Information on EC 3.1.3.11 - fructose-bisphosphatase

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The expected taxonomic range for this enzyme is: Bacteria, Eukaryota, Archaea

EC NUMBER
COMMENTARY hide
3.1.3.11
-
RECOMMENDED NAME
GeneOntology No.
fructose-bisphosphatase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
D-fructose 1,6-bisphosphate + H2O = D-fructose 6-phosphate + phosphate
show the reaction diagram
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
hydrolysis of phosphoric ester
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-
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Biosynthesis of antibiotics
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Biosynthesis of secondary metabolites
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Calvin-Benson-Bassham cycle
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Carbon fixation in photosynthetic organisms
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formaldehyde assimilation III (dihydroxyacetone cycle)
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Fructose and mannose metabolism
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gluconeogenesis I
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gluconeogenesis III
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glycolysis
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Glycolysis / Gluconeogenesis
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glycolysis I (from glucose 6-phosphate)
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glycolysis II (from fructose 6-phosphate)
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Metabolic pathways
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Methane metabolism
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Microbial metabolism in diverse environments
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pentose phosphate pathway
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Pentose phosphate pathway
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photosynthesis
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sucrose biosynthesis I (from photosynthesis)
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SYSTEMATIC NAME
IUBMB Comments
D-fructose-1,6-bisphosphate 1-phosphohydrolase
The animal enzyme also acts on sedoheptulose 1,7-bisphosphate.
CAS REGISTRY NUMBER
COMMENTARY hide
9001-52-9
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
7120
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Manually annotated by BRENDA team
7120
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
A5
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
parasitizing in pyloric appendages of the goby Myoxocephalus brandti
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
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UniProt
Manually annotated by BRENDA team
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Manually annotated by BRENDA team
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-
Manually annotated by BRENDA team
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
red alga
SwissProt
Manually annotated by BRENDA team
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
constituvie expression of enzyme in both extracellular and intracellular stages
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Manually annotated by BRENDA team
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-
Manually annotated by BRENDA team
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
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-
Manually annotated by BRENDA team
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-
-
Manually annotated by BRENDA team
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-
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Manually annotated by BRENDA team
i.e. Thermoproteus neutrophilus
UniProt
Manually annotated by BRENDA team
i.e. Thermoproteus neutrophilus
UniProt
Manually annotated by BRENDA team
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SwissProt
Manually annotated by BRENDA team
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-
-
Manually annotated by BRENDA team
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-
Manually annotated by BRENDA team
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Manually annotated by BRENDA team
tomato
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Manually annotated by BRENDA team
potato
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Manually annotated by BRENDA team
fragment
UniProt
Manually annotated by BRENDA team
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Manually annotated by BRENDA team
ATCC 27634
UniProt
Manually annotated by BRENDA team
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UniProt
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
evolution
metabolism
physiological function
additional information
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
beta-D-glucose 1,6-bisphosphate + H2O
D-glucose 6-phosphate + phosphate
show the reaction diagram
beta-glycerophosphate + H2O
?
show the reaction diagram
-
substrate at pH 9.0, no activity at pH 6.5
-
-
?
D-fructose 1,6-bisphosphate + H2O
D-fructose 6-phosphate + phosphate
show the reaction diagram
D-fructose 1,6-diphosphate + H2O
?
show the reaction diagram
D-fructose 1,6-diphosphate + H2O
D-fructose 6-phosphate + phosphate
show the reaction diagram
D-fructose 1-phosphate + H2O
D-fructose + phosphate
show the reaction diagram
-
-
?
D-fructose 6-phosphate + phosphate
D-fructose 1,6-diphosphate + H2O
show the reaction diagram
D-glucose 1,6-bisphosphate + H2O
D-glucose 6-phosphate + phosphate
show the reaction diagram
-
-
-
?
D-glucose 6-phosphate + H2O
D-glucose + phosphate
show the reaction diagram
-
23% of the activity found with D-fructose 1,6-bisphosphate
-
?
D-glucose-1-phosphate + H2O
D-glucose + phosphate
show the reaction diagram
-
-
?
glucose 1,6-diphosphate + H2O
?
show the reaction diagram
-
about 10% of maximal activity
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-
?
glycerol-2-phosphate + H2O
glycerol + phosphate
show the reaction diagram
-
-
?
myo-inositol 1-phosphate + H2O
myo-inositol + phosphate
show the reaction diagram
-
-
?
ribulose 1,5-bisphosphate + H2O
ribulose 5-phosphate + phosphate
show the reaction diagram
15% of activity obtained with D-fructose 1,6-bisphosphate
-
?
ribulose 1,5-diphosphate + H2O
?
show the reaction diagram
sedoheptulose 1,7-bisphosphate + H2O
sedoheptulose 7-phosphate + phosphate
show the reaction diagram
additional information
?
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NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
D-fructose 1,6-bisphosphate + H2O
D-fructose 6-phosphate + phosphate
show the reaction diagram
D-fructose 1,6-diphosphate + H2O
?
show the reaction diagram
D-fructose 1,6-diphosphate + H2O
D-fructose 6-phosphate + phosphate
show the reaction diagram
additional information
?
