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(Man)3GlcNAc + H2O
?
-
poor substrate
-
-
?
(Man)6GlcNAc + H2O
?
-
rate at 2% of GlcNAc(Man)5GlcNAc hydrolysis
-
-
?
(Man)7GlcNAc + H2O
?
-
rate at 3% of GlcNAc(Man)5GlcNAc hydrolysis
-
-
?
(Man)8GlcNAc + H2O
?
-
rate at 5% of GlcNAc(Man)5GlcNAc hydrolysis
-
-
?
(Man)9GlcNAc + H2O
(Man)5GlcNAc + D-mannose
-
hydrolysis to (Man)5GlcNAc in the presence of Fe2+, Co2+, and Mn2+. Without activating cations the main reaction product is (Man)8GlcNAc
-
-
?
(Man)9GlcNAc + H2O
?
-
rate at 6.4% of GlcNAc(Man)5GlcNAc hydrolysis
-
-
?
2,4-dinitrophenyl alpha-D-mannopyranoside + H2O
2,4-dinitrophenol + alpha-D-mannopyranose
-
-
-
?
2,4-dinitrophenyl alpha-D-mannopyranoside + H2O
?
-
-
-
-
?
2,4-dinitrophenyl alpha-D-mannoside + H2O
2,4-dinitrophenol + alpha-D-mannose
2,4-dinitrophenyl-alpha-D-mannopyranoside + H2O
2,4-dinitrophenol + D-mannose
-
-
-
-
?
2,5-dinitrophenyl-alpha-D-mannopyranoside + H2O
2,4-dinitrophenol + D-mannose
-
-
-
?
2,5-dinitrophenyl-alpha-D-mannopyranoside + H2O
2,5-dinitrophenol + alpha-D-mannose
pH 5.6, room temperature
-
-
?
2-(acetylamino)-2-deoxy-beta-D-glucopyranosyl-(1->2)-alpha-D-mannopyranosyl-(1->3)-[alpha-D-mannopyranosyl-(1->3)-alpha-D-mannopyranosyl-(1->6)]-beta-D-mannopyranosyl-(1->4)-2-(acetylamino)-2-deoxy-alpha-D-glucopyranose + H2O
2-(acetylamino)-2-deoxy-beta-D-glucopyranosyl-(1->2)-alpha-D-mannopyranosyl-(1->3)-[alpha-D-mannopyranosyl-(1->6)]-beta-D-mannopyranosyl-(1->4)-2-(acetylamino)-2-deoxy-alpha-D-glucopyranose + D-mannose
-
-
-
-
ir
2-(acetylamino)-2-deoxy-beta-D-glucopyranosyl-(1->2)-alpha-D-mannopyranosyl-(1->3)-[alpha-D-mannopyranosyl-(1->3)-[alpha-D-mannopyranosyl-(1->6)]-alpha-D-mannopyranosyl-(1->6)]-beta-D-mannopyranosyl-(1->4)-2-(acetylamino)-2-deoxy-alpha-D-glucopyranose + H2O
2-(acetylamino)-2-deoxy-beta-D-glucopyranosyl-(1->2)-alpha-D-mannopyranosyl-(1->3)-[alpha-D-mannopyranosyl-(1->3)-alpha-D-mannopyranosyl-(1->6)]-beta-D-mannopyranosyl-(1->4)-2-(acetylamino)-2-deoxy-alpha-D-glucopyranose + D-mannose
-
-
-
-
ir
2-deoxy-2-fluoro-alpha-D-mannosyl fluoride
?
-
wild-type and D341N mutant GMII, acts as very slow substrate of the mutant enzyme with a rate-limiting deglycosylation step
-
-
?
3-O-alpha-D-mannopyranosyl-alpha-D-mannopyranose + H2O
2 alpha-D-mannopyranose
-
Bt3991 displays particularly high activity against alpha-1,3-mannobiose
-
-
?
3-O-alpha-D-mannopyranosyl-alpha-D-mannopyranose + H2O
alpha-D-mannopyranose
4-methyl-umbelliferyl-alpha-D-mannopyranoside + H2O
4-methyl-umbelliferone + alpha-D-mannopyranose
-
30 min, 37°C
-
-
?
4-methylumbelliferyl alpha-D-mannopyranoside + H2O
4-methylumbelliferol + alpha-D-mannopyranose
4-methylumbelliferyl alpha-D-mannopyranoside + H2O
?
-
-
-
-
?
4-methylumbelliferyl alpha-D-mannoside + H2O
4-methylumbelliferol + alpha-D-mannose
-
-
-
-
?
4-methylumbelliferyl alpha-D-mannoside + H2O
4-methylumbelliferone + alpha-D-mannose
4-nitrophenyl alpha-D-mannopyranoside + H2O
4-nitrophenol + alpha-D-mannopyranose
4-nitrophenyl alpha-D-mannoside + H2O
4-nitrophenol + alpha-D-mannose
4-nitrophenyl-alpha-D-mannopyranoside + H2O
4-nitrophenol + alpha-D-mannopyranose
-
30 min, 37°C
-
-
?
4-nitrophenyl-alpha-D-mannopyranoside + H2O
4-nitrophenol + alpha-D-mannose
30 min, 20°C
-
-
?
4-nitrophenyl-alpha-D-mannoside + H2O
4-nitrophenol + alpha-D-mannose
-
-
-
-
?
5-fluoro-beta-L-gulosyl fluoride + H2O
?
-
acts as slow substrate with a rate-limiting deglycosylation step, wild-type and D341N mutant GMII
-
-
?
alpha-D-Man-(1,6)-D-Man + H2O
alpha-D-mannopyranose
-
-
-
-
?
alpha-D-Manp-(1,3)-D-Manp + H2O
alpha-D-mannopyranose
-
-
-
-
?
alpha-D-Manp-(1,6)-D-Manp + H2O
alpha-D-mannopyranose
-
-
-
-
?
baker's yeast mannan + H2O
?
-
-
-
-
?
D-Manalpha(1-2)Manalpha(1-3)Manbeta(1-4)GlcNAc + H2O
?
-
NaBH4 reduced, poor substrate
-
-
?
D-Manalpha(1-3)Manbeta(1-4)GlcNAc + H2O
D-Manbeta(1-4)GlcNAc + alpha-D-mannose
D-Manalpha(1-6)(Manalpha(1-3))Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + H2O
D-Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + alpha-D-mannose
D-Manalpha(1-6)(Manalpha(1-3))Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc-Asn + H2O
D-Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc-Asn + alpha-D-mannose
-
i.e. glycopeptide III, derived from ovalbumin, no hydrolysis of the innermost alpha-1,6-linked or the alpha-1,2-linked mannose
i.e. glycopeptide II
?
D-Manalpha(1-6)Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + H2O
D-Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + alpha-D-mannose
-
NaBH4 reduced, at lower rate than Manalpha(1-3)Manbeta(1-4)GlcNAc hydrolysis
NaBH4 reduced
?
GlcNAc(Man)5GlcNAc + 2 H2O
GlcNAc(Man)3GlcNAc + 2 alpha-D-mannose
GlcNAc(Man)5GlcNAc2 + H2O
GlcNAc(Man)3GlcNAc2 + D-mannose
GlcNAcbeta(1-2)Manalpha(1-6)(Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + H2O
?
-
NaBH4 reduced, hydrolysis at equal rate as Manalpha(1-6)(Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc, galactosyl and sialyl-galactosyl derivatives are substrates, too
-
-
?
GlcNAcbeta(1-6)(GlcNAcbeta(1-2))Manalpha(1-6)(Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + H2O
?
-
NaBH4 reduced, rate at 50% of Manalpha(1-6)(Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc hydrolysis
-
-
?
GlcNAcMan5GlcNAc2 + H2O
?
-
-
-
-
?
GlcNAcMan5GlcNAc2 + H2O
? + alpha-D-mannose
-
-
-
-
?
high mannose N-glycan + H2O
?
-
-
-
?
Man5GlcNAc2 + H2O
Man3GlcNAc2 + 2 alpha-D-mannopyranose
Manalpha(1-3)Manalpha(1-6)(Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc-pyridylaminoside + H2O
Manalpha(1-6)(Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc-pyridylaminoside + alpha-D-mannose
-
-
-
-
?
Manalpha(1-3)Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc-pyridylaminoside + H2O
Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc-pyridylaminoside + alpha-D-mannose
-
-
-
-
?
Manalpha(1-6)(Manalpha(1-3))Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))(Xylbeta(1-4))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc-1-Asn + H2O
Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))(Xylbeta(1-4))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc-1-Asn + alpha-D-mannose
-
-
-
?
Manalpha(1-6)(Manalpha(1-3))Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc-1-Asn + H2O
Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc-1-Asn + alpha-D-mannose
Manalpha(1-6)(Manalpha(1-3))Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc-pyridylaminoside + H2O
Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc-pyridylaminoside + alpha-D-mannose
-
-
-
?
Manalpha(1-6)(Manalpha(1-3))Manalpha(1-6)(Manalpha(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + 2 H2O
Manalpha(1-6)(Manalpha(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + 2 alpha-D-mannose
Manalpha(1-6)(Manalpha(1-3))Manalpha(1-6)(Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + H2O
Manalpha(1-6)(Manalpha(1-3))D-Manalpha(1-6)Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + alpha-D-mannose
-
NaBH4 reduced
NaBH4 reduced
?
Manalpha(1-6)(Manalpha(1-3))Manalpha(1-6)(Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc-pyridylaminoside + H2O
Manalpha(1-3)Manalpha(1-6)(Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc-pyridylaminoside + alpha-D-mannose
-
-
-
-
?
Manalpha(1-6)(Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + H2O
Manalpha(1-6)Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + alpha-D-mannose
Manalpha(1-6)(Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc-pyridylaminoside + H2O
Manalpha(1-3)Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc-pyridylaminoside + alpha-D-mannose
-
-
-
-
?
Manalpha(1-6)[Manalpha(1-3)]Manalpha(1-6)[GlcNAcbeta(1-2)Manalpha(1-3)]Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + 2 H2O
Manalpha(1-6)[GlcNAcbeta(1-2)Manalpha(1-3)]Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + 2 alpha-D-mannose
Manalpha(1-6)[Manalpha(1-3)]Manalpha(1-6)[GlcNAcbeta(1-2)Manalpha(1-3)]Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc-Asn + H2O
Manalpha(1-6)[GlcNAcbeta(1-2)Manalpha(1-3)]Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc-Asn + alpha-D-mannose
-
processing of asparagine-linked oligosaccharides by alpha-D-mannosidase dependent on the prior action of UDP-GlcNAc:alpha-D-mannoside beta2-N-acetylglucosaminyltransferase I, removes 2 mannosyl residues, via GlcNAc(Man)4(GlcNAc)2Asn
-
?
ovalbumin + H2O
?
-
-
-
-
?
p-nitrophenyl-alpha-D-mannopyranoside + H2O
p-nitrophenol + alpha-D-mannopyranose
-
-
-
-
?
pyridylaminated (Man)5(GlcNAc)2 + H2O
pyridylaminated (Man)3(GlcNAc)2 + alpha-D-mannose
pyridylaminated D-Manalpha(1-6)(Manalpha(1-3))Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + H2O
pyridylaminated D-Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + alpha-D-mannose
R-Manalpha(1-6)(Manalpha(1-3))Manbeta(1-4)GlcNAc + H2O
?
-
-
-
-
?
yeast mannan + H2O
?
-
-
-
-
?
additional information
?
-
2,4-dinitrophenyl alpha-D-mannoside + H2O

