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3.2.1.114: mannosyl-oligosaccharide 1,3-1,6-alpha-mannosidase

This is an abbreviated version!
For detailed information about mannosyl-oligosaccharide 1,3-1,6-alpha-mannosidase, go to the full flat file.

Word Map on EC 3.2.1.114

Reaction

Man5GlcNAc3-[protein]
+ 2 H2O =
Man3GlcNAc3-[protein]
 + 2 alpha-D-mannopyranose

Synonyms

1,3(1,6)-alpha-D-mannosidase, 1,6-alpha-D-mannosidase, Afams1, alpha-1,3 mannosidase, alpha-1,3-mannosidase, alpha-D-mannosidase II, alpha-mannosidase, alpha-mannosidase II, alpha-mannosidase III, alpha-mannosidase IIx, alpha-MII, alpha1-3,6-mannosidase, Bt3991, class II alpha-D-mannosidase, class II alpha-mannosidase, class IIC alpha-mannosidase, dGMII, Drosophila GMII, exo-1,3-1,6-alpha-mannosidase, GH38 alpha-mannosidase II, GH38 enzyme, GH38 Golgi alpha-mannosidase II, GlcNAc transferase I-dependent alpha1,3[alpha1,6]mannosidase, glycoside hydrolase, GmII, Golgi alpha-mannosidase II, Golgi mannosidase IIx, human type II alpha-mannosidase, jack bean alpha-mannosidase, Man II, MAN IIx, MAN2A1, ManII, ManIII, mannose-trimming enzyme, mannosidase II, mannosidase, exo-1,3-1,6-alpha-, mannosyl-oligosaccharide 1,3-1,6-alpha-mannosidase, mannosyl-oligosaccharide 1,3-1,6-alpha-mannosidase II, MII, More, NAM, neutral alpha-mannosidase, SpGH38, TM1851

ECTree

     3 Hydrolases
         3.2 Glycosylases
             3.2.1 Glycosidases, i.e. enzymes that hydrolyse O- and S-glycosyl compounds
                3.2.1.114 mannosyl-oligosaccharide 1,3-1,6-alpha-mannosidase