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Co2+
-
slight activation
Cs+
-
enhances activity
Cu2+
stimulation increases in the order Mg2+, Mn2+, Zn2+, Cu2+. Mg2+ stimulates below 5 mM, inhibits above 10 mM
dithiothreitol
-
the recombinant enzyme is activated
Hg2+
low concentrations stimulate the oxidized enzyme form, but not the reduced enzyme form many hundred-fold. Half-maximal stimulation at 0.2 femtoM: Hg2+ stimulates by binding to an enzyme thiol group, thereby stabilizing the oxidized enzyme in an active conformation
Li+
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0.05-0.2 M, 20% activation in presence of 10 mM Mg2+
NH4+
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activates
additional information
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(1H-indol-1-yl)(4-(trifluoromethyl)phenyl)methanone
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(2,3-diethoxy-7,8,9,10-tetrahydro-6H-cyclohepta[b]quinolin-11-yl)[3-(2-methylthiazol-4-yl)phenyl]amine
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(2-amino-4,5-dihydronaphtho[1,2-d][1,3]thiazol-7-yl)methyl dihydrogen phosphate
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(2-amino-4,5-dihydronaphtho[1,2-d][1,3]thiazol-7-yl)phosphonic acid
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(2-amino-4,5-dihydronaphtho[1,2-d][1,3]thiazol-8-yl)methyl dihydrogen phosphate
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(2-amino-4,5-dihydronaphtho[1,2-d][1,3]thiazol-8-yl)phosphonic acid
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(2-amino-4,5-dihydronaphtho[1,2-d][1,3]thiazol-9-yl)methyl dihydrogen phosphate
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(2-amino-4,5-dihydronaphtho[1,2-d][1,3]thiazol-9-yl)phosphonic acid
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(2-amino-5,6-dihydro-4H-benzo[6,7]cyclohepta[1,2-d][1,3]thiazol-9-yl)methyl dihydrogen phosphate
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(2-amino-5,6-dihydro-4H-benzo[6,7]cyclohepta[1,2-d][1,3]thiazol-9-yl)phosphonic acid
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(2-amino-8H-indeno[1,2-d][1,3]thiazol-4-yl)methyl dihydrogen phosphate
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(2-amino-8H-indeno[1,2-d][1,3]thiazol-4-yl)phosphonic acid
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(2-amino-8H-indeno[1,2-d][1,3]thiazol-5-yl)methyl dihydrogen phosphate
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(2-amino-8H-indeno[1,2-d][1,3]thiazol-5-yl)phosphonic acid
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(2-amino-8H-indeno[1,2-d][1,3]thiazol-6-yl)methyl dihydrogen phosphate
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(2-amino-8H-indeno[1,2-d][1,3]thiazol-6-yl)phosphonic acid
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(2-aminomethyl-6,7-diethoxy-2,3-dihydro-1H-cyclopenta[b]quinolin-9-yl)[3-(2-methylthiazol-4-yl)phenyl]-amine
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(2E)-3-(5-bromo-4-hydroxy-2-methoxyphenyl)-1-[4-[(3-methylbut-2-en-1-yl)oxy]phenyl]prop-2-en-1-one
(3-Bromo-phenyl)-(6,7-diethoxy-quinazolin-4-yl)-amine
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IC50: 0.0017 mM
(3-Bromo-phenyl)-(6,7-dimethoxy-2-methyl-quinazolin-4-yl)-amine
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IC50: 0.0045 mM
(3-Bromo-phenyl)-(6,7-dimethoxy-quinazolin-4-yl)-amine
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IC50: 0.001 mM
(3-Bromo-phenyl)-(7-ethoxy-6-nitro-quinazolin-4-yl)-amine
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IC50: 0.0039 mM
(3-Bromo-phenyl)-[6-(2-methoxy-ethoxy)-quinazolin-4-yl]-amine
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IC50: 0.0029 mM
(3-Bromo-phenyl)-[7-methoxy-6-(2-methoxy-ethoxy)-quinazolin-4-yl]-amine
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IC50: 0.0055 mM
(3-Chloro-4-fluoro-phenyl)-(6,7-diethoxy-quinazolin-4-yl)-amine
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IC50: 0.00053 mM
(3-Chloro-phenyl)-(6,7-diethoxy-quinazolin-4-yl)-amine
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IC50: 0.0016 mM
(3-Chloro-phenyl)-(6,7-dimethoxy-quinazolin-4-yl)-amine
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IC50: 0.0013 mM
(5-[2-amino-5-[(propylsulfanyl)carbonyl]-1,3-thiazol-4-yl]furan-2-yl)phosphonic acid