2,4-dinitrophenol + alpha-D-mannose
-
-
-
?
2,4-dinitrophenyl alpha-D-mannoside + H2O
2,4-dinitrophenol + alpha-D-mannose
-
-
-
-
?
3-O-alpha-D-mannopyranosyl-alpha-D-mannopyranose + H2O

alpha-D-mannopyranose
-
-
-
-
?
3-O-alpha-D-mannopyranosyl-alpha-D-mannopyranose + H2O
alpha-D-mannopyranose
the enzyme is only active with the alpha-1,3-linked disaccharide
-
-
?
4-methylumbelliferyl alpha-D-mannopyranoside + H2O

4-methylumbelliferol + alpha-D-mannopyranose
-
-
-
-
?
4-methylumbelliferyl alpha-D-mannopyranoside + H2O
4-methylumbelliferol + alpha-D-mannopyranose
-
-
-
?
4-methylumbelliferyl alpha-D-mannoside + H2O

4-methylumbelliferone + alpha-D-mannose
-
-
-
-
?
4-methylumbelliferyl alpha-D-mannoside + H2O
4-methylumbelliferone + alpha-D-mannose
-
-
-
-
-
4-methylumbelliferyl alpha-D-mannoside + H2O
4-methylumbelliferone + alpha-D-mannose
-
-
-
-
?
4-methylumbelliferyl alpha-D-mannoside + H2O
4-methylumbelliferone + alpha-D-mannose
-
catalytic domain of alpha-mannosidase IIx
-
-
?
4-methylumbelliferyl alpha-D-mannoside + H2O
4-methylumbelliferone + alpha-D-mannose
-
-
-
-
?
4-methylumbelliferyl alpha-D-mannoside + H2O
4-methylumbelliferone + alpha-D-mannose
-
-
-
?
4-methylumbelliferyl alpha-D-mannoside + H2O
4-methylumbelliferone + alpha-D-mannose
-
-
-
-
?
4-methylumbelliferyl alpha-D-mannoside + H2O
4-methylumbelliferone + alpha-D-mannose
-
-
-
-
?
4-nitrophenyl alpha-D-mannopyranoside + H2O

4-nitrophenol + alpha-D-mannopyranose
-
-
-
-
?
4-nitrophenyl alpha-D-mannopyranoside + H2O
4-nitrophenol + alpha-D-mannopyranose
-
-
-
-
?
4-nitrophenyl alpha-D-mannopyranoside + H2O
4-nitrophenol + alpha-D-mannopyranose
-
-
-
?
4-nitrophenyl alpha-D-mannoside + H2O

4-nitrophenol + alpha-D-mannose
-
-
-
?
4-nitrophenyl alpha-D-mannoside + H2O
4-nitrophenol + alpha-D-mannose
-
-
-
-
?
4-nitrophenyl alpha-D-mannoside + H2O
4-nitrophenol + alpha-D-mannose
-
-
-
-
?
4-nitrophenyl alpha-D-mannoside + H2O
4-nitrophenol + alpha-D-mannose
-
-
-
?
4-nitrophenyl alpha-D-mannoside + H2O
4-nitrophenol + alpha-D-mannose
-
-
-
-
?
4-nitrophenyl alpha-D-mannoside + H2O
4-nitrophenol + alpha-D-mannose
-
-
-
-
?
4-nitrophenyl alpha-D-mannoside + H2O
4-nitrophenol + alpha-D-mannose
-
alpha-mannosidase IIx
-
-
?
4-nitrophenyl alpha-D-mannoside + H2O
4-nitrophenol + alpha-D-mannose
-
-
-
-
?
4-nitrophenyl alpha-D-mannoside + H2O
4-nitrophenol + alpha-D-mannose
-
-
-
?
4-nitrophenyl alpha-D-mannoside + H2O
4-nitrophenol + alpha-D-mannose
-
-
-
?
4-nitrophenyl alpha-D-mannoside + H2O
4-nitrophenol + alpha-D-mannose
-
-
-
?
4-nitrophenyl alpha-D-mannoside + H2O
4-nitrophenol + alpha-D-mannose
-
-
-
-
?
4-nitrophenyl alpha-D-mannoside + H2O
4-nitrophenol + alpha-D-mannose
-
rat
-
-
?
4-nitrophenyl alpha-D-mannoside + H2O
4-nitrophenol + alpha-D-mannose
-
rate at 23.5% of GlcNAc(Man)5GlcNAc hydrolysis
-
?
4-nitrophenyl alpha-D-mannoside + H2O
4-nitrophenol + alpha-D-mannose
-
-
-
-
?
4-nitrophenyl alpha-D-mannoside + H2O
4-nitrophenol + alpha-D-mannose
-
alpha-mannosidase III
-
-
?
4-nitrophenyl alpha-D-mannoside + H2O
4-nitrophenol + alpha-D-mannose
-
-
-
-
?
4-nitrophenyl alpha-D-mannoside + H2O
4-nitrophenol + alpha-D-mannose
-
-
-
?
4-nitrophenyl alpha-D-mannoside + H2O
4-nitrophenol + alpha-D-mannose
-
-
-
?
4-nitrophenyl alpha-D-mannoside + H2O
4-nitrophenol + alpha-D-mannose
-
-
-
-
?
D-Manalpha(1-3)Manbeta(1-4)GlcNAc + H2O

