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Information on EC 3.2.1.20 - alpha-glucosidase and Organism(s) Saccharomyces cerevisiae and UniProt Accession P53341
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3.2.1.20 alpha-glucosidaseIUBMB Comments
This single entry covers a group of enzymes whose specificity is directed mainly towards the exohydrolysis of (1->4)-alpha-glucosidic linkages, and that hydrolyse oligosaccharides rapidly, relative to polysaccharide, which are hydrolysed relatively slowly, or not at all. The intestinal enzyme also hydrolyses polysaccharides, catalysing the reactions of EC 3.2.1.3 glucan 1,4-alpha-glucosidase and, more slowly, hydrolyses (1->6)-alpha-D-glucose links.
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Word Map
- 3.2.1.20
- lactase
- acarbose
- maltose
- lysosomal
- disaccharidase
-
postprandial
- mellitus
- border
-
brush
- pompe
- glycogen
- starch
- alpha-amylase
- mucosal
- aminopeptidase
- hyperglycemia
-
antidiabetic
- jejunal
- amylase
- beta-glucosidase
- sulfonylurea
- meal
- trehalase
- ileum
- glucoamylase
-
glycemic
- metformin
- villus
- glycosidases
- thiazolidinediones
- alpha-mannosidase
-
hypoglycemic
- biguanides
-
brush-border
- glycogenosis
-
sulphonylureas
- alpha-galactosidase
- maltotriose
-
non-insulin-dependent
-
peptidase-4
- 1-deoxynojirimycin
- n-acetyl-beta-glucosaminidase
-
carbohydrases
-
antihyperglycemic
- castanospermine
-
infantile-onset
- alpha-fucosidase
- cellobiase
- medicine
- repaglinide
-
flatulence
- synthesis
- agriculture
- biotechnology
- nutrition
- diagnostics
The taxonomic range for the selected organisms is: Saccharomyces cerevisiae
The enzyme appears in selected viruses and cellular organisms
The enzyme appears in selected viruses and cellular organisms
Synonyms
alpha-glucosidase, maltase, neutral alpha-glucosidase, alpha-d-glucosidase, alglucosidase alfa, intestinal maltase, intestinal alpha-glucosidase, alpha-1,4-glucosidase, recombinant human gaa, alpha-glucosidase ii, 
more
topSYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
acid maltase
-
-
-
-
AGL
-
-
-
-
alpha-1,4-glucosidase
-
-
-
-
alpha-D-glucosidase
-
-
-
-
alpha-glucopyranosidase
-
-
-
-
alpha-glucosidase
alpha-glucoside hydrolase
glucoinvertase
-
-
-
-
glucosidoinvertase
-
-
-
-
glucosidosucrase
-
-
-
-
maltase
maltase-glucoamylase
-
-
-
-
additional information
-
the enzyme belongs to the alpha-glucosidase family 13
alpha-glucosidase
-
-
-
-
alpha-glucosidase
-
-
alpha-glucoside hydrolase
-
-
-
-
maltase
-
-
-
-
REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
Hydrolysis of terminal, non-reducing (1->4)-linked alpha-D-glucose residues with release of D-glucose
Val216 determines the substrate specificity of the yeast enzyme, active site structure modelling
-
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
PATHWAY SOURCE
PATHWAYS
-
-, -
SYSTEMATIC NAME
IUBMB Comments
alpha-D-glucoside glucohydrolase
This single entry covers a group of enzymes whose specificity is directed mainly towards the exohydrolysis of (1->4)-alpha-glucosidic linkages, and that hydrolyse oligosaccharides rapidly, relative to polysaccharide, which are hydrolysed relatively slowly, or not at all. The intestinal enzyme also hydrolyses polysaccharides, catalysing the reactions of EC 3.2.1.3 glucan 1,4-alpha-glucosidase and, more slowly, hydrolyses (1->6)-alpha-D-glucose links.
CAS REGISTRY NUMBER
COMMENTARY
9001-42-7
-
SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
4-nitrophenyl alpha-D-glucopyranoside + H2O
4-nitrophenol + D-glucose
-
-
-
?
4-nitrophenyl alpha-D-glucopyranoside + H2O
4-nitrophenol + alpha-D-glucopyranose
-
-
-
-
?
4-nitrophenyl alpha-D-glucopyranoside + H2O
4-nitrophenol + D-glucose
-
-
-
-
?
4-nitrophenyl D-glucopyranoside + H2O
4-nitrophenol + alpha-glucopyranose
-
-
-
-
?
isomaltose + H2O
2 alpha-D-glucose
-
hydrolyzed by alpha-maltosidase I, no activity with alpha-glucosidase II and III
-
-
?
maltotriose + H2O
maltose + D-glucose
-
hydrolyzed by alpha-glucosidase II and III, no activity with alpha-glucosidase I
-
-
?
methyl-alpha-glucoside + H2O
methanol + alpha-D-glucose
-
hydrolysis with alpha-glucosidase I, no activity with alpha-glucosidase II and III
-
-
?
nigerose + H2O
2 alpha-D-glucose
-
hydrolyzed by alpha-glucosidase II and III, no activity with alpha-glucosidase I
-
-
?
p-nitrophenyl alpha-D-glucopyranoside
4-nitrophenol + D-glucose
-
assay at pH 6.8, 37°C
-
-
?
p-nitrophenyl alpha-D-glucopyranoside + H2O
4-nitrophenol + D-glucose
-
assay at pH 6.8, 37°C, reaction stopped by adding Na2CO3
-
-
?
p-nitrophenyl alpha-D-glucopyranoside + H2O
? + p-nitrophenol + alpha-D-glucopyranose
-
-
-
-
?
phenyl alpha-maltoside + H2O
alpha-D-glucose + phenyl alpha-D-glucoside
-
hydrolyzed by alpha-glucosidase II and III, no activity with alpha-glucosidase I
-
-
?
sucrose + H2O
D-fructose + alpha-D-glucose
-
hydrolyzed by alpha-glucosidase II and III, no activity with alpha-glucosidase I
-
-
?
turanose + H2O
alpha-D-glucose + D-fructose
-
hydrolyzed by alpha-glucosidase II and III, no activity with alpha-glucosidase I
-
-
?
4-nitrophenyl alpha-D-glucopyranoside + H2O
4-nitrophenol + alpha-D-glucose
-
-
-
-
?
4-nitrophenyl alpha-D-glucopyranoside + H2O
4-nitrophenol + alpha-D-glucose
-
assay at pH 6.8
-
-
?
maltose + H2O
alpha-D-glucose + D-glucose
-
hydrolyzed by alpha-glucosidase II and III, no activity with alpha-glucosidase I
-
-
?
additional information
?
-
enzyme additionally catalyses transglucosylation of vanillyl alcohol, EC 2.4.1. The reaction is very efficient with selectivity factor 149 and occurs by a ping-pong mechanism with inhibition by glucose acceptor. At low concentration of vanillyl alcohol, one additional transglucosylation product, alpha-isomaltoside of vanillyl alcohol, is detected, indicating that vanillyl alcohol glucoside is a product of the first transglucosylation reaction and a substrate for second. The rate of isomaltoside synthesis is two orders of magnitude smaller than glucoside synthesis
-
-
?
additional information
?
-
-
no activity with isomaltose, Val216 decides the enzyme's substrate specificity
-
-
?
additional information
?
-
-
substrate aglycon specificity profiling, overview
-
-
?
additional information
?
-
-
alpha-glucosidases play important roles in the digestion of carbohydrates and biosynthesis of viral envelope glycoproteins
-
-
?
NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
4-nitrophenyl D-glucopyranoside + H2O
4-nitrophenol + alpha-glucopyranose
-
-
-
-
?
additional information
?
-
-
alpha-glucosidases play important roles in the digestion of carbohydrates and biosynthesis of viral envelope glycoproteins
-
-
?