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(5-[4-amino-7-[3-(dimethylamino)propyl]-5-fluoro-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl)phosphonic acid
(6,7-diethoxy-1,2,3,4-tetrahydroacridin-9-yl)[3-(2-methylthiazol-4-yl)phenyl]amine
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(6,7-diethoxy-2,3-dihydro-1H-cyclopenta[b]quinolin-9-yl)[3-(2-methylthiazol-4-yl)phenyl]amine
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(6,7-Diethoxy-quinazolin-4-yl)-(3-ethynyl-phenyl)-amine
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IC50: 0.0024 mM
(6,7-Diethoxy-quinazolin-4-yl)-(3-fluoro-phenyl)-amine
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IC50: 0.0092 mM
(6,7-Diethoxy-quinazolin-4-yl)-(3-iodo-phenyl)-amine
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IC50: 0.0021 mM
(6,7-Dimethoxy-quinazolin-4-yl)-(3-ethynyl-phenyl)-amine
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IC50: 0.0009 mM
1,10-phenanthroline
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1-Fluoro-2,4-dinitrobenzene
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up to 90% inhibition at pH 6.5-7.0, slight increase at pH 9.0 when Mg2+ is the metal cofactor. 3fold increase of activity at alkaline pH, less activation at neutral pH when Mn2+ is the metal cofactor
2',3'-O-(2,4,6-trinitrophenyl)adenosine 5'-monophosphate
wild-type muscle enzyme, 50% inhibition at 0.00022 mM, wild-type liver enzyme, 50% inhibition at 0.0046 mM
2,5-anhydromannitol 1,6-diphosphate
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2,5-dichloro-N-(4-methyl-1,3-benzoxazol-2-yl)benzenesulfonamide
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2,5-dichloro-N-(5-chloro-1,3-benzoxazol-2-yl)benzenesulfonamide
2,5-dichloro-N-(5-methyl-1,3-benzoxazol-2-yl)benzenesulfonamide
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2,5-dichloro-N-(6-chloro-1,3-benzoxazol-2-yl)benzenesulfonamide
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2,5-dichloro-N-(6-methoxy-1,3-benzoxazol-2-yl)benzenesulfonamide
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2,5-dichloro-N-(6-methyl-1,3-benzoxazol-2-yl)benzenesulfonamide
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2,5-dichloro-N-[5-(3-furyl)-1,3-benzoxazol-2-yl]benzenesulfonamide
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2,5-dichloro-N-[5-methoxy-7-(4-methoxypyridin-3-yl)-1,3-benzoxazol-2-yl]benzenesulfonamide
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2,5-dichloro-N-[7-(3-hydroxyphenyl)-5-methoxy-1,3-benzoxazol-2-yl]benzenesulfonamide
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2,5-dichloro-N-[7-(4-hydroxyphenyl)-5-methoxy-1,3-benzoxazol-2-yl]benzenesulfonamide
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2-(2-(phenylamino)thiazol-4-yl)phenol
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2-(2-aminoethyl)-6,7-diethoxy-N-[3-(2-methyl-1,3-thiazol-4-yl)phenyl]quinazolin-4-amine
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uncompetitive
2-(2-thienyl)-5-isobutyl-4-[2-(5-phosphono)furanyl]thiazole
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2-(3-pyridyl)-5-isobutyl-4-[2-(5-phosphono)furanyl]thiazole
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2-(4-(4-hydroxyphenyl)thiazol-2-ylamino)phenol
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2-(4-phenylthiazol-2-ylamino)phenol
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2-acetamido-5-isobutyl-4-[2-(5-phosphono)furanyl]thiazole
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2-amino-4,5-dihydronaphtho[1,2-d][1,3]thiazol-7-yl dihydrogen phosphate
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2-amino-4,5-dihydronaphtho[1,2-d][1,3]thiazol-8-yl dihydrogen phosphate
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2-amino-4,5-dihydronaphtho[1,2-d][1,3]thiazol-9-yl dihydrogen phosphate
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2-amino-4-[1-(3-phosphono)phenyl]thiazole
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2-amino-4-[2-(5-(1-(3-bromophenyl)-1,3-propyl)phosphono)-furanyl]-5-isobutyl-thiazole
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2-amino-4-[2-(5-(O-phenyl)-(N-((S)-1-ethoxycarbonyl)ethyl)-phosphonamido)-furanyl]-5-isobutylthiazole
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2-amino-4-[2-(5-bis(p-acetoxybenzyl)phosphono)furanyl]-5-isobutylthiazole