D-Manbeta(1-4)GlcNAc + alpha-D-mannose
-
NaBH4 reduced, good substrate
-
-
?
D-Manalpha(1-3)Manbeta(1-4)GlcNAc + H2O
D-Manbeta(1-4)GlcNAc + alpha-D-mannose
-
NaBH4 reduced, good substrate
NaBH4 reduced
?
D-Manalpha(1-6)(Manalpha(1-3))Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + H2O

D-Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + alpha-D-mannose
-
-
-
?
D-Manalpha(1-6)(Manalpha(1-3))Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + H2O
D-Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + alpha-D-mannose
-
alpha-mannosidase II
-
?
D-Manalpha(1-6)(Manalpha(1-3))Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + H2O
D-Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + alpha-D-mannose
-
-
-
?
D-Manalpha(1-6)(Manalpha(1-3))Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + H2O
D-Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + alpha-D-mannose
-
-
-
?
D-Manalpha(1-6)(Manalpha(1-3))Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + H2O
D-Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + alpha-D-mannose
-
-
-
?
GlcNAc(Man)5GlcNAc + 2 H2O

GlcNAc(Man)3GlcNAc + 2 alpha-D-mannose
-
-
-
-
?
GlcNAc(Man)5GlcNAc + 2 H2O
GlcNAc(Man)3GlcNAc + 2 alpha-D-mannose
-
-
-
-
?
GlcNAc(Man)5GlcNAc + 2 H2O
GlcNAc(Man)3GlcNAc + 2 alpha-D-mannose
-
-
-
?
GlcNAc(Man)5GlcNAc + 2 H2O
GlcNAc(Man)3GlcNAc + 2 alpha-D-mannose
-
preferred substrate
-
-
?
GlcNAc(Man)5GlcNAc + 2 H2O
GlcNAc(Man)3GlcNAc + 2 alpha-D-mannose
-
removes the exposed alpha-1,3- and alpha-1,6-mannosyl residues
-
?
GlcNAc(Man)5GlcNAc + 2 H2O
GlcNAc(Man)3GlcNAc + 2 alpha-D-mannose
-
natural substrate, involved in the processing of N-linked oligosaccharides
-
?
GlcNAc(Man)5GlcNAc + 2 H2O
GlcNAc(Man)3GlcNAc + 2 alpha-D-mannose
-
-
-
-
?
GlcNAc(Man)5GlcNAc + 2 H2O
GlcNAc(Man)3GlcNAc + 2 alpha-D-mannose
-
strict substrate specificity
final product, via GlcNAc(Man)4GlcNAc
?
GlcNAc(Man)5GlcNAc + 2 H2O
GlcNAc(Man)3GlcNAc + 2 alpha-D-mannose
-
excellent substrate, removes the alpha-1,3- and alpha-1,6-mannosyl residues with preference for the alpha-1,6-linkage
final product, via GlcNAc(Man)4GlcNAc, product structure: GlcNAcManalpha(1-3)(Manalpha(1-6))ManbetaGlcNAc
?
GlcNAc(Man)5GlcNAc + 2 H2O
GlcNAc(Man)3GlcNAc + 2 alpha-D-mannose
-
natural substrate, involved in the processing of N-linked oligosaccharides
-
-
?
GlcNAc(Man)5GlcNAc2 + H2O

GlcNAc(Man)3GlcNAc2 + D-mannose
-
-
-
-
?
GlcNAc(Man)5GlcNAc2 + H2O
GlcNAc(Man)3GlcNAc2 + D-mannose
-
alpha-mannosidase IIx protein
-
-
?
Man5GlcNAc2 + H2O

Man3GlcNAc2 + 2 alpha-D-mannopyranose
-
-
-
-
?
Man5GlcNAc2 + H2O
Man3GlcNAc2 + 2 alpha-D-mannopyranose
-
the alpha-1,3-mannosidase Bt3991, while unable to hydrolyze Man9GlcNAc2, converts Man5GlcNAc2 into Man3GlcNAc2 hydrolyzing the distal alpha-1,6-mannosidic linkage in high-mannose N-glycans. The alpha-1,3-mannosidic linkages in N-glycans are available to the enzyme once the terminal alpha-1,2-linked mannosyl residues are removed
-
-
?
Manalpha(1-6)(Manalpha(1-3))Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc-1-Asn + H2O

Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc-1-Asn + alpha-D-mannose
physiological substrate, conversion by sequential removal of two alpha1,6-linked and alpha1,3-linked mannose residues from the alpha-1,6-branch of the substrate
-
-
?
Manalpha(1-6)(Manalpha(1-3))Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc-1-Asn + H2O
Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc-1-Asn + alpha-D-mannose
conversion by sequential removal of two alpha1,6-linked and alpha1,3-linked mannose residues from the alpha-1,6-branch of the substrate
-
-
?
Manalpha(1-6)(Manalpha(1-3))Manalpha(1-6)(Manalpha(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + 2 H2O

Manalpha(1-6)(Manalpha(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + 2 alpha-D-mannose
-
recombinant alpha-mannosidase IIx, expressed in CHO cells, hydrolyzes 2 peripheral Manapha(1-6) and Manalpha(1-3) residues
-
?
Manalpha(1-6)(Manalpha(1-3))Manalpha(1-6)(Manalpha(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + 2 H2O
Manalpha(1-6)(Manalpha(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + 2 alpha-D-mannose
-
alpha-mannosidase IIx, M6Gn2 is the primary target in vivo, integral part of N-glycan biosynthesis
-
?
Manalpha(1-6)(Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + H2O

Manalpha(1-6)Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + alpha-D-mannose
-
-
-
-
-
Manalpha(1-6)(Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + H2O
Manalpha(1-6)Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + alpha-D-mannose
-
NaBH4 reduced, cleaves the Manalpha(1-6)Man linkage only after its Manalpha(1-3) residue is removed
NaBH4 reduced, no product: Manalpha(1-3)Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc
?
Manalpha(1-6)[Manalpha(1-3)]Manalpha(1-6)[GlcNAcbeta(1-2)Manalpha(1-3)]Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + 2 H2O