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
Cd2+
-
a low concentration of 0.05 mM Cd2+ is able to activate alpha-glucosidase activity (enhancing it up to 10%)
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
alpha-pyran glucosan
inhibition of alpha-glucosidase by the oligosaccharide from barley (Hordeum vulgare) malt, which is composed of four glucoses with (1->3) linkage, purification and MALDI-TOF-mass spectrometric and NMR structure analysis, overview
-
(1R,5R)-3-methylidene-6,8-bis[(1S)-1-phenylethyl]-6,8-diazabicyclo[3.2.2]nonane-7,9-dione
-
-
(1S,5S)-3-methylidene-6,8-bis[(1S)-1-phenylethyl]-6,8-diazabicyclo[3.2.2]nonane-7,9-dione
-
-
(1S,6S)-7,9-bis[(1S)-1-phenylethyl]-7,9-diazabicyclo[4.2.2]decane-8,10-dione
-
-
(2E)-3-[(3-fluorophenyl)amino]-2-[4-(2-oxo-2H-chromen-3-yl)-1,3-thiazol-2-yl]prop-2-enenitrile
-
75.2% inhibition at 50 microM
(2R,2'R,7R)-2,2'-dioctyl-5'-oxotetrahydro-4H-spiro[1,3-benzodioxole-5,4'-[1,3]dioxolan]-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
-
-
(2R,2'S,7R)-2,2'-dioctyl-5'-oxotetrahydro-4H-spiro[1,3-benzodioxole-5,4'-[1,3]dioxolan]-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
-
-
(2R,7R,8R,9R)-8,9-dihydroxy-2-octyl-4-oxo-1,3-dioxaspiro[4.5]dec-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
-
-
(2S,2'R,7R)-2,2'-dioctyl-5'-oxotetrahydro-4H-spiro[1,3-benzodioxole-5,4'-[1,3]dioxolan]-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
-
-
(2S,2'S,7R)-2,2'-dioctyl-5'-oxotetrahydro-4H-spiro[1,3-benzodioxole-5,4'-[1,3]dioxolan]-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
-
-
(2S,5S)-2-benzyl-3,11-bis[(1S)-1-phenylethyl]-2,3,5,6-tetrahydro-5,2-(epiminomethano)-3-benzazocine-4,12(1H)-dione
-
-
(2S,5S)-2-methyl-3,11-bis[(1S)-1-phenylethyl]-2,3,5,6-tetrahydro-5,2-(epiminomethano)-3-benzazocine-4,12(1H)-dione
-
-
(2S,5S)-3,11-bis[(1S)-1-phenylethyl]-2,3,5,6-tetrahydro-5,2-(epiminomethano)-3-benzazocine-4,12(1H)-dione
-
-
(2S,7R,8R,9R)-8,9-dihydroxy-2-octyl-4-oxo-1,3-dioxaspiro[4.5]dec-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
-
-
(3beta,18alpha,21alpha)-urs-20(30)-ene-3,21-diyl-diacetate
-
diacetate derivative, good alpha-glucosidase inhibitory activity
(5E)-1-(3-chloro-4-methoxyphenyl)-5-([1-[2-(3-methylphenoxy)ethyl]-1H-pyrrol-2-yl]methylidene)pyrimidine-2,4,6(1H,3H,5H)-trione
-
88.7% inhibition at 50 microM
(5E)-1-(4-ethylphenyl)-5-([1-[2-(3-methylphenoxy)ethyl]-1H-pyrrol-2-yl]methylidene)pyrimidine-2,4,6(1H,3H,5H)-trione
-
86.0% inhibition at 50 microM
(6aS,12aR)-5,5-dimethyl-5,6a,7,12a-tetrahydroisochromeno[4,3-b]chromene-3,4,8,10-tetrol
-
-
(7R,8R,9R)-2,2-dihexyl-8,9-dihydroxy-4-oxo-1,3-dioxaspiro[4.5]dec-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
-
-
(7R,8R,9R)-8,9-dihydroxy-4-oxo-2,2-dipentyl-1,3-dioxaspiro[4.5]dec-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
-
-
1,2:3,4-di-O-isopropylidene-6-(4-phenyl-1H-1,2,3-triazole-1-yl)-alpha-D-galactopyranose
-
99.4% inhibition at 0.5 mM
1,2:5,6-di-O-isopropylidene-3-(4-phenyl-1H-1,2,3-triazole-1-yl)-alpha-D-allofuranose
-
73.1% inhibition at 0.5 mM
1,3-dihydroxy-2-nitro-12H-benzo[b]xanthen-12-one
-
highest inhibitory activity
1,7-(9-heptadecanone) 3,4-(9-heptadecanone)-chlorogenic acid diketal
-
-
1,7-(diheptyl ketone) 3,4-(diheptyl ketone)-chlorogenic acid diketal
-
-
1,7-(dihexyl ketone) 3,4-(dihexyl ketone)-chlorogenic acid diketal
-
-
14-deoxy-11,12-didehydro-15-(2-furanmethanylidene)-andrographolide
-
-
14-deoxy-11,12-didehydro-15-p-methoxylbenzylidene andrographolide
-
-
14-deoxy-11,12-didehydro-15-trimethoxylbenzylidene andrographolide
-
-
14-deoxy-11,12-didehydro-3,19-dinicotinate-15-(2,8-dimethanyl-2,7-octanedieneylidene)-andrographolide
-
-
14-deoxy-11,12-didehydro-3,19-dinicotinate-15-(2-furanmethanylidene)-andrographolide
-
-
14-deoxy-11,12-didehydro-3,19-dinicotinate-15-(p-(dimethylamino)benzylidene)-andrographolide
-
-
14-deoxy-11,12-didehydro-3,19-dinicotinate-15-p-methoxybenzylidene andrographolide
-
-
14-deoxy-15-(p-(dimethanylamino)-benzylidene)-11,12-didehydroandrographolide
-
-
15-(benzo[1,3]dioxole-5-methanylidene)-14-deoxy-11,12-didehydroandrographolide
-
-
15-(m-bromoacylbenzylidene)-14-deoxy-11,12-didehydro-3,19-dinicotinateandrographolide
-
-
15-benzylidene-14-deoxy-11,12-didehydro-3,19-dinicotinateandrographolide
-
-
15-m-bromoacylbenzylidene-14-deoxy-11,12-didehydroandrographolide
-
-
15-p-chlorobenzylidene-14-deoxy-11,12-didehydro-3,19-dinicotinateandrographolide
-
strong inhibition
17-epi-methyl-6-hydroxyangolensate
-
intybusoloid, triterpenoid from Cichorium intybus, methanolic extract of seeds
18alpha,19beta-20(30)-taraxasten-3beta,21alpha-diol
-
cichoridiol, triterpenoid from Cichorium intybus, methanolic extract of seeds, good alpha-glucosidase inhibitory activity
2,4,6-tribromophenol
-
purified from the red alga Grateloupia elliptica
2,4-Dibromophenol
-
purified from the red alga Grateloupia elliptica
2,6-anhydro-1-deoxy-1-[(1-oxopentyl-5-hydroxy)amino]-D-glycero-D-ido-heptitol
-
competitive
2,6-anhydro-7-deoxy-7-[(1-phenylethenyl)amino]-D-glycero-L-gulo-heptitol
-
competitive
2,6-anhydro-7-deoxy-7-[(2,2-dimethyl-1-methylidenepropyl)amino]-D-glycero-L-gulo-heptitol
-
-
2,6-anhydro-7-deoxy-7-[(3-hydroxy-1-methylidenepropyl)amino]-D-glycero-L-gulo-heptitol
-
-
2-[10-(2,4-dichloro-6-nitrophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
-
-
2-[10-(2,6-dimethyl-4-nitrophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
-
-
2-[10-(4,5-dichloro-2-nitrophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
-
-
2-[10-(4-chloro-2,6-dimethyl-3-nitrophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
-
-
2-[10-(4-chloro-2,6-dimethylphenoxy)decyl]-1H-isoindole-1,3(2H)-dione
-
-
2-[10-(4-chloro-2-nitrophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
-
-
2-[10-(5-chloro-2-methyl-4-nitrophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
-
-
