl]-1-deoxynojirimycin
Mus musculus;
-
in vitro inhibition of purified enzyme
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