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2-amino-4-[2-(5-diphenylphosphono)furanyl]-5-isobutylthiazole
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2-amino-4-[2-(5-monophenyl-monoamino-phosphono)furanyl]-5-isobutylthiazole
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2-amino-4-[2-(5-monophenylphosphono)furanyl]-5-isobutylthiazole
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2-amino-4-[2-(5-N,N'-bis((S)-1-(1-ethoxycarbonyl)ethyl)phosphonoamido)furanyl]-5-isobutylthiazole
-
optimization of the diamide prodrugs of phosphonic acid leads to the identification of a new diamide, the first reported orally efficacious FBPase inhibitor
2-amino-4-[2-(5-phosphono)furanyl]-5-ethoxycarbonylthiazole
2-amino-4-[2-(5-phosphono)furanyl]-5-isobutylthiazole
2-amino-4-[2-(5-phosphono)furanyl]-5-phenylthiazole
2-amino-4-[2-(5-phosphono)furanyl]-5-propylsulfanylthiazole
2-amino-4-[2-(6-phosphono)pyridyl]thiazole
-
-
2-amino-4-[2-[5-(1-(4-pyridyl)-1,3-propyl)phosphono]furanyl]-5-isobutylthiazole
-
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2-amino-4-[2-[5-bis(1-(1-ethoxycarbonyloxy)ethyl)phosphono]-furanyl]-5-isobutyl-thiazole
-
-
-
2-amino-4-[2-[5-bis(ethoxycarbonyloxymethyl)phosphono]-furanyl]-5-isobutyl-thiazole
-
-
2-amino-4-[2-[5-bis(phenoxycarbonyloxymethyl)phosphono]-furanyl]-5-isobutyl-thiazole
-
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2-amino-5,6-dihydro-4H-benzo[6,7]cyclohepta[1,2-d][1,3]thiazol-9-yl dihydrogen phosphate
-
-
2-amino-5-(2,2,2-trifluoroethyl)-4-[2-(5-phosphono)furanyl]-thiazole
-
-
2-amino-5-(2-furanyl)-4-[2-(5-phosphono)furanyl]thiazole
-
-
2-amino-5-(2-methoxyphenyl)-4-[2-(5-phosphono)furanyl]-thiazole
-
-
2-amino-5-(2-naphthyl)-4-[2-(5-phosphono)furanyl]thiazole
-
-
2-amino-5-(2-thienyl)-4-[(N-phosphonomethyl)carbamoyl]-thiazole
-
-
2-amino-5-(2-thienyl)-4-[2-(5-phosphono)furanyl]thiazole
-
-
2-amino-5-(3-methoxyphenyl)-4-[2-(5-phosphono)furanyl]-thiazole
-
-
2-amino-5-(4-acetylphenyl)-4-[2-(5-phosphono)furanyl]thiazole
-
-
2-amino-5-(4-chlorophenyl)-4-[2-(5-phosphono)furanyl]thiazole
-
-
2-amino-5-(4-fluorophenyl)-4-[2-(5-phosphono)furanyl]thiazole
-
-
2-amino-5-(4-methanesulfonyl)-4-[2-(5-phosphono)furanyl]thiazole
-
-
2-amino-5-(4-methoxycarbonylphenyl)-4-[2-(5-phosphono)-furanyl]thiazole
-
-
2-amino-5-(4-methoxyphenyl)-4-[2-(5-phosphono)furanyl]-thiazole
-
-
2-amino-5-(4-methylthiophenyl)-4-[2-(5-phosphono)furanyl]-thiazole
-
-
2-amino-5-(4-phenylphenyl)-4-[2-(5-phosphono)furanyl]thiazole
-
-
2-amino-5-(4-tert-butylphenyl)-4-[2-(5-phosphono)furanyl]-thiazole
-
-
2-amino-5-(N-morpholinyl)-4-[2-(5-phosphono)furanyl]thiazole
-
-
2-amino-5-benzyl-4-[2-(5-phosphono)furanyl]thiazole
-
-
2-amino-5-benzyloxycarbonyl-4-[2-(5-phosphono)furanyl]-thiazole
-
-
2-amino-5-bromo-4-[2-(5-phosphono)furanyl]thiazole
-
-
2-amino-5-chloro-4-[2-(5-phosphono)furanyl]thiazole
-
-
2-amino-5-cyclobutyl-4-[2-(5-phosphono)furanyl]thiazole
-
-
2-amino-5-cyclohexyl-4-[2-(5-phosphono)furanyl]thiazole
-
-
2-amino-5-cyclohexylmethyl-4-[2-(5-phosphono)furanyl]-thiazole
-
-
2-amino-5-cyclopentyl-4-[2-(5-phosphono)furanyl]thiazole
-
-
2-amino-5-cyclopentylmethyl-4-[2-(5-phosphono)furanyl]-thiazole
-
-
2-amino-5-cyclopropylmethyl-4-[2-(5-phosphono)furanyl]-thiazole
-
-
2-amino-5-ethylthio-4-[2-(5-phosphono)furanyl]thiazole
-
-
2-amino-5-hydroxymethyl-4-[2-(5-phosphono)furanyl]thiazole
-
-
2-amino-5-iodo-4-[2-(5-phosphono)furanyl]thiazole
-
-
2-amino-5-isobutyl-4-[2-(5-phosphono)furanyl]thiazole
2-amino-5-isopropyl- 4-[1-(4-methoxy-3-phosphono)phenyl]-thiazole
-
-
2-amino-5-isopropyl-4-[2-(5-phosphono)furanyl]thiazole
-
-
2-amino-5-isopropylthio-4-[2-(5-phosphono)furanyl]thiazole hydrobromide
-
-
2-amino-5-methyl-4-[2-(5-phosphono)furanyl]thiazole
-
-
2-amino-5-methylsulfanyl-4-[2-(5-diethylphosphono)furanyl]thiazole
2-amino-5-neopentyl-4-[2-(5-phosphono)furanyl]thiazole
-
-
2-amino-5-phenyl- 4-[1-(4-fluoro-3-phosphono)phenyl]thiazole
-
-
2-amino-5-phenyl-4-[2-(5-methyl-4-phosphono)oxazolyl]-thiazole
-
-
2-amino-5-phenyl-4-[3-(1-phosphono)pyrrolyl]thiazole
-
-
2-amino-5-phenylthio-4-[2-(5-phosphono)furanyl]thiazole
-
-
2-amino-5-propyl- 4-[1-(4-methyl-3-phosphono)phenyl]thiazole
-
-
2-amino-5-propyl-4-phosphonomethoxycarbonylthiazole
-
-
2-amino-5-propyl-4-[1-(3-phosphono)phenyl]thiazole
-
-