Manalpha(1-6)[GlcNAcbeta(1-2)Manalpha(1-3)]Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + 2 alpha-D-mannose
-
N-glycosylation pathway
-
?
Manalpha(1-6)[Manalpha(1-3)]Manalpha(1-6)[GlcNAcbeta(1-2)Manalpha(1-3)]Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + 2 H2O
Manalpha(1-6)[GlcNAcbeta(1-2)Manalpha(1-3)]Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + 2 alpha-D-mannose
-
alpha-mannosidase II
-
?
Manalpha(1-6)[Manalpha(1-3)]Manalpha(1-6)[GlcNAcbeta(1-2)Manalpha(1-3)]Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + 2 H2O
Manalpha(1-6)[GlcNAcbeta(1-2)Manalpha(1-3)]Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + 2 alpha-D-mannose
-
alpha-mannosidase II, biosynthesis of N-glycans
-
?
Manalpha(1-6)[Manalpha(1-3)]Manalpha(1-6)[GlcNAcbeta(1-2)Manalpha(1-3)]Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + 2 H2O
Manalpha(1-6)[GlcNAcbeta(1-2)Manalpha(1-3)]Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + 2 alpha-D-mannose
-
acts after GlcNAc transferase I to remove the alpha-1,3- and alpha-1,6-linked mannose residue
-
?
Manalpha(1-6)[Manalpha(1-3)]Manalpha(1-6)[GlcNAcbeta(1-2)Manalpha(1-3)]Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + 2 H2O
Manalpha(1-6)[GlcNAcbeta(1-2)Manalpha(1-3)]Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + 2 alpha-D-mannose
-
non-reduced and NaBH4 reduced substrate, removes the alpha-1,3- and alpha-1,6-mannosyl residues with preference for the alpha-1,6-linked mannose residue on the alpha-1,6-linked mannose arm, via GlcNAc(Man)4(GlcNAc)2
-
-
-
Manalpha(1-6)[Manalpha(1-3)]Manalpha(1-6)[GlcNAcbeta(1-2)Manalpha(1-3)]Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + 2 H2O
Manalpha(1-6)[GlcNAcbeta(1-2)Manalpha(1-3)]Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + 2 alpha-D-mannose
-
involved in N-glycan maturation, acts after GlcNAc transferase I to remove 2 mannose residues to form GlcNAc(Man)3(GlcNAc)2 prior to extension into complex N-glycans
-
?
Manalpha(1-6)[Manalpha(1-3)]Manalpha(1-6)[GlcNAcbeta(1-2)Manalpha(1-3)]Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + 2 H2O
Manalpha(1-6)[GlcNAcbeta(1-2)Manalpha(1-3)]Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + 2 alpha-D-mannose
-
-
-
?
pyridylaminated (Man)5(GlcNAc)2 + H2O

pyridylaminated (Man)3(GlcNAc)2 + alpha-D-mannose
-
via a (Man)4(GlcNAc)2 intermediate
-
?
pyridylaminated (Man)5(GlcNAc)2 + H2O
pyridylaminated (Man)3(GlcNAc)2 + alpha-D-mannose
-
alpha-mannosidase III
-
?
pyridylaminated (Man)5(GlcNAc)2 + H2O
pyridylaminated (Man)3(GlcNAc)2 + alpha-D-mannose
-
alpha-mannosidase III
-
?
pyridylaminated D-Manalpha(1-6)(Manalpha(1-3))Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + H2O

pyridylaminated D-Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + alpha-D-mannose
-
via the intermediate product GlcNAc(Man)4(GlcNAc)2, the alpha-1,6-linked mannosyl residue is removed first, then the 1,3-linked
-
?
pyridylaminated D-Manalpha(1-6)(Manalpha(1-3))Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + H2O
pyridylaminated D-Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + alpha-D-mannose
-
dependent on the prior action of N-acetylglucosaminyl transferase I on (Man)5(GlcNAc)2
-
?
pyridylaminated D-Manalpha(1-6)(Manalpha(1-3))Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + H2O
pyridylaminated D-Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + alpha-D-mannose
-
via the intermediate product GlcNAc(Man)4(GlcNAc)2, the alpha-1,6-linked mannosyl residue is removed first, then the 1,3-linked
-
?
pyridylaminated D-Manalpha(1-6)(Manalpha(1-3))Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + H2O
pyridylaminated D-Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + alpha-D-mannose
-
dependent on the prior action of N-acetylglucosaminyl transferase I on (Man)5(GlcNAc)2
-
?
pyridylaminated D-Manalpha(1-6)(Manalpha(1-3))Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + H2O
pyridylaminated D-Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + alpha-D-mannose
-
-
-
?
pyridylaminated D-Manalpha(1-6)(Manalpha(1-3))Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + H2O
pyridylaminated D-Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + alpha-D-mannose
-
-
-
?
pyridylaminated D-Manalpha(1-6)(Manalpha(1-3))Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + H2O
pyridylaminated D-Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + alpha-D-mannose
-
-
-
?
pyridylaminated D-Manalpha(1-6)(Manalpha(1-3))Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + H2O
pyridylaminated D-Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + alpha-D-mannose
-
-
-
?
pyridylaminated D-Manalpha(1-6)(Manalpha(1-3))Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + H2O
pyridylaminated D-Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + alpha-D-mannose
-
via the intermediate product GlcNAc(Man)4(GlcNAc)2, the alpha-1,6-linked mannosyl residue is removed first, then the 1,3-linked
-
?
pyridylaminated D-Manalpha(1-6)(Manalpha(1-3))Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + H2O
pyridylaminated D-Manalpha(1-6)(GlcNAcbeta(1-2)Manalpha(1-3))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc + alpha-D-mannose
-
via the intermediate product GlcNAc(Man)4(GlcNAc)2, the alpha-1,6-linked mannosyl residue is removed first, then the 1,3-linked
-
?
additional information