2-[10-(5-chloro-2-methylphenoxy)decyl]-1H-isoindole-1,3(2H)-dione
-
-
2-[10-[2-nitro-4-(trifluoromethyl)phenoxy]decyl]-1H-isoindole-1,3(2H)-dione
-
-
2-[10-[4-(trifluoromethyl)phenoxy]decyl]-1H-isoindole-1,3(2H)-dione
-
-
2-[10-[4-nitro-3-(trifluoromethyl)phenoxy]decyl]-1H-isoindole-1,3(2H)-dione
-
-
2-[2-(4-chloro-2,6-dimethylphenoxy)ethyl]-1H-isoindole-1,3(2H)-dione
-
-
2-[2-(4-chloro-2-methylphenoxy)ethyl]-1H-isoindole-1,3(2H)-dione
-
-
2-[3-(4-chloro-2,6-dimethylphenoxy)propyl]-1H-isoindole-1,3(2H)-dione
-
-
2-[3-(4-chloro-2-methylphenoxy)propyl]-1H-isoindole-1,3(2H)-dione
-
-
23-hydroxyursolic acid
-
triterpene acid isolated from Lagerstroemia speciosa leaves, moderate inhibitory activity
3-keto,16alpha-hydroxy,24-noroleanolic acid 28-O-alpha-L-arabinopyranosyl-(1-4)-alpha-L-arabinopyranosyl-(1-3)-beta-D-xylopyranosyl-(1-4)-alpha-L-rhamnopyranosyl-(1-2)-beta-D-fucopyranosyl ester
-
-
3-O-beta-D-galactopyranosyl-(1-2)-beta-D-glucuronopyranosyl gypsogenin 28-O-beta-D-xylopyranosyl-(1-4)-alpha-Lrhamnopyranosyl-(1-2)-beta-D-fucopyranoside
-
-
3-O-beta-D-galactopyranosyl-(1-2)-[beta-D-xylopyranosyl-(1-3)]-beta-D-glucuronopyranosyl gypsogenin 28-O-(6-O-acetyl)-beta-D-glucopyranosyl-(1-3)-[beta-D-xylopyranosyl-(1-4)]-alpha-L-rhamnopyranosyl-(1-2)-beta-D-fucopyranoside
-
-
3-O-beta-D-galactopyranosyl-(1-2)-[beta-D-xylopyranosyl-(1-3)]-beta-D-glucuronopyranosyl gypsogenin 28-O-alpha-L-arabinopyranosyl-(1-3)-beta-D-xylopyranosyl-(1-4)-alpha-L-rhamnopyranosyl-(1-2)-beta-D-fucopyranoside
-
-
5,7-dihydroxy-2-phenyl-4H-chromen-4-one
-
from hexane extracts of the Indian herb Oroxylum indicum
5,7-dihydroxy-6-methoxy-2-phenyl-8-(piperidin-1-ylmethyl)-4H-chromen-4-one
-
-
5,7-dihydroxy-6-methoxy-8-(morpholin-4-ylmethyl)-2-phenyl-4H-chromen-4-one
-
-
5,7-dihydroxy-6-methoxy-8-[(4-methylpiperazin-1-yl)methyl]-2-phenyl-4H-chromen-4-one
-
-
5-deoxy-1,2-O-isopropylidene-5-(4-hydroxymethyl-1H-1,2,3-triazole-1-yl)-alpha-D-xylofuranose
-
68.8% inhibition at 0.5 mM
5-deoxy-1,2-O-isopropylidene-5-(4-phenyl-1H-1,2,3-triazole-1-yl)-alpha-D-xylofuranose
-
87.9% inhibition at 0.5 mM
5-deoxy-1,2-O-isopropylidene-5-[4-(1-cyclohexene)-1H-1,2,3-triazole-1-yl]-alpha-D-xylofuranose
-
33.3% inhibition at 0.5 mM
6-Bromo-3,4,5-trihydroxycyclohex-1-ene
-
bromoconduritol, binds covalently
alpha-pyran glucosan
inhibition of alpha-glucosidase by the oligosaccharide from barley (Hordeum vulgare) malt, which is composed of four glucoses with (1->3) linkage, purification and MALDI-TOF-mass spectrometric and NMR structure analysis, overview
-
arjunolic acid
-
triterpene acid isolated from Lagerstroemia speciosa leaves, moderate inhibitory activity
asiatic acid
-
triterpene acid isolated from Lagerstroemia speciosa leaves, moderate inhibitory activity
brevipsidone A
-
isolated from stem bark of Garcinia brevipedicellata, inhibition assay at pH 6.9, 37 °C for 30 min
brevipsidone B
-
isolated from stem bark of Garcinia brevipedicellata, inhibition assay at pH 6.9, 37 °C for 30 min
brevipsidone C
-
isolated from stem bark of Garcinia brevipedicellata, inhibition assay at pH 6.9, 37 °C for 30 min
brevipsidone D
-
isolated from stem bark of Garcinia brevipedicellata, inhibition assay at pH 6.9, 37 °C for 30 min
Cd2+
-
reversible, non-competitive inhibition, complete inactivation at 1.2 mM Cd2+
corosolic acid
-
triterpene acid isolated from Lagerstroemia speciosa leaves, shows best bioactivity
epigallocatechin gallate
-
mixed type, nearly noncompetitive inhibition
ethyl ent-15alpha-benzoyloxymethyl-16beta-hydroxybeyeran-19-oate
-
-
fucoidan
-
fucoidan derived from algal species Ascophyllum nodosum and Fucus vesiculosus. Fucoidan extracted from Ascophyllum nodosum is a more potent inhibitor of alpha-glucosidase. Fucoidan extracted from Fucus vesiculosus does not inhibit a-amylase activity, EC 3.2.1.1, while fucoidan from Ascophyllum nodosum decreases alpha-amylase activity by 7-100% at 5 mg/ml
gypsogenin 28-O-alpha-D-galactopyranosyl-(1-6)-beta-D-glucopyranosyl-(1-6)-[beta-D-glucopyranosyl-(1-3)]-beta-D-glucopyranosyl ester
-
-
hydroxyethyl ent-15alpha-hydroxymethyl-16beta-hydroxybeyeran-19-oate
-
-
i-pentyl ent-15alpha-hydroxymethyl-16beta-hydroxybeyeran-19-oate
-
-
i-propyl ent-15alpha-hydroxymethyl-16beta-hydroxybeyeran-19-oate
-
-
maslinic acid
-
triterpene acid isolated from Lagerstroemia speciosa leaves, moderate inhibitory activity
methyl 5-deoxy-2,3-O-(1-methylethylidene)-5-(4-phenyl-1H-1,2,3-triazol-1-yl)-b-D-ribofuranoside
-
94.4% inhibition at 0.5 mM
methyl 5-deoxy-2,3-O-(1-methylethylidene)-5-(4-phenyl-1H-1,2,3-triazol-1-yl)-beta-D-ribofuranoside
-
-
methyl 5-deoxy-2,3-O-(1-methylethylidene)-5-(4-propyl-1H-1,2,3-triazol-1-yl)-beta-D-ribofuranoside
-
44.9% inhibition at 0.5 mM
methyl 5-deoxy-2,3-O-(1-methylethylidene)-5-[4-(phenoxymethyl)-1H-1,2,3-triazol-1-yl]-beta-D-ribofuranoside
-
98.4% inhibition at 0.5 mM
methyl 5-deoxy-2,3-O-(1-methylethylidene)-5-[4-[(tetrahydro-2H-pyran-2-yloxy)methyl]-1H-1,2,3-triazol-1-yl]-beta-D-ribofuranoside
-
79.5% inhibition at 0.5 mM
methyl 5-deoxy-5-[4-(1-hydroxycyclohexyl)-1H-1,2,3-triazol-1-yl]-2,3-O-(1-methylethylidene)-beta-D-ribofuranoside
-
98.5% inhibition at 0.5 mM
methyl 5-deoxy-5-[4-(2-hydroxy-4-methylpentan-2-yl)-1H-1,2,3-triazol-1-yl]-2,3-O-(1-methylethylidene)-beta-D-ribofuranoside
-
-
methyl 5-deoxy-5-[4-(2-hydroxybutan-2-yl)-1H-1,2,3-triazol-1-yl]-2,3-O-(1-methylethylidene)-beta-D-ribofuranoside
-
41.1% inhibition at 0.5 mM
methyl 5-deoxy-5-[4-(2-hydroxypropan-2-yl)-1H-1,2,3-triazol-1-yl]-2,3-O-(1-methylethylidene)-beta-D-ribofuranoside
-
60.2% inhibition at 0.5 mM
methyl 5-deoxy-5-[4-(ethoxycarbonyl)-1H-1,2,3-triazol-1-yl]-2,3-O-(1-methylethylidene)-beta-D-ribofuranoside
-
98.0% inhibition at 0.5 mM
methyl 5-deoxy-5-[4-(hydroxymethyl)-1H-1,2,3-triazol-1-yl]-2,3-O-(1-methylethylidene)-beta-D-ribofuranoside
-
46.5% inhibition at 0.5 mM