2-amino-5-propyl-4-[2-(5-phosphono)furanyl]thiazole
-
-
2-amino-5-tert-butylthio-4-[2-(5-phosphono)furanyl]thiazole
-
-
2-amino-5-[(4-morpholinyl)methyl]-4-[2-(5-phosphono)furanyl]-thiazole dihydrobromide
-
-
2-amino-5-[(N,N-dimethyl)carbamoyl]-4-[2-(5-phosphono)-furanyl]thiazole
-
-
2-amino-8H-indeno[1,2-d][1,3]thiazol-4-yl dihydrogen phosphate
-
-
2-amino-8H-indeno[1,2-d][1,3]thiazol-5-yl dihydrogen phosphate
-
-
2-amino-8H-indeno[1,2-d][1,3]thiazol-6-yl dihydrogen phosphate
-
-
2-bromo-5-isobutyl-4-[2-(5-phosphono)furanyl]thiazole
-
-
2-bromo-N-(5-chloro-1,3-benzoxazol-2-yl)benzenesulfonamide
-
-
2-carbamoyl-5-isobutyl-4-[2-(5-phosphono)furanyl]thiazole
-
-
2-chloro-5-isobutyl-4-[2-(5-phosphono)furanyl]thiazole
-
-
2-cyano-5-isobutyl-4-[2-(5-phosphono)furanyl]thiazole
-
-
2-deoxyribose-5-phosphate
-
-
2-ethyl-5-isobutyl-4-[2-(5-phosphono)furanyl]thiazole
-
-
2-hydroxymethyl-5-isobutyl-4-[2-(5-phosphono)furanyl]thiazole
-
-
2-methyl-5-isobutyl-4-[2-(5-phosphono)furanyl]-thiazole
-
-
2-methylamino-5-isobutyl-4-[2-(5-hosphono)furanyl]thiazole
-
-
2-methylthio-5-isobutyl-4-[2-(5-phosphono)furanyl]thiazole
-
-
2-phenyl-5-isobutyl-4-[2-(5-phosphono)furanyl]thiazole
-
-
2-thiocarbamoyl-5-isobutyl-4-[2-(5-phosphono)furanyl]thiazole
-
-
2-vinyl-5-isobutyl-4-[2-(5-phosphono)furanyl]thiazole
-
-
2-[(3S,11aS)-3-(4-hydroxybenzyl)-1,4-dioxo-1,3,4,6,11,11a-hexahydro-2H-pyrazino[1,2-b]isoquinolin-2-yl]-N-[2-(4-hydroxyphenyl)ethyl]pentanamide
-
uncompetitive
2-[3-methyl-5-([[6-methyl-4-(trifluoromethyl)pyridin-2-yl]carbamoyl]sulfamoyl)thiophen-2-yl]ethyl acetate
2-[5-([[6-amino-5-fluoro-4-(trifluoromethyl)pyridin-2-yl]carbamoyl]sulfamoyl)-3-methylthiophen-2-yl]ethyl acetate
3,4-dihydroxy-N'-[(E)-[4-oxo-6-(propan-2-yl)-4H-chromen-3-yl]methylidene]benzohydrazide
-
compound potently inhibits both fructose-1,6-bisphoshate aldolase and fructose-1,6-bisphosphatase with IC50 values below 30 microM
3,5-diphenyl-1-(3-(trifluoromethyl) phenyl)-1H-pyrazole
-
-
3-(2-carboxyethyl)-4,6-dichloro-1H-indole-2-carboxylic acid
-
non-competitive
3-(4-(4-hydroxyphenyl)thiazol-2-ylamino)benzenesulfonamide
-
-
3-(4-(4-hydroxyphenyl)thiazol-2-ylamino)phenol
-
-
3-(4-phenylthiazol-2-ylamino)benzenesulfonamide
-
-
3-(4-phenylthiazol-2-ylamino)phenol
-
-
3-chloro-N-(5-chloro-1,3-benzoxazol-2-yl)benzenesulfonamide
-
-
3-chloro-N-[(3,5-dichlorophenyl)carbamoyl]benzenesulfonamide
3-ethyl-5-isobutyl-7-nitro-1H-indole-2-carboxylic acid
-
molecular modeling of binding mode. The key hydrogen bonding interactions are observed between the carboxylate and residues Thr 27, Lys 112 and Arg 140, which are also recognized by the phosphate group in AMP. This hydrogen bonding network may make crucial contributions to the binding affinity. The indole ring is situated in a hydrophobic pocket involved in residues Leu30 and Leu34. The 7-nitro group interacted with the hydroxyl group of Thr31 via a hydrogen bond
4-(2-(2-hydroxyphenylamino)thiazol-4-yl)benzene-1,3-diol
-
-
4-(2-(3-hydroxyphenylamino)thiazol-4-yl)benzene-1,3-diol
-
-
4-(2-(3-nitrophenylamino)thiazol-4-yl)phenol
-
-
4-(2-(4-hydroxyphenylamino)thiazol-4-yl)benzene-1,3-diol
-
-
4-(2-(4-nitrophenylamino)thiazol-4-yl)phenol
-
-
4-(2-(phenylamino)thiazol-4-yl)benzene-1,3-diol
-
-
4-(4-(2,4-dihydroxyphenyl)thiazol-2-ylamino)benzenesulfonamide
-
-
4-(4-(4-hydroxyphenyl)thiazol-2-ylamino)benzenesulfonamide
-
-
4-(4-(4-hydroxyphenyl)thiazol-2-ylamino)phenol
-
-
4-(4-phenylthiazol-2-ylamino)benzenesulfonamide
-
-
4-(4-phenylthiazol-2-ylamino)phenol
-
-
4-chloromercuribenzoate
-
-
4-tert-butyl-N-(5-chloro-1,3-benzoxazol-2-yl)benzenesulfonamide
-
-
4-[[(2R,4S)-4-(3-chlorophenyl)-2-oxido-1,3,2-dioxaphosphinan-2-yl]methoxy]-6,7-dimethyl-8H-indeno[1,2-d][1,3]thiazole
-
-
4-[[(2R,4S)-4-(3-methoxyphenyl)-2-oxido-1,3,2-dioxaphosphinan-2-yl]methoxy]-6,7-dimethyl-8H-indeno[1,2-d][1,3]thiazole
-
-
4-[[(2R,4S)-4-(4-chlorophenyl)-2-oxido-1,3,2-dioxaphosphinan-2-yl]methoxy]-6,7-dimethyl-8H-indeno[1,2-d][1,3]thiazole
-
-
4-[[(2S,4S)-4-(3-chlorophenyl)-2-oxido-1,3,2-dioxaphosphinan-2-yl]methoxy]-6,7-dimethyl-8H-indeno[1,2-d][1,3]thiazole
-
-
4-[[(2S,4S)-4-(3-methoxyphenyl)-2-oxido-1,3,2-dioxaphosphinan-2-yl]methoxy]-6,7-dimethyl-8H-indeno[1,2-d][1,3]thiazole
-
-
4-[[(2S,4S)-4-(4-chlorophenyl)-2-oxido-1,3,2-dioxaphosphinan-2-yl]methoxy]-6,7-dimethyl-8H-indeno[1,2-d][1,3]thiazole
-
-
5,5'-dithiobis(2-nitrobenzoate)