KI Value

KI Value on EC 3.2.1.114 - mannosyl-oligosaccharide 1,3-1,6-alpha-mannosidase

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Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.00322
(1R,2R,3R,4R,5S)-1-(methylthio)-2,3,4-trihydroxy-5-(N-(p-allyl ester benzyl)amino)cyclopentane
-
reaction volume containing 4-methylumbelliferyl alpha-D-mannopyranoside, sodium acetate pH 5.6 and ZnCl at 37°C
0.00051
(1R,2R,3R,4R,5S)-1-(methylthio)-2,3,4-trihydroxy-5-(N-(p-bromo-benzyl)amino)cyclopentane
-
reaction volume containing 4-methylumbelliferyl alpha-D-mannopyranoside, sodium acetate pH 5.6 and ZnCl at 37°C
0.00091
(1R,2R,3R,4R,5S)-1-(methylthio)-2,3,4-trihydroxy-5-(N-(p-chloro-benzyl)amino)cyclopentane
-
reaction volume containing 4-methylumbelliferyl alpha-D-mannopyranoside, sodium acetate pH 5.6 and ZnCl at 37°C
0.00053
(1R,2R,3R,4R,5S)-1-(methylthio)-2,3,4-trihydroxy-5-(N-(p-fluoro-benzyl)amino)cyclopentane
-
reaction volume containing 4-methylumbelliferyl alpha-D-mannopyranoside, sodium acetate pH 5.6 and ZnCl at 37°C
0.00052
(1R,2R,3R,4R,5S)-1-(methylthio)-2,3,4-trihydroxy-5-(N-(p-methoxy-benzyl)amino)cyclopentane
-
reaction volume containing 4-methylumbelliferyl alpha-D-mannopyranoside, sodium acetate pH 5.6 and ZnCl at 37°C
0.00088
(1R,2R,3R,4R,5S)-1-(methylthio)-2,3,4-trihydroxy-5-(N-benzylamino)cyclopentane
-
reaction volume containing 4-methylumbelliferyl alpha-D-mannopyranoside, sodium acetate pH 5.6 and ZnCl at 37°C
0.000076
(1R,2R,3R,4S,5R)-4-amino-5-methoxycyclopentane-1,2,3-triol
-
0.0044
(1R,2R,3R,4S,5S)-1,2,3,4-tetrahydroxy-5-(N-(p-allyl ester benzyl)amino)cyclopentane
-
reaction volume containing 4-methylumbelliferyl alpha-D-mannopyranoside, sodium acetate pH 5.6 and ZnCl at 37°C
0.0076
(1R,2R,3R,4S,5S)-1,2,3,4-tetrahydroxy-5-(N-(p-bromo-benzyl)amino)cyclopentane
-
reaction volume containing 4-methylumbelliferyl alpha-D-mannopyranoside, sodium acetate pH 5.6 and ZnCl at 37°C
0.0081
(1R,2R,3R,4S,5S)-1,2,3,4-tetrahydroxy-5-(N-(p-chloro-benzyl)amino)cyclopentane
-
reaction volume containing 4-methylumbelliferyl alpha-D-mannopyranoside, sodium acetate pH 5.6 and ZnCl at 37°C
0.006
(1R,2R,3R,4S,5S)-1,2,3,4-tetrahydroxy-5-(N-(p-fluoro-benzyl)amino)cyclopentane
-
reaction volume containing 4-methylumbelliferyl alpha-D-mannopyranoside, sodium acetate pH 5.6 and ZnCl at 37°C
0.0066
(1R,2R,3R,4S,5S)-1,2,3,4-tetrahydroxy-5-(N-(p-methoxy-benzyl)amino)cyclopentane
-
reaction volume containing 4-methylumbelliferyl alpha-D-mannopyranoside, sodium acetate pH 5.6 and ZnCl at 37°C
0.01
(1R,2R,3R,4S,5S)-1,2,3,4-tetrahydroxy-5-(N-benzylamino)cyclopentane
-
reaction volume containing 4-methylumbelliferyl alpha-D-mannopyranoside, sodium acetate pH 5.6 and ZnCl at 37°C
0.0003
(1R,2R,3S,4R,5R)-5-aminocyclopentane-1,2,3,4-tetrol
-
0.0003
(1R,2S,3R,4R,5R)-5-aminocyclopentane-1,2,3,4-tetraol
-
0.00002
(1S,2R,8R,8aR)-octahydroindolizine-1,2,8-triol
20C, pH 6.8
0.067
(2R,3R,4S)-2-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)pyrrolidine-3,4-diol
20C, pH 6.8
0.000135 - 0.067
(2S,3R,4S)-2-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)pyrrolidine-3,4-diol
0.001
(3R,4R,5R)-3,4-dihydroxy-5-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)-1-methylpyrrolidin-2-one
20C, pH 6.8
0.022
(3R,4R,5R)-3,4-dihydroxy-5-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)pyrrolidin-2-one
20C, pH 6.8
0.000206 - 0.0032
(3R,4R,5S)-3,4-dihydroxy-5-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)-1-methylpyrrolidin-2-one
0.004 - 0.022
(3R,4R,5S)-3,4-dihydroxy-5-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)pyrrolidin-2-one
0.52
(3S,4S,5R,6R,E)-3,4,5-trihydroxy-6-(hydroxymethyl)piperidin-2-one O-4-chlorophenylcarbamoyl oxime
-
0.0027
1-(4-methylphenyl)-2-[(1S,2R,5R,8R,8aR)-1,2,8-trihydroxyoctahydroindolizin-5-yl]ethanone
pH 5.75, 25°C
0.0027
1-(4-tert-butylphenyl)-2-[(1S,2R,5R,8R,8aR)-1,2,8-trihydroxyoctahydroindolizin-5-yl]ethanone
pH 5.75, 25°C
0.265
1-deoxyamino-cyclopentitetrol
-
-
0.265
1-deoxyaminocyclopentitetrol
0.4 - 0.75
1-deoxymannojirimycin
0.0028
1-phenyl-2-[(1S,2R,5R,8R,8aR)-1,2,8-trihydroxyoctahydroindolizin-5-yl]ethanone
pH 5.75, 25°C
7.5
2-deoxy-2-fluoro-alpha-D-mannosyl fluoride
pH 5.6, 37°C, D341N mutant GMII
0.6
5-fluoro-beta-L-gulosyl fluoride
pH 5.6, 37°C, D341N mutant GMII
0.02
8,8a-di-epi-swainsonine
-
liver lysosomal fraction
0.75
8a-epi-swainsonine
-
liver lysosomal fraction
0.4
deoxymannojirimycin
pH 5.6
0.07
gluco-hydroxyiminolactam
0.013
glucoimidazole
5 - 5.2
kifunensine
0.002
mannoimidazole
0.00021
mannostatin
-
reaction volume containing 4-methylumbelliferyl alpha-D-mannopyranoside, sodium acetate pH 5.6 and ZnCl at 37°C
0.000036
Mannostatin A
0.00015
mannostatin B
-
50
meso-aminocyclopentitretrol
-
reaction volume containing 4-methylumbelliferyl alpha-D-mannopyranoside, sodium acetate pH 5.6 and ZnCl at 37°C
0.000249
N-benzyl mannostatin A
-
-
0.000249
N-benzyl-mannostatin
-
-
0.017
N-octyl-6-epi-valienamine
0.02
noeuromycin
0.0000105 - 0.018
swainsonine
0.52
[[(3S,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)piperidin-2-ylidene]amino] N-(4-chlorophenyl)carbamate
pH 5.6
additional information
additional information
although too weak for full Ki analyses with the amounts of material available, all analogues with salacinol-like stereochemistry at positions 2 and 3 proved to be weak inhibitors of the enzyme with IC50 values of approximately 7.5 mM
-