methyl 5-[4-(3-chloropropyl)-1H-1,2,3-triazol-1-yl]-5-deoxy-2,3-O-(1-methylethylidene)-beta-D-ribofuranoside
-
99.5% inhibition at 0.5 mM
methyl 5-[4-(cyclohex-1-en-1-yl)-1H-1,2,3-triazol-1-yl]-5-deoxy-2,3-O-(1-methylethylidene)-b-D-ribofuranoside
-
98.1% inhibition at 0.5 mM
methyl 5-[4-(cyclohex-1-en-1-yl)-1H-1,2,3-triazol-1-yl]-5-deoxy-2,3-O-(1-methylethylidene)-beta-D-ribofuranoside
-
-
methyl 5-[4-[(acetyloxy)methyl]-1H-1,2,3-triazol-1-yl]-5-deoxy-2,3-O-(1-methylethylidene)-beta-D-ribofuranoside
-
-
N-(4-methylphenyl)-6-[(quinolin-8-yloxy)methyl]-1,3,5-triazine-2,4-diamine
-
78.9% inhibition at 50 microM
n-propyl ent-15alpha-hydroxymethyl-16beta-hydroxybeyeran-19-oate
-
-
oleanolic acid
-
triterpene acid isolated from Lagerstroemia speciosa leaves, moderate inhibitory activity
oroxylin A
-
from hexane extracts of the Indian herb Oroxylum indicum
propenyl ent-15alpha-hydroxymethyl-16beta-hydroxybeyeran-19-oate
-
-
quillaic acid 3-O-beta-D-galactopyranosyl-(1-2)-[beta-D-galactopyranosyl-(1-3)]-beta-D-glucuronopyranoside
-
-
segetalic acid 28-O-alpha-L-arabinopyranosyl-(1-4)-alpha-L-arabinopyranosyl-(1-3)-beta-D-xylopyranosyl-(1-4)-alpha-L-rhamnopyranosyl-(1-2)-beta-D-fucopyranosyl ester
-
-
tert-butyl 4-[(5,7-dihydroxy-6-methoxy-4-oxo-2-phenyl-4H-chromen-8-yl)methyl]piperazine-1-carboxylate
-
-
trifluoroethanol
-
the activity of alpha-glucosidase is significantly inactivated by trifluoroethanol in a dose-dependent manner. The inactivation is composed of two-phases. Inhibition follows a parabolic mixed-type reaction. Trifluoroehanol directly induces the unfolding and hydrophobic exposure of alpha-glucosidase. Computational simulations suggest that several residues, such as Asp68, Tyr71, Val108, His111, Phe177, Asp214, Thr215, Glu276, His348, Asp349, and Arg439, interact with trifluoroethanol. The molecular dynamics simulation confirmed the binding mechanisms,and suggest that trifluoroethanol inhibits the glucose binding site
baicalein
-
i.e. 5,6,7-trihydroxy flavone, from hexane extracts of the Indian herb Oroxylum indicum
additional information
-
no inhibition by 2,6-anhydro-7-deoxy-7-([1-(hydroxymethyl)ethenyl]amino)-D-glycero-L-gulo-heptitol, 2,6-anhydro-7-deoxy-7-[(4-hydroxy-1-methylidenebutyl)amino]-D-glycero-L-gulo-heptitol, 2,6-anhydro-7-deoxy-7-[(6-hydroxy-1-methylidenehexyl)amino]-D-glycero-L-gulo-heptitol, and 2,6-anhydro-7-deoxy-7-[(1-methylethenyl)amino]-D-glycero-L-gulo-heptitol, IC50 values, overview
-
additional information
-
NMR structure determination and inhibitory activity of triterpenoid saponin inhibitors isolated from the roots of Gypsophila oldhamiana used in traditional Chinese medicine, overview
-
additional information
-
no inhibition by andrographolide, a cytotoxic agent of the plant Andrographis paniculata, which is extensively used in the traditional Chinese medicine, and no inhibition by derivatives 8,17-epoxyandrographolide, 14-deoxy-12,13-dihydroandrographolide, 14-deoxy-11,12-didehydro-15-(2,8-dimethanyl-2,7-octanedieneylidene)-andrographolide, 14-deoxy-11,12-didehydro-15-p-fluorobenzylidene andrographolide, and 14-deoxy-11,12-didehydro-15-p-chlorobenzylidene andrographolide at 0.1 mM
-
additional information
-
compounds with alpha-glucosidase inhibitory activity are preliminarily screened and purified from ten different seaweeds (two green, four brown, and four red). The alpha-glucosidase inhibitory activity of the MeOH H2O (4:1, v/v) extract of Polyopes lancifolia at 5 mg/ml is highest at 52.2%, followed by Grateloupia elliptica (42.0%), Sargassum thunbergii (24.3%), and Grateloupia. lanceolata (22.0%) in decreasing order
-
additional information
-
inhibitors with in vivo antidiabetic effect, serum glucose levels after single oral administration of various compounds to STZ diabetic rats decrease
-
additional information
-
xanthones and their derivatives exhibit strong inhibitory activities toward alpha-glucosidase
-
additional information
-
synthesis of a series of non-sugar-type alpha-glucosidase inhibitors, bearing a phthalimide moiety connected to a variously substituted phenoxy ring by an alkyl chain, efficacy of the inhibition activity appears to be governed by the chain length of the substrate. Derivatives bearing a chlorine atom along with a strong electron-withdrawing group, such as a nitro group, are the most potent of the series
-
additional information
-
synthesis, biological activity, and molecular modeling studies of 1H-1,2,3-triazole derivatives of carbohydrates as alpha-glucosidases inhibitors. Methyl-2,3-O-isopropylidene-beta-D-ribofuranosides, such as the 4-(1-cyclohexenyl)-1,2,3-triazole derivative, are among the most active compounds, showing up to 25fold higher inhibitory potency than the complex oligosaccharide acarbose. Docking study and homology modeling, transition-state-mimicking mechanism, overview
-
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.31
4-nitrophenyl alpha-D-glucopyranoside
-
pH 7.0, 30°C, recombinant wild-type enzyme
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.27
(1R,5R)-3-methylidene-6,8-bis[(1S)-1-phenylethyl]-6,8-diazabicyclo[3.2.2]nonane-7,9-dione
-
-
0.13
(1R,5R)-3-methylidene-6,8-diazabicyclo[3.2.2]nonane-7,9-dione
-
-
0.019
(1S,5S)-3-methylidene-6,8-bis[(1S)-1-phenylethyl]-6,8-diazabicyclo[3.2.2]nonane-7,9-dione
-
-
0.005
(2S,5S)-2-benzyl-3,11-bis[(1S)-1-phenylethyl]-2,3,5,6-tetrahydro-5,2-(epiminomethano)-3-benzazocine-4,12(1H)-dione
-
-
0.015
(2S,5S)-2-methyl-3,11-bis[(1S)-1-phenylethyl]-2,3,5,6-tetrahydro-5,2-(epiminomethano)-3-benzazocine-4,12(1H)-dione
-
-
0.022
(2S,5S)-3,11-bis[(1S)-1-phenylethyl]-2,3,5,6-tetrahydro-5,2-(epiminomethano)-3-benzazocine-4,12(1H)-dione
-
-
0.1
14-deoxy-11,12-didehydro-15-(2-furanmethanylidene)-andrographolide
-
pH 4.2, 37°C
0.016
14-deoxy-11,12-didehydro-15-p-methoxylbenzylidene andrographolide
-
pH 4.2, 37°C
0.084
14-deoxy-11,12-didehydro-15-trimethoxylbenzylidene andrographolide