?
-
-
substrate specificity, overview
-
-
-
additional information
?
-
substrate specificity, overview
-
-
-
additional information
?
-
-
Golgi alpha-mannosidase II is a key enzyme in the formation of complex N-glycans in plants
-
-
-
additional information
?
-
Golgi alpha-mannosidase II is a key enzyme in the formation of complex N-glycans in plants
-
-
-
additional information
?
-
-
not: 4-nitrophenyl alpha-mannoside
-
-
-
additional information
?
-
-
not: 4-nitrophenyl alpha-mannoside
-
-
-
additional information
?
-
-
not: D-Manalpha(1-6)(Manalpha(1-3))Manalpha(1-6)(GlcNAcbeta(1-4))[GlcNAcbeta(1-4)(GlcNAcbeta(1-2))Manalpha(1-3)]Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc, GlcNAcbeta(1-2)Manalpha(1-3)(Manalpha(1-6))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc, GlcNAcbeta(1-4)Manalpha(1-3)(Manalpha(1-6))Manbeta(1-4)GlcNAcbeta(1-4)GlcNAc, all sodium borate reduced
-
-
-
additional information
?
-
-
not: Manalpha(1-6)(R-Manalpha(1-3))Manbeta(1-4)GlcNAc
-
-
-
additional information
?
-
-
substrate specificity, hydrolysis mechanism of branched oligosaccharides
-
-
-
additional information
?
-
-
not: (Man)5(GlcNAc)2
-
-
-
additional information
?
-
-
not: (Man)5(GlcNAc)2
-
-
-
additional information
?
-
-
asparagine-linked glycoprotein biosynthesis
-
-
-
additional information
?
-
-
-
-
-
-
additional information
?
-
-
enzyme/active site structure and substrate binding, catalytic mechanism
-
-
-
additional information
?
-
-
asparagine-linked glycoprotein biosynthesis
-
-
-
additional information
?
-
-
about 80-fold preference of isoform GMII for the cleavage of substrates containing a nonreducing beta-(1,2)-linked GlcNAc group
-
-
-
additional information
?
-
-
GMII is involved in the creation of glycoproteins that contain complex carbohydrates. It is responsible for the formation of the core trimannose structure to which all complex carbohydrates are appended. It catalyses the hydrolysis of an alpha(1,6)- and an alpha(1,3)-linked mannose from GlcNAc-Man5-GlcNAc2 to form GlcNAc-Man3-GlcNAc2-Asn-X
-
-
-
additional information
?
-
-
the cleavage mechanism involves formation of a covalent glycosyl-enzyme intermediate and results in net retention of configuration
-
-
-
additional information
?
-
-
substrate specificity, overview
-
-
-
additional information
?
-
-
Co2+ regulates the substrate specificity, overview
-
-
-
additional information
?
-
-
in vitro hydrolysis of high-mannose type N-glycans, removal of terminal alpha-1,2-mannose residues, substrate specificity and isomeric substrate/product structures, overview
-
-
-
additional information
?
-
-
-
-
-
-
additional information
?
-
-
Man II catalyzes the final hydrolytic step in the N-glycan maturation pathway acting as the committed step in the conversion of high mannose to complex type structures
-
-
-
additional information
?
-
-
involved in trimming reactions in N-glycan maturation in the Golgi complex
-
-
-
additional information
?
-
-
co-expression of beta1,4-N-acetylglucosaminyltransferase III-ManIII and ManII, or of beta1,4-N-acetylglucosaminyltransferase III and ManII leads to the formation of bisected non-fucosylated glycans of the complex type
-
-
-
additional information
?
-
-
Bt1769, Bt3858 and Bt3991 are alpha-1,3-mannosidases that display particularly high activity against alpha-1,3-mannobiose
-
-
-
additional information
?
-
-
alpha-1,3-mannosidases, Bt3858 and Bt1769, convert Man4GlcNAc2 to Man3GlcNAc2, but do not attack Man5GlcNAc2, indicatĀing that these enzymes cannot tolerate alpha-1,6-Man side chains
-
-
-
additional information
?
-
-
-
-
-
-
additional information
?
-
domain structure
-
-
-
additional information
?
-
Man II catalyzes the final hydrolytic step in the N-glycan maturation pathway acting as the committed step in the conversion of high mannose to complex type structures
-
-
-
additional information
?
-
-
involved in trimming reactions in N-glycan maturation in the Golgi complex
-
-
-
additional information
?
-
-
MII and alpha-mannosidase IIx function in N-glycan processing in a similar manner
-
-
-
additional information
?
-
-
MII and alpha-mannosidase IIx function in N-glycan processing in a similar manner. Alpha-mannosidase IIx shows no reactivity to high-mannose-type carbohydrates
-
-
-
additional information
?
-
-
-
-
-
-
additional information
?
-
-
domain structure
-
-
-
additional information
?
-
-
domain structure
-
-
-
additional information
?
-
-
not: (Man)9GlcNAc
-
-
-
additional information
?
-
-
not: GlcNAc(Man)3GlcNAc
-
-
-
additional information
?
-
-
not: (Man)5GlcNAc
-
-
-
additional information
?
-
-
not: (Man)5GlcNAc
-
-
-
additional information
?
-
-
involved in asparagine-linked oligosaccharide processing
-
-
-
additional information
?
-
-
required in the maturation of asparagine-linked oligosaccharides in the Golgi complex
-
-
-
additional information
?
-
-
biosynthesis of complex-type N-linked oligosaccharides of glycoproteins
-
-
-
additional information
?
-
-
function in Golgi membranes: presumably glycopolymer metabolism
-
-
-
additional information
?
-
-
Man II catalyzes the final hydrolytic step in the N-glycan maturation pathway acting as the committed step in the conversion of high mannose to complex type structures
-
-
-
additional information
?
-
-
asparagine-linked glycoprotein biosynthesis
-
-
-
additional information
?
-
-
not: (Man)5(GlcNAc)2
-
-
-
additional information
?
-
-
not: (Man)5(GlcNAc)2
-
-
-
additional information
?
-
-
alpha-mannosidase III hydrolyzes (Man)5-9(GlcNAc)2, not: GlcNAc(Man)5(GlcNAc)2
-
-
-
additional information
?
-
-
alpha-mannosidase III hydrolyzes (Man)5-9(GlcNAc)2, not: GlcNAc(Man)5(GlcNAc)2
-
-
-
additional information
?
-
-
alpha-mannosidase III probably provides an alternate N-glycan processing pathway in Sf-9 cells
-
-
-
additional information
?
-
-
asparagine-linked glycoprotein biosynthesis
-
-
-
additional information
?
-
-
study of biosynthesis and processing of alpha-mannosidase III
-
-
-
additional information
?
-
-
not: (Man)5(GlcNAc)2
-
-
-
additional information
?
-
higher eukaryotic GH38 alpha-mannosides play a key role in the modification and diversification of hybrid N-glycans, processes with strong cellular links to cancer and autoimmune disease
-
-
-
additional information
?
-
SpGH38 is an alpha-mannosidase with specificity for alpha-1,3 mannosidic linkages, active site structure, overview
-
-
-
additional information
?
-
-
the exo-type cytosolic class II enzyme cleaves off alpha-1,2-, alpha-1,3-, and alpha-1,6-mannose residues
-
-
-
additional information
?
-
-
-
-
-
-
additional information
?
-
-
not: Glc3(Man)9GlcNAc
-
-
-
additional information
?
-
-
not: Glc3(Man)9GlcNAc
-
-
-
additional information
?
-
-
not: (Man)9GlcNAc
-
-
-
additional information
?
-
-
not: (Man)9GlcNAc
-
-
-
additional information
?
-
-
not: (Man)5GlcNAc
-
-
-
additional information
?
-
-
not: (Man)5GlcNAc
-
-
-
additional information
?
-
-