-
up to 90% inhibition at pH 6.5-7.0, slight increase at pH 9.0 when Mg2+ is the metal cofactor. 3fold increase of activity at alkaline pH, less activation at neutral pH when Mn2+ is the metal cofactor
5-(1H-tetrazol-5-yl)-N-(3-(5-p-tolyl-1,3,4-oxadiazol-2-yl)phenyl)pentanamide
-
-
5-(2-hydroxyethyl)-4-methyl-N-[[6-methyl-4-(trifluoromethyl)pyridin-2-yl]carbamoyl]thiophene-2-sulfonamide
5-(2-methoxyethyl)-4-methyl-N-([6-[(methylcarbamoyl)amino]-4-(methylsulfanyl)pyridin-2-yl]carbamoyl)thiophene-2-sulfonamide
5-(2-methoxyethyl)-4-methyl-N-[[4-(trifluoromethyl)pyridin-2-yl]carbamoyl]thiophene-2-sulfonamide
5-(2-methoxyethyl)-4-methyl-N-[[6-methyl-4-(trifluoromethyl)pyridin-2-yl]carbamoyl]thiophene-2-sulfonamide
5-(2-methoxyethyl)-N-([4-methoxy-6-[(methylcarbamoyl)amino]pyridin-2-yl]carbamoyl)-4-methylthiophene-2-sulfonamide
5-isobutyl-4-[2-(5-phosphono)furanyl]thiazole
-
-
6,7-diethoxy-N-[3-(2-methyl-1,3-thiazol-4-yl)phenyl]quinazolin-4-amine
-
-
6,7-dimethyl-4-[[(2R,4S)-2-oxido-4-(pyridin-2-yl)-1,3,2-dioxaphosphinan-2-yl]methoxy]-8H-indeno[1,2-d][1,3]thiazole
-
-
6,7-dimethyl-4-[[(2R,4S)-2-oxido-4-(pyridin-3-yl)-1,3,2-dioxaphosphinan-2-yl]methoxy]-8H-indeno[1,2-d][1,3]thiazole
-
-
6,7-dimethyl-4-[[(2R,4S)-2-oxido-4-(pyridin-4-yl)-1,3,2-dioxaphosphinan-2-yl]methoxy]-8H-indeno[1,2-d][1,3]thiazole
-
-
6,7-dimethyl-4-[[(2R,4S)-4-(2-methylpyridin-3-yl)-2-oxido-1,3,2-dioxaphosphinan-2-yl]methoxy]-8H-indeno[1,2-d][1,3]thiazole
-
-
6,7-dimethyl-4-[[(2R,4S)-4-(6-methylpyridin-3-yl)-2-oxido-1,3,2-dioxaphosphinan-2-yl]methoxy]-8H-indeno[1,2-d][1,3]thiazole
-
-
6-hydroxy-N-(3-(5-p-tolyl-1,3,4-oxadiazol-2-yl)phenyl)hexanamide
-
-
6-oxo-6-(3-(5-p-tolyl-1,3,4-oxadiazol-2-yl)phenylamino)hexanoic acid
-
-
8-hydroxyquinoline
-
-
Acetylimidazole
-
-
aminoimidazole carboxamide ribotide
-
inhibition of fructose-1,6-bisphosphatase by aminoimidazole carboxamide ribotide prevents growth of Salmonella enterica purH mutants on glycerol
ammonium sulfate
-
10 mM, 127% of initial activity, 50 mM, no residual activity
anilinoquinazoline
-
low molecular weight inhibitors of enzyme that are not substrate mimics or AMP analogues
-
citrate
Cys
-
above 10 mM
cysteine
-
-
D-fructose 1,6-bisphosphate
D-Fructose 1-phosphate
-
D-fructose 2,6-bisphosphate
D-fructose 6-phosphate
-
mixed-type. AMP, D-fructose 6-phosphate, D-fructose 1,6-bisphosphate interact in a synergistic way to inhibit the enzyme activity
D-fructose-1-phosphate
-
-
D-fructose-2,6-bisphosphate
D-glucose 6-phosphate
dehydroascorbate
-
deactivates the enzyme activated by reduced thioredoxin f
denatured DNA
-
-
-
diethyl (5-[4-amino-1-[(1R,2R)-bicyclo[2.2.1]hept-2-ylamino]-1H-benzimidazol-2-yl]furan-2-yl)phosphonate
diethyl (5-[4-amino-1-[3-(thiophen-3-ylmethyl)benzyl]-1H-benzimidazol-2-yl]furan-2-yl)phosphonate
diethyl (5-[4-amino-1-[4-(furan-3-ylmethyl)benzyl]-1H-benzimidazol-2-yl]furan-2-yl)phosphonate
diethyl (5-[4-amino-1-[4-(trifluoromethyl)benzyl]-1H-benzimidazol-2-yl]furan-2-yl)phosphonate
diethyl [5-(4-amino-1-benzyl-1H-benzimidazol-2-yl)furan-2-yl]phosphonate
diethyl [5-(4-amino-1-ethyl-1H-benzimidazol-2-yl)furan-2-yl]phosphonate
diethyl [5-(4-amino-1-methyl-1H-benzimidazol-2-yl)furan-2-yl]phosphonate
diethyl [5-(4-amino-1-propyl-1H-benzimidazol-2-yl)furan-2-yl]phosphonate
diethyl [5-[4-amino-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonate
diethyl [5-[4-amino-1-(3-hydroxybenzyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonate
diethyl [5-[4-amino-1-(4-tert-butylbenzyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonate
diethyl [5-[4-amino-1-(biphenyl-4-ylmethyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonate
diethyl [5-[4-amino-1-(cyclobutylmethyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonate
diethyl [5-[4-amino-1-(cycloheptylmethyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonate
diethyl [5-[4-amino-1-(cyclohexylmethyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonate
diethyl [5-[4-amino-1-(cyclopentylmethyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonate
diethyl [5-[4-amino-1-(cyclopropylmethyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonate
diphenyl [5-[2-amino-5-(2-methylpropyl)-1,3-thiazol-4-yl]furan-2-yl]phosphonate
-
non-competitive
diphosphate
-
-
ethyl (2S,6S)-4-[5-[2-amino-5-(2-methylpropyl)-1,3-thiazol-4-yl]furan-2-yl]-2,6-dimethyl-7-oxo-8-oxa-3,5-diaza-4-phosphadecan-1-oate 4-oxide