-
pH 4.2, 37°C
0.028
14-deoxy-11,12-didehydro-3,19-dinicotinate-15-(2,8-dimethanyl-2,7-octanedieneylidene)-andrographolide
-
pH 4.2, 37°C
0.036
14-deoxy-11,12-didehydro-3,19-dinicotinate-15-(2-furanmethanylidene)-andrographolide
-
pH 4.2, 37°C
0.025
14-deoxy-11,12-didehydro-3,19-dinicotinate-15-(p-(dimethylamino)benzylidene)-andrographolide
-
pH 4.2, 37°C
0.011
14-deoxy-11,12-didehydro-3,19-dinicotinate-15-p-methoxybenzylidene andrographolide
-
pH 4.2, 37°C
0.07
14-deoxy-15-(p-(dimethanylamino)-benzylidene)-11,12-didehydroandrographolide
-
pH 4.2, 37°C
0.082
15-(benzo[1,3]dioxole-5-methanylidene)-14-deoxy-11,12-didehydroandrographolide
-
pH 4.2, 37°C
0.014
15-(m-bromoacylbenzylidene)-14-deoxy-11,12-didehydro-3,19-dinicotinateandrographolide
-
pH 4.2, 37°C
0.016
15-benzylidene-14-deoxy-11,12-didehydro-3,19-dinicotinateandrographolide
-
pH 4.2, 37°C
0.058
15-benzylidene-14-deoxy-11,12-didehydroandrographolide
-
pH 4.2, 37°C
0.006
15-p-chlorobenzylidene-14-deoxy-11,12-didehydro-3,19-dinicotinateandrographolide
-
pH 4.2, 37°C
0.13
2,6-anhydro-1-deoxy-1-[(1-oxopentyl-5-hydroxy)amino]-D-glycero-D-ido-heptitol
-
-
0.5
2,6-anhydro-7-deoxy-7-[(1-phenylethenyl)amino]-D-glycero-L-gulo-heptitol
-
-
0.72
trifluoroethanol
-
pH not specified in the publication, temperature not specified in the publication
additional information
(1S,6S)-7,9-bis[(1S)-1-phenylethyl]-7,9-diazabicyclo[4.2.2]decane-8,10-dione
-
value above 0.2 mM
IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.0003
(2R,2'R,7R)-2,2'-dioctyl-5'-oxotetrahydro-4H-spiro[1,3-benzodioxole-5,4'-[1,3]dioxolan]-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
Saccharomyces cerevisiae
-
-
0.001
(2R,2'S,7R)-2,2'-dioctyl-5'-oxotetrahydro-4H-spiro[1,3-benzodioxole-5,4'-[1,3]dioxolan]-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
Saccharomyces cerevisiae
-
-
0.0036
(2R,7R,8R,9R)-8,9-dihydroxy-2-octyl-4-oxo-1,3-dioxaspiro[4.5]dec-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
Saccharomyces cerevisiae
-
-
0.0003
(2S,2'R,7R)-2,2'-dioctyl-5'-oxotetrahydro-4H-spiro[1,3-benzodioxole-5,4'-[1,3]dioxolan]-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
Saccharomyces cerevisiae
-
-
0.0008
(2S,2'S,7R)-2,2'-dioctyl-5'-oxotetrahydro-4H-spiro[1,3-benzodioxole-5,4'-[1,3]dioxolan]-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
Saccharomyces cerevisiae
-
-
0.0033
(2S,7R,8R,9R)-8,9-dihydroxy-2-octyl-4-oxo-1,3-dioxaspiro[4.5]dec-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
Saccharomyces cerevisiae
-
-
0.0185
(6aS,12aR)-5,5-dimethyl-5,6a,7,12a-tetrahydroisochromeno[4,3-b]chromene-3,4,8,10-tetrol
Saccharomyces cerevisiae
-
-
0.0034
(7R,8R,9R)-2,2-dihexyl-8,9-dihydroxy-4-oxo-1,3-dioxaspiro[4.5]dec-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
Saccharomyces cerevisiae
-
-
0.0036
(7R,8R,9R)-8,9-dihydroxy-4-oxo-2,2-dipentyl-1,3-dioxaspiro[4.5]dec-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
Saccharomyces cerevisiae
-
-
0.0059
1,3-dihydroxy-2-nitro-12H-benzo[b]xanthen-12-one
Saccharomyces cerevisiae
-
highest inhibitory activity
0.2352
1,3-dihydroxy-4-nitro-9H-xanthen-9-one
Saccharomyces cerevisiae
-
lowest inhibitory activity
0.0265
1,7-(3-pentanone) 3,4-(3-pentanone)-chlorogenic acid diketal
Saccharomyces cerevisiae
-
-
0.0033
1,7-(4-heptanone) 3,4-(4-heptanone)-chlorogenic acid diketal
Saccharomyces cerevisiae
-
-
0.0003
1,7-(5-nonanone) 3,4-(5-nonanone)-chlorogenic acid diketal
Saccharomyces cerevisiae
-
-
0.0008
1,7-(6-undecanone) 3,4-(6-undecanone)-chlorogenic acid diketal
Saccharomyces cerevisiae
-
-
0.0005
1,7-(9-heptadecanone) 3,4-(9-heptadecanone)-chlorogenic acid diketal
Saccharomyces cerevisiae
-
-
0.0004
1,7-(diheptyl ketone) 3,4-(diheptyl ketone)-chlorogenic acid diketal
Saccharomyces cerevisiae
-
-
0.0005
1,7-(dihexyl ketone) 3,4-(dihexyl ketone)-chlorogenic acid diketal
Saccharomyces cerevisiae
-
-
0.0025
2-(10-phenoxydecyl)-1H-isoindole-1,3(2H)-dione
Saccharomyces cerevisiae
-
pH and temperature not specified in the publication
0.296
2-(2-phenoxyethyl)-1H-isoindole-1,3(2H)-dione
Saccharomyces cerevisiae
-
pH and temperature not specified in the publication
0.24
2-(3-phenoxypropyl)-1H-isoindole-1,3(2H)-dione
Saccharomyces cerevisiae
-
pH and temperature not specified in the publication
0.033
2-(4-phenoxybutyl)-1H-isoindole-1,3(2H)-dione
Saccharomyces cerevisiae
-
pH and temperature not specified in the publication
0.0202
2-(5-phenoxypentyl)-1H-isoindole-1,3(2H)-dione
Saccharomyces cerevisiae
-
pH and temperature not specified in the publication
0.0103
2-(6-phenoxyhexyl)-1H-isoindole-1,3(2H)-dione
Saccharomyces cerevisiae
-
pH and temperature not specified in the publication
0.0065
2-(8-phenoxyoctyl)-1H-isoindole-1,3(2H)-dione
Saccharomyces cerevisiae
-
pH and temperature not specified in the publication
0.00304
2-(9-phenoxynonyl)-1H-isoindole-1,3(2H)-dione
Saccharomyces cerevisiae
-
pH and temperature not specified in the publication
0.00075
2-[10-(2,4-dichloro-6-nitrophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
Saccharomyces cerevisiae
-
pH and temperature not specified in the publication
0.00119
2-[10-(2,4-dichlorophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
Saccharomyces cerevisiae
-
pH and temperature not specified in the publication
0.00097
2-[10-(2,4-dinitrophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
Saccharomyces cerevisiae
-
pH and temperature not specified in the publication
0.00132
2-[10-(2,6-dimethyl-4-nitrophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
Saccharomyces cerevisiae
-
pH and temperature not specified in the publication
0.00325
2-[10-(2,6-dimethylphenoxy)decyl]-1H-isoindole-1,3(2H)-dione
Saccharomyces cerevisiae
-
pH and temperature not specified in the publication
0.00178
2-[10-(2-nitrophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
Saccharomyces cerevisiae
-
pH and temperature not specified in the publication