asparagine-linked glycoprotein biosynthesis
-
-
-
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(1R,2R,3R,4R,5S)-1-(methylthio)-2,3,4-trihydroxy-5-(N-(p-allyl-ester-benzyl)amino)cyclopentane
-
-
(1R,2R,3R,4R,5S)-1-(methylthio)-2,3,4-trihydroxy-5-(N-(p-bromo-benzyl)amino)cyclopentane
-
-
(1R,2R,3R,4R,5S)-1-(methylthio)-2,3,4-trihydroxy-5-(N-(p-chloro-benzyl)amino)cyclopentane
-
-
(1R,2R,3R,4R,5S)-1-(methylthio)-2,3,4-trihydroxy-5-(N-(p-fluoro-benzyl)amino)cyclopentane
-
-
(1R,2R,3R,4R,5S)-1-(methylthio)-2,3,4-trihydroxy-5-(N-(p-methoxy-benzyl)amino)cyclopentane
-
-
(1R,2R,3R,4R,5S)-1-(methylthio)-2,3,4-trihydroxy-5-(N-benzylamino)cyclopentane
-
-
(1R,2R,3R,4S,5R)-4-amino-5-methoxycyclopentane-1,2,3-triol
-
;
(1R,2R,3R,4S,5S)-1,2,3,4-tetrahydroxy-5-(N-(p-allyl ester benzyl)amino)cyclopentane
-
-
(1R,2R,3R,4S,5S)-1,2,3,4-tetrahydroxy-5-(N-(p-bromo-benzyl)amino)cyclopentane
-
-
(1R,2R,3R,4S,5S)-1,2,3,4-tetrahydroxy-5-(N-(p-chloro-benzyl)amino)cyclopentane
-
-
(1R,2R,3R,4S,5S)-1,2,3,4-tetrahydroxy-5-(N-(p-fluoro-benzyl)amino)cyclopentane
-
-
(1R,2R,3R,4S,5S)-1,2,3,4-tetrahydroxy-5-(N-(p-methoxy-benzyl)amino)cyclopentane
-
-
(1R,2R,3R,4S,5S)-1,2,3,4-tetrahydroxy-5-(N-benzylamino)cyclopentane
-
-
(1R,2R,3S,4R,5R)-5-aminocyclopentane-1,2,3,4-tetrol
-
-
(1R,2S,3R,4R,5R)-5-aminocyclopentane-1,2,3,4-tetraol
-
-
(1R,2S,8aS)-1,2-dihydroxyoctahydrothieno[1,2-a]thiopyranium chloride
-
good inhibitor, lacks a hydroxyl group at C-5, more than 140fold better inhibitor of GMII than di-epi-swainsonine
(1R,6R,7R,8S)-7,8-dihydroxy-5-thia-1-thioniabicyclo[4.3.0]nonane chloride
-
synthetic inhibitor, selective and potent inhibition at 1 mM, 97% inhibition of the activity of the liver lysosomal fraction at pH 4.0, 100% at pH 6.5
(1S,2R,5R,8R,8aR)-5-[2-(4-tert-butylphenyl)ethyl]octahydroindolizine-1,2,8-triol
-
-
(1S,2R,5S,8R,8aR)-5-[2-(4-tert-butylphenyl)ethyl]octahydroindolizine-1,2,8-triol
-
-
(1S,2R,6R,7R,8S,8aS)-octahydroindolizine-1,2,6,7,8-pentol
-
most active
(1S,2R,8R,8aR)-octahydroindolizine-1,2,8-triol
-
-
(2R,3R,4R,5R)-2-(hydroxymethyl)piperidine-3,4,5-triol
-
-
(2R,3R,4R,5R)-5-amino-2-(hydroxymethyl)piperidine-3,4-diol
-
-
(2R,3R,4S)-2-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)pyrrolidine-3,4-diol
-
-
(2R,3R,4S)-2-([[(1S)-2-hydroxy-1-phenylethyl]amino]methyl)pyrrolidine-3,4-diol
-
-
(2R,3R,4S)-2-[[((1R)-2-hydroxy-1-[4'-(trifluoromethyl)-[1,1'-biphenyl]-4-yl]ethyl)amino] methyl]pyrrolidine-3,4-diol
-
inhibits the proliferation of primary cells and cell lines of different origins, irrespective of Bcl-2 expression levels, inducing a G2/Mcell cycle arrest and by modification of genes involved in cell cycle progression and survival, IC50 in vivo and cytotoxic effects in different cell lines, overview
(2R,3R,4S)-2[([(1R)-2-hydroxy-1-(4-methoxyphenyl)ethyl]amino)-methyl]pyrrolidine-3,4-diol
-
-
(2R,3R,4S)-2[[((1R)-1-[1,1'-biphenyl]-4-yl-2-hydroxyethyl)amino]-methyl]pyrrolidine-3,4-diol
-
-
(2R,3R,4S)-2[[((1R)-2-hydroxy-1-(4-(phenylmethoxy)phenyl)ethyl)amino]methyl]pyrrolidine-3,4-diol
-
-
(2R,3R,4S)-2[[((1R)-2-hydroxy-1-[4-(2-thienyl)phenyl]ethyl)-amino]methyl]pyrrolidine-3,4-diol
-
-
(2R,3R,4S)-2[[((1R)-2-hydroxy-1-[4-(prop-2-enyloxy)phenyl]-ethyl)amino]methyl] pyrrolidine-3,4-diol
-
-
(2R,3R,4S,5R)-2-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)-5-methylpyrrolidine-3,4-diol
-
-
(2R,3R,4S,5S)-6-amino-2-(hydroxymethyl)-2,3,4,5-tetrahydropyridine-3,4,5-triol
-
-
(2R,3S,4R)-2-[(1R)-1-hydroxyethyl]pyrrolidine-3,4-diol
-
most active
(2R,3S,4S)-1-[(2S,3S)-2,4-dihydroxy-3-(sulfooxy)butyl]-3,4-dihydroxy-2-(hydroxymethyl)tetrahydrothiophenium
-
-
(2S,3R,4S)-2-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)pyrrolidine-3,4-diol
(2S,3R,4S)-2-[([(1R)-2-[(4-bromophenyl)(hydroxy)methoxy]-1-phenylethyl]amino)methyl]pyrrolidine-3,4-diol
-
-
(3R,4R)-4-aminopyrrolidin-3-ol
-
-
(3R,4R,5R)-3,4-dihydroxy-5-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)-1-methylpyrrolidin-2-one
-
-
(3R,4R,5R)-3,4-dihydroxy-5-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)pyrrolidin-2-one
-
-
(3R,4R,5S)-3,4-dihydroxy-5-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)-1-methylpyrrolidin-2-one
(3R,4R,5S)-3,4-dihydroxy-5-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)pyrrolidin-2-one
(3R,4R,5S)-5-[([(1R)-2-[(4-bromophenyl)(hydroxy)methoxy]-1-phenylethyl]amino)methyl]-3,4-dihydroxy-1-methylpyrrolidin-2-one
-
-
(3R,4R,5S)-5-[([(1R)-2-[(4-bromophenyl)(hydroxy)methoxy]-1-phenylethyl]amino)methyl]-3,4-dihydroxypyrrolidin-2-one
-
-
(3S,4S,5R,6R,E)-3,4,5-trihydroxy-6-(hydroxymethyl)piperidin-2-one O-4-chlorophenylcarbamoyl oxime
-
(5R,6R,7S,8R)-5-methyl-1,5,6,7,8,8a-hexahydrotetrazolo[1,5-a]pyridine-6,7,8-triol
-
-
(5R,6R,7S,8S)-5-(hydroxymethyl)-1,5,6,7,8,8a-hexahydroimidazo[1,2-a]pyridine-6,7,8-triol
-
-
(RS)-2-phenylethyl alpha-D-mannopyranosyl sulfoxide
-
-
-
1,4-Dideoxy-1,4-imino-D-mannitol
1-(4-methylphenyl)-2-[(1S,2R,5R,8R,8aR)-1,2,8-trihydroxyoctahydroindolizin-5-yl]ethanone
-
-
1-(4-tert-butylphenyl)-2-[(1S,2R,5R,8R,8aR)-1,2,8-trihydroxyoctahydroindolizin-5-yl]ethanone
-
-
1-(4-tert-butylphenyl)-2-[(1S,2R,5S,8R,8aR)-1,2,8-trihydroxyoctahydroindolizin-5-yl]ethanone
-
-
1-deoxyamino-cyclopentitetrol
-
-
1-deoxyaminocyclopentitetrol
1-phenyl-2-[(1S,2R,5R,8R,8aR)-1,2,8-trihydroxyoctahydroindolizin-5-yl]ethanone
-
-
2-deoxy-2-fluoro-alpha-D-mannosyl fluoride
-
reversible, D341N mutant GMII
2-phenylethyl alpha-D-mannopyranosyl sulfone
-
-
5-fluoro-beta-L-gulosyl fluoride
-
reversible, wild-type and D341N mutant GMII, inhibits only at low assay temperatures, acts as slow substrate at 37°C
5-thio-alpha-D-mannopyranosylamine
-
-
8,8a-di-epi-swainsonine
-
-
alpha-1,6-linked trisaccharide of mannose
-
1.5 mM, 40% inhibition
-
benzyl alpha-D-mannopyranosyl sulfone
-
-
-
D-mannonolactam amidrazone
di-epi-swainsonine
-
weak inhibitor
diastereomer of salacinol
-
-
diastereomer of seleno-salacinol
-
-
Fe3+
-
less potent inhibitor than Fe2+ and Cu2+, 1 mM, 24-30% inhibition
gluco-hydroxyiminolactam
-
-
guanidinium hydrochloride
-
the enzyme loses 54% and 70% of the original activity in 0.5 M and 1.0 M guanidinium hydrochloride, respectively. Irreversible denaturation at higher concentration of 6 M of guanidinium hydrochloride, kinetics, overview. The protein almost completely unfolds in 4.0 M guanidinium hydrochloride
mannose
-
250 mM, 30% inhibition
mannostatin B
-
; strong inhibitor, reversible, competitive
meso-aminocyclopentitretrol
-
-
N-benzyl mannostatin A
-
structural basis of the inhibition of Golgi alpha-mannosidase II and the role of the thiomethyl moiety in ligand-protein interactions, overview
N-octyl-6-epi-valienamine
-
N-[(R)-amino(phenyl)methyl]-5-thio-alpha-D-mannopyranosylamine
-
-
p-Chloromercuriphenylsulfonate
[[(3S,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)piperidin-2-ylidene]amino] N-(4-chlorophenyl)carbamate
-
(2S,3R,4S)-2-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)pyrrolidine-3,4-diol