-
-
ethyl (2S,6S)-4-[[(6,7-dimethyl-8H-indeno[1,2-d][1,3]thiazol-4-yl)oxy]methyl]-2,6-dimethyl-7-oxo-8-oxa-3,5-diaza-4-phosphadecan-1-oate 4-oxide
-
-
ethyl 3,3,3-trifluoro-2-hydroxy-2-(1-methyl-1H-indol-3-yl)propanoate
-
-
ethyl 3-(3,5-dimethyl-1H-pyrrol-2-yl)-4,4,4-trifluoro-3-hydroxybutanoate
-
-
ethyl 4-[5-[2-amino-5-(2-methylpropyl)-1,3-thiazol-4-yl]furan-2-yl]-2,2,6,6-tetramethyl-7-oxo-8-oxa-3,5-diaza-4-phosphadecan-1-oate 4-oxide (non-preferred name)
-
-
ethyl 4-[5-[2-amino-5-(2-methylpropyl)-1,3-thiazol-4-yl]furan-2-yl]-2,6-dimethyl-7-oxo-8-oxa-3,5-diaza-4-phosphadecan-1-oate 4-oxide (non-preferred name)
-
-
ethyl 4-[5-[2-amino-5-(2-methylpropyl)-1,3-thiazol-4-yl]furan-2-yl]-7-oxo-8-oxa-3,5-diaza-4-phosphadecan-1-oate 4-oxide (non-preferred name)
-
-
fructose 1,6-diphosphate
fructose 2,6-bisphosphate
-
global conformational change in porcine FBPase induced by fructose 2,6-bisphosphate in the absence of AMP
fructose 2,6-diphosphate
fructose 6-phosphate
-
product inhibitor
fructose-2,6-bisphosphate
50% inhibition in the presence of 0.2 mM fructose-1,6-bisphosphate
Glutaraldehyde
-
-
Hg2+
-
; 0.1 mM, no residual activity
iodoacetate
-
-
L-alanine, N,N'-[[5-[2-amino-5-(2-methylpropyl)-4-thiazolyl]-2-furanyl] phosphinylidene]bis-, diethyl ester
-
effect of gluconeogenesis inhibition on postprandial hyperglycemia is investigated using the inhibitor CS-917 in meal-loaded diabetic Goto-Kakizaki rats. CS-917 suppresses plasma glucose elevation after meal loading in a dose-dependent manner at doses ranging from 10 to 40 mg/kg. In an overnight-fasted state, CS-917 decreases the plasma glucose levels dose-dependently at doses ranging from 2.5 to 40 mg/kg. Glucose-lowering is associated with an accumulation of hepatic D-fructose 1,6-bisphosphate and a reduction in hepatic D-fructose 6-phosphate. Chronic treatment of CS-917 decreases plasma glucose significantly, and no significant increase in plasma lactate and no profound elevation in plasma triglycerides are observed by both acute and chronic treatment of CS-917 in Goto-Kakizaki rats
MB06322
MgP2O42-
-
-
N'-[(E)-(6-ethyl-4-oxo-4H-chromen-3-yl)methylidene]-3,4-dihydroxybenzohydrazide
-
compound potently inhibits both fructose-1,6-bisphoshate aldolase and fructose-1,6-bisphosphatase with IC50 values below 30 microM
N'-[(E)-(6-tert-butyl-4-oxo-4H-chromen-3-yl)methylidene]-3,4-dihydroxybenzohydrazide
-
compound potently inhibits both fructose-1,6-bisphoshate aldolase and fructose-1,6-bisphosphatase with IC50 values below 30 microM
N,4-diphenylthiazol-2-amine
-
-
N,N'-bis(6,7-diethoxy-2,3-dihydro-1H-cyclopenta[b]quinolin-9-yl)pentane-1,5-diamine
-
uncompetitive
N,N'-bis-(6,7-diethoxy-2,3-dihydro-1H-cyclopenta[b]quinolin-9-yl)butan-1,4-diamine
-
0.03 mM, 20% inhibition
N,N'-bis-(6,7-diethoxy-2,3-dihydro-1H-cyclopenta[b]quinolin-9-yl)hexan-1,6-diamine
-
-
N,N'-bis-(6,7-diethoxy-2,3-dihydro-1H-cyclopenta[b]quinolin-9-yl)pentan-1,5-diamine
-
-
N,N'-bis-(6,7-diethoxy-2,3-dihydro-1H-cyclopenta[b]quinolin-9-yl)propan-1,3-diamine
-
-
N-(5-bromo-1,3-benzoxazol-2-yl)-2,5-dichlorobenzenesulfonamide
-
-
N-(5-chloro-1,3-benzoxazol-2-yl)-1-methyl-1H-imidazole-4-sulfonamide
-
-
N-(5-chloro-1,3-benzoxazol-2-yl)-2-(1H-imidazol-1-yl)benzenesulfonamide
-
-
N-(5-chloro-1,3-benzoxazol-2-yl)-2-cyanobenzenesulfonamide
-
-
N-(5-chloro-1,3-benzoxazol-2-yl)-3-nitrobenzenesulfonamide
-
-
N-(5-chloro-1,3-benzoxazol-2-yl)-4-(3-furyl)benzenesulfonamide
-
-
N-(5-chloro-1,3-benzoxazol-2-yl)-4-(trifluoromethoxy)benzenesulfonamide
-
-
N-(5-chloro-1,3-benzoxazol-2-yl)-4-fluorobenzenesulfonamide
-
-
N-(5-chloro-1,3-benzoxazol-2-yl)-4-methylbenzenesulfonamide
-
-
N-(5-chloro-1,3-benzoxazol-2-yl)anthracene-2-sulfonamide
-
-
N-(5-chloro-1,3-benzoxazol-2-yl)benzenesulfonamide
-
-
N-(5-chloro-1,3-benzoxazol-2-yl)biphenyl-2-sulfonamide
-
-
N-(5-chloro-1,3-benzoxazol-2-yl)biphenyl-3-sulfonamide
-
-
N-(5-chloro-1,3-benzoxazol-2-yl)biphenyl-4-sulfonamide
-
-
N-(5-chloro-1,3-benzoxazol-2-yl)naphthalene-2-sulfamide
-
excellent bioavailability and a good pharmacokinetic profile in rats
N-(5-chloro-1,3-benzoxazol-2-yl)naphthalene-2-sulfonamide
N-(5-chloro-1,3-benzoxazol-2-yl)thiophene-2-sulfonamide
-
-
N-(5-tert-butyl-1,3-benzoxazol-2-yl)-2,5-dichlorobenzenesulfonamide
-
-