0.001
2-[10-(3,4-dichlorophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
Saccharomyces cerevisiae
-
pH and temperature not specified in the publication
0.00109
2-[10-(3-chlorophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
Saccharomyces cerevisiae
-
pH and temperature not specified in the publication
0.001075
2-[10-(3-nitrophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
Saccharomyces cerevisiae
-
pH and temperature not specified in the publication
0.00052
2-[10-(4,5-dichloro-2-nitrophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
Saccharomyces cerevisiae
-
pH and temperature not specified in the publication
0.0036
2-[10-(4-chloro-2,6-dimethyl-3-nitrophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
Saccharomyces cerevisiae
-
pH and temperature not specified in the publication
0.00134
2-[10-(4-chloro-2,6-dimethylphenoxy)decyl]-1H-isoindole-1,3(2H)-dione
Saccharomyces cerevisiae
-
pH and temperature not specified in the publication
0.00048
2-[10-(4-chloro-2-nitrophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
Saccharomyces cerevisiae
-
pH and temperature not specified in the publication
0.0012
2-[10-(4-chlorophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
Saccharomyces cerevisiae
-
pH and temperature not specified in the publication
0.0021
2-[10-(4-methylphenoxy)decyl]-1H-isoindole-1,3(2H)-dione
Saccharomyces cerevisiae
-
pH and temperature not specified in the publication
0.00086
2-[10-(4-nitrophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
Saccharomyces cerevisiae
-
pH and temperature not specified in the publication
0.00065
2-[10-(5-chloro-2-methyl-4-nitrophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
Saccharomyces cerevisiae
-
pH and temperature not specified in the publication
0.00091
2-[10-(5-chloro-2-methylphenoxy)decyl]-1H-isoindole-1,3(2H)-dione
Saccharomyces cerevisiae
-
pH and temperature not specified in the publication
0.00131
2-[10-[2-nitro-4-(trifluoromethyl)phenoxy]decyl]-1H-isoindole-1,3(2H)-dione
Saccharomyces cerevisiae
-
pH and temperature not specified in the publication
0.00083
2-[10-[4-(trifluoromethyl)phenoxy]decyl]-1H-isoindole-1,3(2H)-dione
Saccharomyces cerevisiae
-
pH and temperature not specified in the publication
0.00083
2-[10-[4-nitro-3-(trifluoromethyl)phenoxy]decyl]-1H-isoindole-1,3(2H)-dione
Saccharomyces cerevisiae
-
pH and temperature not specified in the publication
0.013
2-[2-(4-chloro-2,6-dimethylphenoxy)ethyl]-1H-isoindole-1,3(2H)-dione
Saccharomyces cerevisiae
-
pH and temperature not specified in the publication
0.0148
2-[2-(4-chloro-2-methylphenoxy)ethyl]-1H-isoindole-1,3(2H)-dione
Saccharomyces cerevisiae
-
pH and temperature not specified in the publication
0.094
2-[2-(4-chlorophenoxy)ethyl]-1H-isoindole-1,3(2H)-dione
Saccharomyces cerevisiae
-
pH and temperature not specified in the publication
0.015
2-[3-(2,3-dichlorophenoxy)propyl]-1H-isoindole-1,3(2H)-dione
Saccharomyces cerevisiae
-
pH and temperature not specified in the publication
0.0076
2-[3-(3,4-dichlorophenoxy)propyl]-1H-isoindole-1,3(2H)-dione
Saccharomyces cerevisiae
-
pH and temperature not specified in the publication
0.0095
2-[3-(4-chloro-2,6-dimethylphenoxy)propyl]-1H-isoindole-1,3(2H)-dione
Saccharomyces cerevisiae
-
pH and temperature not specified in the publication
0.0089
2-[3-(4-chloro-2-methylphenoxy)propyl]-1H-isoindole-1,3(2H)-dione
Saccharomyces cerevisiae
-
pH and temperature not specified in the publication
0.059
2-[3-(4-chlorophenoxy)propyl]-1H-isoindole-1,3(2H)-dione
Saccharomyces cerevisiae
-
pH and temperature not specified in the publication
0.167
5,7-dihydroxy-6-methoxy-2-phenyl-8-(piperidin-1-ylmethyl)-4H-chromen-4-one
Saccharomyces cerevisiae
-
-
0.15
5,7-dihydroxy-6-methoxy-8-(morpholin-4-ylmethyl)-2-phenyl-4H-chromen-4-one
Saccharomyces cerevisiae
-
-
0.099
5,7-dihydroxy-6-methoxy-8-[(4-methylpiperazin-1-yl)methyl]-2-phenyl-4H-chromen-4-one
Saccharomyces cerevisiae
-
-
0.0673
6-hydroxy-2,3-dihydro-1H,7H-benzo[b]pyrano[3,2-h]xanthen-7-one
Saccharomyces cerevisiae
-
-
0.1486
ent-15alpha-hydroxymethyl-16beta-hydroxybeyeran-19-oic acid
Saccharomyces cerevisiae
-
-
0.1325
ethyl ent-15alpha-acetoxymethyl-16beta-hydroxybeyeran-19-oate
Saccharomyces cerevisiae
-
-
0.1124
ethyl ent-15alpha-benzoyloxymethyl-16beta-hydroxybeyeran-19-oate
Saccharomyces cerevisiae
-
-
0.0862
ethyl ent-15alpha-hydroxymethyl-16beta-hydroxybeyeran-19-oate
Saccharomyces cerevisiae
-
-
0.1025
i-butyl ent-15alpha-hydroxymethyl-16beta-hydroxybeyeran-19-oate
Saccharomyces cerevisiae
-
-
0.1156
i-pentyl ent-15alpha-hydroxymethyl-16beta-hydroxybeyeran-19-oate
Saccharomyces cerevisiae
-
-
0.0972
i-propyl ent-15alpha-hydroxymethyl-16beta-hydroxybeyeran-19-oate
Saccharomyces cerevisiae
-
-
0.0149
methyl 5-deoxy-2,3-O-(1-methylethylidene)-5-(4-phenyl-1H-1,2,3-triazol-1-yl)-beta-D-ribofuranoside
Saccharomyces cerevisiae
-
pH and temperature not specified in the publication
0.0057
methyl 5-deoxy-2,3-O-(1-methylethylidene)-5-[4-(phenoxymethyl)-1H-1,2,3-triazol-1-yl]-beta-D-ribofuranoside
Saccharomyces cerevisiae
-
pH and temperature not specified in the publication
0.0247
methyl 5-deoxy-2,3-O-(1-methylethylidene)-5-[4-[(tetrahydro-2H-pyran-2-yloxy)methyl]-1H-1,2,3-triazol-1-yl]-beta-D-ribofuranoside
Saccharomyces cerevisiae
-
pH and temperature not specified in the publication
0.0052
methyl 5-deoxy-5-[4-(1-hydroxycyclohexyl)-1H-1,2,3-triazol-1-yl]-2,3-O-(1-methylethylidene)-beta-D-ribofuranoside
Saccharomyces cerevisiae
-
pH and temperature not specified in the publication
0.0151
methyl 5-deoxy-5-[4-(ethoxycarbonyl)-1H-1,2,3-triazol-1-yl]-2,3-O-(1-methylethylidene)-beta-D-ribofuranoside
Saccharomyces cerevisiae
-
pH and temperature not specified in the publication
0.0038
methyl 5-[4-(cyclohex-1-en-1-yl)-1H-1,2,3-triazol-1-yl]-5-deoxy-2,3-O-(1-methylethylidene)-beta-D-ribofuranoside