-
-
(2S,3R,4S)-2-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)pyrrolidine-3,4-diol
-
-
(2S,3R,4S)-2-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)pyrrolidine-3,4-diol
-
-
(3R,4R,5S)-3,4-dihydroxy-5-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)-1-methylpyrrolidin-2-one

-
competitive inhibitor
(3R,4R,5S)-3,4-dihydroxy-5-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)-1-methylpyrrolidin-2-one
-
competitive inhibitor
(3R,4R,5S)-3,4-dihydroxy-5-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)-1-methylpyrrolidin-2-one
-
-
(3R,4R,5S)-3,4-dihydroxy-5-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)pyrrolidin-2-one

-
competitve inhibitor
(3R,4R,5S)-3,4-dihydroxy-5-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)pyrrolidin-2-one
-
competitve inhibitor
(3R,4R,5S)-3,4-dihydroxy-5-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)pyrrolidin-2-one
-
competitve inhibitor
1,4-Dideoxy-1,4-imino-D-mannitol

-
-
1,4-Dideoxy-1,4-imino-D-mannitol
-
-
1,4-Dideoxy-1,4-imino-D-mannitol
-
-
1,4-Dideoxy-1,4-imino-D-mannitol
-
-
1,4-Dideoxy-1,4-imino-D-mannitol
-
-
1,4-Dideoxy-1,4-imino-D-mannitol
-
much less effective than swainsonine
1-deoxyaminocyclopentitetrol

-
structural basis of the inhibition of Golgi alpha-mannosidase II and the role of the thiomethyl moiety in ligand-protein interactions, overview
1-deoxyaminocyclopentitetrol
-
poor inhibitor
1-deoxymannojirimycin

-
more inhibitory than kifunensine, mode of binding
1-deoxymannojirimycin
-
complete inhibition at 0.5 mM
1-deoxymannojirimycin
-
61% inhibition of the activity of the liver lysosomal fraction at pH 4.0, 37% at pH 6.5, at 1 mM
1-deoxymannojirimycin
-
0.4 mM, 50% inhibition
Cu2+

over 97% inhibition of the recombinant GMII at 1 mM
Cu2+
-
1 mM, 50% inhibition
Cu2+
-
20 mM, 90% inhibition
Cu2+
-
complete inhibition at 1 mM
Cu2+
-
completely inhibits
Cu2+
-
1 mM, 91-93% inhibition; strong
Cu2+
-
0.1 mM, 90% inhibition of GlcNAc(Man)5(GlcNAc)2 hydrolysis, 0.01 mM, 50% inhibition of 4-nitrophenyl alpha-D-mannoside hydrolysis; strong
Cu2+
-
0.2 mM CuCl2, 75% inhibition
D-mannonolactam amidrazone

-
broad spectrum mannosidase inhibitor, strong; IC50: 400 nM
D-mannonolactam amidrazone
-
broad spectrum mannosidase inhibitor, strong; equally as effective as mannostatin A, IC50: 90-100 nM
EDTA

-
10 mM
EDTA
-
20 mM, 20% inhibition
EDTA
-
26% inhibition at 1 mM
EDTA
-
alpha-mannosidase III, 1 mM, 90% inhibition of 4-nitrophenyl alpha-D-mannoside hydrolysis, 5 mM, complete inhibition of (Man)5(GlcNAc)2-PA hydrolysis
Fe2+

-
1 mM, 70-76% inhibition; strong
kifunensine

-
weak, mode of binding
kifunensine
-
complete inhibition at 0.5 mM
mannostatin

-
-
Mannostatin A

-
cyclopentanol structure containing thiomethyl and amino functional groups, in vivo and in vitro
Mannostatin A
-
; structural basis of the inhibition of Golgi alpha-mannosidase II and the role of the thiomethyl moiety in ligand-protein interactions, overview
Mannostatin A
-
; strong inhibitor, reversible, competitive
Mannostatin A
-
cyclopentanol structure containing thiomethyl and amino functional groups, in vivo and in vitro
Mannostatin A
-
cyclopentanol structure containing thiomethyl and amino functional groups, in vivo and in vitro; potent inhibitor, equally effective as D-mannonolactam amidrazone
Mannostatin A
-
cyclopentanol structure containing thiomethyl and amino functional groups, in vivo and in vitro; very potent inhibitor, competitive, IC50: about 10 nM with 4-nitrophenyl alpha-D-mannoside as substrate, about 90 nM with GlcNAc(Man)5GlcNAc as substrate, equally potent as swainsonine
p-Chloromercuriphenylsulfonate

-
-
p-Chloromercuriphenylsulfonate
-
1 mM, 80% inhibition
swainsonine

50% inhibition of recombinant GMII at 18 nM
swainsonine
-
30 nM, 85% inhibition
swainsonine
-
competitve inhibitor
swainsonine
-
mode of binding; very strong
swainsonine
-
most active
swainsonine
-
competitve inhibitor
swainsonine
-
most powerful inhibitor
swainsonine
-
inhibits both alpha-mannosidase II and IIx, the latter is less sensitive
swainsonine
-
potent inhibition at 1 mM, 100% inhibition of the activity of the liver lysosomal fraction at pH 4.0, 95% at pH 6.5
swainsonine
-
disrupts enzyme activity, whereby inducing a novel class of hybrid-type glycosylation containing a partially processed mannose moiety
swainsonine
-
competitve inhibitor
swainsonine
-
200 nM, 50% inhibition; i.e. (1S,2R,8R,8aR)-1,2,8-trihydroxyoctahydroindolizidine; very strong
swainsonine
-
200 nM, 50% inhibition; kinetics, in vivo and in vitro, partially reversible depending on inhibitor concentration
swainsonine
-
20 nM, 50% inhibition
swainsonine
-
alpha-mannosidase III, IC50: 10 nM
swainsonine
binding structure, overview
swainsonine
-
i.e. (1S,2R,8R,8aR)-trihydroxyindolizidine; very strong
swainsonine
-
very strong
Zn2+

-
9% inhibition at 1 mM
Zn2+
-
10 mM: 40% inhibition, 2.5 mM: no inhibition
Zn2+
-
alpha-mannosidase III
additional information

no inhibition of recombinant GMII by EDTA
-
additional information
-
not inhibited by EDTA
-
additional information
-
not inhibited by Ca2+; not inhibited by Mn2+, Mg2+
-
additional information
-
not inhibited by N-acetylmannostatin A
-
additional information
-
simulations of ligand/inhibitor binding
-
additional information
-
inhibitor synthesis, overview
-
additional information
-
inhibitor design and synthesis, and cytototxic effect in vivo, overview. 2-[(Benzylamino)methyl]pyrrolidine-3,4-diol derivatives as alpha-mannosidase inhibitors and with antitumor activities against hematological and solid malignancies
-
additional information
-
not inhibited by alpha-D-mannose
-
additional information
-
not inhibited by Co2+, Zn2+; not inhibited by EDTA; not inhibited by Tris-Cl, iodoacetamide, alpha-methylmannoside; not inhibited by Tris-maleate
-
additional information
-
not inhibited by chelating agents, 0.1 mM 1,10-phenanthroline, 1 mM 2,2'-dipyridyl, 250 mM glucose, 250 mM galactose; not inhibited by EDTA; not inhibited by Mn2+, Mg2+
-
additional information
-
not inhibited by N-acetylmannostatin A
-
additional information
-
not inhibited by Tris-maleate
-
additional information
-
-
-
additional information
-
not inhibited by EDTA
-
additional information
-
effect of tunicamycin and castanospermine on the production of the 3 forms of alpha-mannosidase III
-
additional information
-
not inhibited by castanospermine, deoxynojirimycin; not inhibited by deoxymannojirimycin
-
additional information
-
not inhibited by Co2+, Zn2+; not inhibited by deoxymannojirimycin; not inhibited by EDTA; not inhibited by EGTA, 6-epicastanospermine, 2-episwainsonine, a trisaccharide of mannose residues linked in alpha-1,2-linkages, a tetrasaccharide of mannose with the nonreducing mannose linked in alpha-1,3-linkage to an alpha-1,2-linked trisaccharide of mannose; not inhibited by Mn2+, Mg2+
-
additional information
-
not inhibited by N-acetylmannostatin A
-
additional information
-
not inhibited by Mn2+, Mg2+
-
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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
; pH 5.6
0.013
glucoimidazole
; pH 5.6
0.002
mannoimidazole
; pH 5.6
0.00021
mannostatin
-
reaction volume containing 4-methylumbelliferyl alpha-D-mannopyranoside, sodium acetate pH 5.6 and ZnCl at 37°C
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
; pH 5.6
0.02
noeuromycin
; pH 5.6
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
-
0.000135
(2S,3R,4S)-2-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)pyrrolidine-3,4-diol