N-(6,7-diethoxy-9-[3-(2-methylthiazol-4-yl)phenylamino]-2,3-dihydro-1H-cyclopenta[b]quinolin-1-yl)-acetamide
-
-
N-(6,7-diethoxy-9-[3-(2-methylthiazol-4-yl)phenylamino]-2,3-dihydro-1H-cyclopenta[b]quinolin-2-yl)acetamide
-
-
N-([4-bromo-6-[(2,2,2-trifluoroethyl)amino]pyridin-2-yl]carbamoyl)-5-(2-methoxyethyl)-4-methylthiophene-2-sulfonamide
N-([4-bromo-6-[(methylcarbamoyl)amino]pyridin-2-yl]carbamoyl)-5-(2-methoxyethyl)-4-methylthiophene-2-sulfonamide
N-[(5-bromo-1,3-thiazol-2-yl)carbamoyl]-3-chlorobenzenesulfonamide
N-[(6-amino-4-bromopyridin-2-yl)carbamoyl]-5-(2-methoxyethyl)-4-methylthiophene-2-sulfonamide
N-[(6-amino-4-methoxypyridin-2-yl)carbamoyl]-5-(2-methoxyethyl)-4-methylthiophene-2-sulfonamide
N-[(6-bromo-1H-indazol-4-yl)carbamoyl]-3-chlorobenzenesulfonamide
N-[(6-bromo-1H-indazol-4-yl)carbamoyl]-5-(2-methoxyethyl)-4-methylthiophene-2-sulfonamide
N-[(6-bromo-1H-indol-4-yl)carbamoyl]-3-chlorobenzenesulfonamide
N-[(7-bromoimidazo[1,2-a]pyridin-5-yl)carbamoyl]-5-(2-methoxyethyl)-4-methylthiophene-2-sulfonamide
N-[4-[[(5-chloro-1,3-benzoxazol-2-yl)amino]sulfonyl]phenyl]butanamide
-
-
N-[6-(4-aminophenyl)-5-methoxy-1,3-benzoxazol-2-yl]-2,5-dichlorobenzenesulfonamide
-
non-competitive
N-[7-(3-aminophenyl)-5-methoxy-1,3-benzoxazol-2-yl]-2,5-dichlorobenzenesulfonamide
-
-
N-[7-(4-aminophenyl)-5-methoxy-1,3-benzoxazol-2-yl]-2,5-dichlorobenzenesulfonamide
-
-
N-[7-[3-(aminomethyl)phenyl]-5-methoxy-1,3-benzoxazol-2-yl]-2,5-dichlorobenzenesulfonamide
-
-
N-[[6-amino-4-(methylsulfanyl)pyridin-2-yl]carbamoyl]-5-(2-methoxyethyl)-4-methylthiophene-2-sulfonamide
N-[[6-amino-4-(trifluoromethyl)pyridin-2-yl]carbamoyl]-5-(2-methoxyethyl)-4-methylthiophene-2-sulfonamide
N-[[6-amino-5-fluoro-4-(trifluoromethyl)pyridin-2-yl]carbamoyl]-5-(2-hydroxyethyl)-4-methylthiophene-2-sulfonamide
N-[[6-amino-5-fluoro-4-(trifluoromethyl)pyridin-2-yl]carbamoyl]-5-(2-methoxyethyl)-4-methylthiophene-2-sulfonamide
N4-(3-Bromo-phenyl)-7-chloro-quinazoline-4,6-diamine
-
IC50: 0.0119 mM
NaCl
-
in vivo: The presence of 100 mM NaCl in the growth medium only marginally alters the cytosolic and chloroplastic enzyme activities of salt-tolerant varieties whereas both the activities decline appreciably in salt-sensitive varieties tested. in vitro: comparison of inhibition of chloroplastic enzyme in a salt-sensitive and a salt-tolerant enzyme, protection against inhibition in salt-sensitve rice by mannitol, inositol, pinitol, sorbitol, trehalose, sucrose and proline
NADH
-
20% inhibition of isoenzyme A, 83% inhibition of isoenzyme B
nagarse
-
stimulates 2fold to 3fold at pH 9.0, loss of activity at pH 6.5
-
NEM
-
up to 90% inhibition at pH 6.5-7.0, slight increase at pH 9.0 when Mg2+ is the metal cofactor. 3fold increase of activity at alkaline pH, less activation at neutral pH when Mn2+ is the metal cofactor
oxidized glutathione
-
deactivates the enzyme activated by reduced thioredoxin f
p-hydroxymercuribenzoate
p-mercuribenzoate
-
up to 90% inhibition at pH 6.5-7.0, slight increase at pH 9.0 when Mg2+ is the metal cofactor. 3fold increase of activity at alkaline pH, less activation at neutral pH when Mn2+ is the metal cofactor
papain
-
stimulates 2fold to 3fold at pH 9.0, loss of activity at pH 6.5
-
phosphate
phosphite
-
-
phosphoenolpyruvate
Pronase
-
stimulates 2fold to 3fold at pH 9.0, loss of activity at pH 6.5
-
propan-2-yl 4-[5-[2-amino-5-(2-methylpropyl)-1,3-thiazol-4-yl]furan-2-yl]-9-methyl-7-oxo-3,5,8-trioxa-4-phosphadecan-1-oate 4-oxide
-
-
pseudo-tetrapeptide OC252
-
the inhibition is synergistic with both AMP and fructose 2,6-bisphosphate, noncompetitive with respect to Mg2+ and, uncompetitive with respect to fructose 1,6-bisphosphate
Ribulose 1,5-diphosphate
-
1 mM, 48% inhibition of isoenzyme A, 3% inhibition of isoenzyme B
sedoheptulose 1,7-diphosphate
-
competitive inhibition of activity with fructose 1,6-diphosphate
tert-butyl 4-[5-[2-amino-5-(2-methylpropyl)-1,3-thiazol-4-yl]furan-2-yl]-9,9-dimethyl-7-oxo-3,5,8-trioxa-4-phosphadecan-1-oate 4-oxide
-
-
[(2-amino-4,5-dihydronaphtho[1,2-d][1,3]thiazol-8-yl)(difluoro)methyl]phosphonic acid
-
-
[(2-amino-4,5-dihydronaphtho[1,2-d][1,3]thiazol-8-yl)methyl]phosphonic acid
-
-
[(2R,3S,4R,5R)-5-[4-(aminocarbonyl)-1H-imidazol-1-yl]-3,4-dihydroxytetrahydrofuran-2-yl]methyl dihydrogen phosphate
-
-
[2-[(6-amino-8,9-dihydro-7H-purin-8-yl)amino]ethyl]phosphonate
-
-