Saccharomyces cerevisiae
-
pH and temperature not specified in the publication
0.0965
methyl ent-15alpha-hydroxymethyl-16beta-hydroxybeyeran-19-oate
Saccharomyces cerevisiae
-
-
0.0872
n-butyl ent-15alpha-hydroxymethyl-16beta-hydroxybeyeran-19-oate
Saccharomyces cerevisiae
-
-
0.0854
n-propyl ent-15alpha-hydroxymethyl-16beta-hydroxybeyeran-19-oate
Saccharomyces cerevisiae
-
-
0.1432
propenyl ent-15alpha-hydroxymethyl-16beta-hydroxybeyeran-19-oate
Saccharomyces cerevisiae
-
-
0.1135
t-butyl ent-15alpha-hydroxymethyl-16beta-hydroxybeyeran-19-oate
Saccharomyces cerevisiae
-
-
0.08 - 4
tert-butyl 4-[(5,7-dihydroxy-6-methoxy-4-oxo-2-phenyl-4H-chromen-8-yl)methyl]piperazine-1-carboxylate
Saccharomyces cerevisiae
-
-
additional information
benzyl ent-15alpha-hydroxymethyl-16beta-hydroxybeyeran-19-oate
Saccharomyces cerevisiae
-
value above 0.2 mM
additional information
ent-16-aminobeyeran-19-oic acid
Saccharomyces cerevisiae
-
value above 0.2 mM
additional information
ent-16-oxobeyeran-19-oic acid
Saccharomyces cerevisiae
-
value above 0.2 mM
additional information
ethyl ent-15-methylene-16-oxobeyeran-19-oate
Saccharomyces cerevisiae
-
value above 0.2 mM
additional information
ethyl ent-15alpha-acetoxymethyl-16-oxobeyeran-19-oate
Saccharomyces cerevisiae
-
value above 0.2 mM
additional information
ethyl ent-15alpha-benzoyloxymethyl-16-oxobeyeran-19-oate
Saccharomyces cerevisiae
-
value above 0.2 mM
additional information
ethyl ent-16-oxobeyeran-19-oate
Saccharomyces cerevisiae
-
value above 0.2 mM
additional information
ethyl ent-16beta-acryloxybeyeran-19-oate
Saccharomyces cerevisiae
-
value above 0.2 mM
additional information
fucoidan
Saccharomyces cerevisiae
-
Fucoidan extracted from Ascophyllum nodosum, IC50 ranging from 0.013 to 0.047 mg/ml, fucoidan extracted from Fucus vesiculosus, IC50 0.049 mg/ml, pH 6.8, 37°C
additional information
hydroxyethyl ent-15alpha-hydroxymethyl-16beta-hydroxybeyeran-19-oate
Saccharomyces cerevisiae
-
value above 0.2 mM
additional information
additional information
Saccharomyces cerevisiae
-
IC50: 3.53 microg/ml for corosolic acid, 88.72 microg/ml for ethyl acetate extract, 6.29 microg/ml for oleanolic acid, 18.63 microg/ml for arjunolic acid, 30.03 microg/ml for asiatic acid, 5.52 microg/ml for maslinic acid, 8.14 microg/ml for 23-hydroxyursolic acid
-
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
132
-
purified recombinant wild-type enzyme, substrate 4-nitrophenyl alpha-D-glucoside
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SUBUNIT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
PROTEIN VARIANTS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
additional information
-
construction of chimeric maltase/isomaltase mutant enzymes, mutants D215A, V216T, G217A, and S218G of isomaltase are constructed mimicking the maltase sequence, isomaltase mutant V216T shows the same substrate specificity for maltose and isomaltose, while the wild-type isomaltase is not active with maltose and the wild-type maltase is not active with isomaltose, overview
GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
enzyme denaturation, inactivated in a dose-dependent manner, after 2 h of incubation at 25°C with 2000 mM urea only 90% relative enzyme activity, after 2 h of incubation at 25°C with 5000 mM urea enzyme inactive
-
PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
recombinant enzyme from Escherichia coli by ion exchange and hydroxyapatite chromatography
-
CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
cloning of the maltase gene from strain 727-14C, cloning from a cDNA library and amino acid sequence determination, expression of wild-type enzyme in Escherichia coli strain KP3998, expression of chimeric maltase/isomaltase mutant enzymes in Escherichia coli strain KP3998
-
APPLICATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
medicine
medicine
-
inhibitors of alpha-glucosidase are promising candidates for the development of antitype II diabetics and anti-AIDS drugs
medicine
-
one therapeutic approach for decreasing postprandial hyperglycemia is to retard absorption of glucose by inhibition of alpha-glucosidase. Bromophenols of Grateloupia elliptica have potential as natural nutraceuticals to prevent diabetes mellitus because of their high alpha-glucosidase inhibitory activity
medicine
-
target for therapy of type 2 diabetes, antitumor activites, antiviral activites
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Brizova, K.; Kralova, B.; Demnerova, K.
Isolation and characterization of alpha-glucosidase from Aspergillus niger
J. Chromatogr.
593
125-131
1992
Aspergillus niger, Saccharomyces cerevisiae, Wickerhamomyces anomalus, Penicillium brevicompactum, Penicillium citrinum, Schizosaccharomyces pombe
Matsusaka, K.; Chiba, S.; Shimomura, T.
Purification and substrate specificity of brewer's yeast alpha-glucosidase
Agric. Biol. Chem.
41
1917-1923
1977
Saccharomyces cerevisiae
-
Hakamata, W.; Muroi, M.; Kadokura, K.; Nishio, T.; Oku, T.; Kimura, A.; Chiba, S.; Takatsuki, A.
Aglycon specificity profiling of alpha-glucosidases using synthetic probes
Bioorg. Med. Chem. Lett.
15
1489-1492
2005
Apis mellifera, Aspergillus niger, Geobacillus stearothermophilus, Beta vulgaris, Saccharomyces cerevisiae, Oryza sativa, Rattus norvegicus, Zea mays subsp. mays
Yamamoto, K.; Nakayama, A.; Yamamoto, Y.; Tabata, S.
Val216 decides the substrate specificity of alpha-glucosidase in Saccharomyces cerevisiae
Eur. J. Biochem.
271
3414-3420
2004
Saccharomyces cerevisiae
Xu, H.W.; Dai, G.F.; Liu, G.Z.; Wang, J.F.; Liu, H.M.
Synthesis of andrographolide derivatives: a new family of alpha-glucosidase inhibitors
Bioorg. Med. Chem.
15
4247-4255
2007
Saccharomyces cerevisiae
Luo, J.G.; Ma, L.; Kong, L.Y.
New triterpenoid saponins with strong alpha-glucosidase inhibitory activity from the roots of Gypsophila oldhamiana
Bioorg. Med. Chem.
16
2912-2920
2008
Saccharomyces cerevisiae
Hari Babu, T.; Rama Subba Rao, V.; Tiwari, A.K.; Suresh Babu, K.; Srinivas, P.V.; Ali, A.Z.; Madhusudana Rao, J.
Synthesis and biological evaluation of novel 8-aminomethylated oroxylin A analogues as alpha-glucosidase inhibitors
Bioorg. Med. Chem. Lett.
18
1659-1662
2008
Saccharomyces cerevisiae, Rattus norvegicus
Tadera, K.; Minami, Y.; Takamatsu, K.; Matsuoka, T.
Inhibition of alpha-glucosidase and alpha-amylase by flavonoids
J. Nutr. Sci. Vitaminol.
52
149-153
2006
Saccharomyces cerevisiae, Rattus norvegicus
Liu, Y.; Ke, Z.; Cui, J.; Chen, W.H.; Ma, L.; Wang, B.
Synthesis, inhibitory activities, and QSAR study of xanthone derivatives as alpha-glucosidase inhibitors
Bioorg. Med. Chem.
16
7185-7192
2008
Saccharomyces cerevisiae
Park, H.; Hwang, K.Y.; Kim, Y.H.; Oh, K.H.; Lee, J.Y.; Kim, K.
Discovery and biological evaluation of novel alpha-glucosidase inhibitors with in vivo antidiabetic effect
Bioorg. Med. Chem. Lett.
18
3711-3715
2008
Saccharomyces cerevisiae
Ngoupayo, J.; Tabopda, T.K.; Ali, M.S.; Tsamo, E.
alpha-Glucosidase inhibitors from Garcinia brevipedicellata (Clusiaceae)
Chem. Pharm. Bull.
56
1466-1469
2008
Saccharomyces cerevisiae
Ma, C.M.; Hattori, M.; Daneshtalab, M.; Wang, L.
Chlorogenic acid derivatives with alkyl chains of different lengths and orientations: potent alpha-glucosidase inhibitors
J. Med. Chem.
51
6188-6194
2008
Geobacillus stearothermophilus, Saccharomyces cerevisiae
Atta-ur-Rahman, F.A.; Zareen, S.; Choudhary, M.I.; Akhtar, M.N.; Khan, S.N.
alpha-Glucosidase inhibitory activity of triterpenoids from Cichorium intybus
J. Nat. Prod.
71
910-913
2008
Saccharomyces cerevisiae
Kim, K.Y.; Nam, K.A.; Kurihara, H.; Kim, S.M.
Potent alpha-glucosidase inhibitors purified from the red alga Grateloupia elliptica
Phytochemistry
69
2820-2825
2008
Geobacillus stearothermophilus, Saccharomyces cerevisiae, Rattus norvegicus
Hou, W.; Li, Y.; Zhang, Q.; Wei, X.; Peng, A.; Chen, L.; Wei, Y.
Triterpene acids isolated from Lagerstroemia speciosa leaves as alpha-glucosidase inhibitors
Phytother. Res.
23
614-618
2008
Saccharomyces cerevisiae
Wu, X.Q.; Wang, J.; Lue, Z.R.; Tang, H.M.; Park, D.; Oh, S.H.; Bhak, J.; Shi, L.; Park, Y.D.; Zou, F.
Alpha-glucosidase folding during urea denaturation: enzyme kinetics and computational prediction
Appl. Biochem. Biotechnol.
160
1341-1355
2010
Saccharomyces cerevisiae
Wu, Y.; Yang, J.H.; Dai, G.F.; Liu, C.J.; Tian, G.Q.; Ma, W.Y.; Tao, J.C.
Stereoselective synthesis of bioactive isosteviol derivatives as alpha-glucosidase inhibitors
Bioorg. Med. Chem.
17
1464-1473
2009
Saccharomyces cerevisiae
Arcelli, A.; Balducci, D.; Porzi, G.; Sandri, M.
Chiral piperazine-2,5-dione derivatives as effective alpha-glucosidase inhibitors. Part 4
Chem. Biodivers.
7
225-228
2010
Saccharomyces cerevisiae
Hakamata, W.; Kurihara, M.; Okuda, H.; Nishio, T.; Oku, T.
Design and screening strategies for alpha-glucosidase inhibitors based on enzymological information
Curr. Top. Med. Chem.
9
3-12
2009
Apis mellifera, Aspergillus niger, Geobacillus stearothermophilus, Beta vulgaris, Saccharomyces cerevisiae, Oryza sativa, Zea mays, Saccharolobus solfataricus (P0CD66)
Li, Y.Q.; Zhou, F.C.; Gao, F.; Bian, J.S.; Shan, F.
Comparative evaluation of quercetin, isoquercetin and rutin as inhibitors of alpha-glucosidase
J. Agric. Food Chem.
57
11463-11468
2009
Saccharomyces cerevisiae
Wu, X.Q.; Xu, H.; Yue, H.; Liu, K.Q.; Wang, X.Y.
Inhibition kinetics and the aggregation of alpha-glucosidase by different denaturants
Protein J.
28
448-456
2009
Saccharomyces cerevisiae
Pascale, R.; Carocci, A.; Catalano, A.; Lentini, G.; Spagnoletta, A.; Cavalluzzi, M.M.; De Santis, F.; De Palma, A.; Scalera, V.; Franchini, C.
New N-(phenoxydecyl)phthalimide derivatives displaying potent inhibition activity towards alpha-glucosidase
Bioorg. Med. Chem.
18
5903-5914
2010
Saccharomyces cerevisiae
Ferreira, S.B.; Sodero, A.C.; Cardoso, M.F.; Lima, E.S.; Kaiser, C.R.; Silva, F.P.; Ferreira, V.F.
Synthesis, biological activity, and molecular modeling studies of 1H-1,2,3-triazole derivatives of carbohydrates as alpha-glucosidases inhibitors
J. Med. Chem.
53
2364-2375
2010
Saccharomyces cerevisiae
Dimitrijevic, A.; Velickovic, D.; Milosavic, N.; Bezbradica, D.
Specificity of maltase to maltose in three different directions of reaction: hydrolytic, vanillyl alcohol glucoside and vanillyl alcohol isomaltoside synthesis
Biotechnol. Prog.
28
1450-1456
2012
Saccharomyces cerevisiae (P53341)
Kim, K.T.; Rioux, L.E.; Turgeon, S.L.
Alpha-amylase and alpha-glucosidase inhibition is differentially modulated by fucoidan obtained from Fucus vesiculosus and Ascophyllum nodosum
Phytochemistry
98
27-33
2014
Saccharomyces cerevisiae
Zeng, Y.; L, Z.; Yan, L.; Oh, S.; Yang, J.; Lee, J.; Ye, Z.
Towards alpha-glucosidase folding induced by trifluoroethanol: Kinetics and computational prediction
Process Biochem.
47
2284-2290
2012
Saccharomyces cerevisiae
-
Yang, H.; Chan, A.L.; LaVallo, V.; Cheng, Q.
Quantitation of alpha-glucosidase activity using fluorinated carbohydrate array and MALDI-TOF-MS
ACS Appl. Mater. Interfaces
8
2872-2878
2016
Saccharomyces cerevisiae
Sun, H.; Song, W.; Zhang, L.; Yang, X.; Zhu, Z.; Ma, R.; Wang, D.
Structural characterization and inhibition on alpha-glucosidase of a novel oligosaccharide from barley malt
J. Cereal Sci.
82
82-93
2018
Saccharomyces cerevisiae (P38158), Saccharomyces cerevisiae (P53341), Saccharomyces cerevisiae ATCC 204508 (P38158), Saccharomyces cerevisiae ATCC 204508 (P53341)
-
EXTERNAL LINKS (specific for EC-Number 3.2.1.20)
Transporter Classification Database (TCDB): 8.A.9.2.3
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