-
-
0.0233
(2S,3R,4S)-2-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)pyrrolidine-3,4-diol
-
extracted from endothelial cells HCEC
0.0325
(2S,3R,4S)-2-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)pyrrolidine-3,4-diol
-
extracted from human glioblastoma cells LN18
0.0415
(2S,3R,4S)-2-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)pyrrolidine-3,4-diol
-
extracted from human glioblastoma cells LNZ308
0.067
(2S,3R,4S)-2-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)pyrrolidine-3,4-diol
-
-
0.000206
(3R,4R,5S)-3,4-dihydroxy-5-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)-1-methylpyrrolidin-2-one

-
-
0.00055
(3R,4R,5S)-3,4-dihydroxy-5-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)-1-methylpyrrolidin-2-one
-
extracted from human glioblastoma cells LNZ308
0.00067
(3R,4R,5S)-3,4-dihydroxy-5-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)-1-methylpyrrolidin-2-one
-
extracted from endothelial cells HCEC
0.001
(3R,4R,5S)-3,4-dihydroxy-5-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)-1-methylpyrrolidin-2-one
-
-
0.0032
(3R,4R,5S)-3,4-dihydroxy-5-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)-1-methylpyrrolidin-2-one
-
extracted from human glioblastoma cells LN18
0.004
(3R,4R,5S)-3,4-dihydroxy-5-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)pyrrolidin-2-one

-
-
0.022
(3R,4R,5S)-3,4-dihydroxy-5-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)pyrrolidin-2-one
-
-
0.4
1-deoxymannojirimycin

-
0.75
1-deoxymannojirimycin
-
pH 5.5, liver lysosomal fraction
5
kifunensine

pH 5.6
5.2
kifunensine
-
pH 5.75, 37°C
0.000036
Mannostatin A

-
-
0.000036
Mannostatin A
-
;
0.0000105
swainsonine

-
pH 5.75, 37°C
0.00002
swainsonine
; pH 5.6
0.003
swainsonine
-
pH 5.75, 25°C
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
0.00025
(1S,2R,5R,8R,8aR)-5-[2-(4-tert-butylphenyl)ethyl]octahydroindolizine-1,2,8-triol
Drosophila melanogaster;
-
pH 5.75, 25°C
0.000044
(1S,2R,5S,8R,8aR)-5-[2-(4-tert-butylphenyl)ethyl]octahydroindolizine-1,2,8-triol
Drosophila melanogaster;
-
pH 5.75, 25°C
0.8
(2R,3R,4S)-2-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)pyrrolidine-3,4-diol
Drosophila melanogaster;
-
-
0.72
(2R,3R,4S)-2-([[(1S)-2-hydroxy-1-phenylethyl]amino]methyl)pyrrolidine-3,4-diol
Drosophila melanogaster;
-
-
1
(2R,3R,4S,5R)-2-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)-5-methylpyrrolidine-3,4-diol
Drosophila melanogaster;
-
-
0.025 - 0.05
(2S,3R,4S)-2-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)pyrrolidine-3,4-diol
0.075 - 0.2
(2S,3R,4S)-2-[([(1R)-2-[(4-bromophenyl)(hydroxy)methoxy]-1-phenylethyl]amino)methyl]pyrrolidine-3,4-diol
0.0005 - 0.002
(3R,4R,5S)-3,4-dihydroxy-5-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)-1-methylpyrrolidin-2-one
0.05 - 0.35
(3R,4R,5S)-3,4-dihydroxy-5-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)pyrrolidin-2-one
0.00075 - 0.075
(3R,4R,5S)-5-[([(1R)-2-[(4-bromophenyl)(hydroxy)methoxy]-1-phenylethyl]amino)methyl]-3,4-dihydroxy-1-methylpyrrolidin-2-one
0.075 - 0.75
(3R,4R,5S)-5-[([(1R)-2-[(4-bromophenyl)(hydroxy)methoxy]-1-phenylethyl]amino)methyl]-3,4-dihydroxypyrrolidin-2-one
2.5
(RS)-2-phenylethyl alpha-D-mannopyranosyl sulfoxide
Homo sapiens;
-
in 50 mM sodium acetate buffer pH 5.8, at 37°C
-
0.000029
1-(4-methylphenyl)-2-[(1S,2R,5R,8R,8aR)-1,2,8-trihydroxyoctahydroindolizin-5-yl]ethanone
Drosophila melanogaster;
-
pH 5.75, 25°C
0.000029
1-(4-tert-butylphenyl)-2-[(1S,2R,5R,8R,8aR)-1,2,8-trihydroxyoctahydroindolizin-5-yl]ethanone
Drosophila melanogaster;
-
pH 5.75, 25°C
0.00025
1-(4-tert-butylphenyl)-2-[(1S,2R,5S,8R,8aR)-1,2,8-trihydroxyoctahydroindolizin-5-yl]ethanone
Drosophila melanogaster;
-
pH 5.75, 25°C
0.00003
1-phenyl-2-[(1S,2R,5R,8R,8aR)-1,2,8-trihydroxyoctahydroindolizin-5-yl]ethanone
Drosophila melanogaster;
-
pH 5.75, 25°C
1.5
2-phenylethyl alpha-D-mannopyranosyl sulfone
Homo sapiens;
-
in 50 mM sodium acetate buffer pH 5.8, at 37°C
0.014
8-epi-lentiginosine
Drosophila melanogaster;
-
-
2
benzyl alpha-D-mannopyranosyl sulfone
Homo sapiens;
-
in 50 mM sodium acetate buffer pH 5.8, at 37°C
-
0.00009 - 0.0004
D-mannonolactam amidrazone
2
di-epi-swainsonine
Drosophila melanogaster;
-
-
0.00001 - 0.00013
Mannostatin A
0.000005 - 0.00005
swainsonine
0.025
(2S,3R,4S)-2-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)pyrrolidine-3,4-diol

Homo sapiens;
-
extracted from endothelial cells HCEC
0.05
(2S,3R,4S)-2-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)pyrrolidine-3,4-diol
Homo sapiens;
-
extracted from human glioblastoma cells LN18; extracted from human glioblastoma cells LNZ308
0.075
(2S,3R,4S)-2-[([(1R)-2-[(4-bromophenyl)(hydroxy)methoxy]-1-phenylethyl]amino)methyl]pyrrolidine-3,4-diol

Homo sapiens;
-
extracted from endothelial cells HCEC; extracted from human glioblastoma cells LNZ308
0.2
(2S,3R,4S)-2-[([(1R)-2-[(4-bromophenyl)(hydroxy)methoxy]-1-phenylethyl]amino)methyl]pyrrolidine-3,4-diol
Homo sapiens;
-
extracted from human glioblastoma cells LN18
0.0005
(3R,4R,5S)-3,4-dihydroxy-5-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)-1-methylpyrrolidin-2-one

Homo sapiens;
-
extracted from endothelial cells HCEC; extracted from human glioblastoma cells LNZ308
0.002
(3R,4R,5S)-3,4-dihydroxy-5-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)-1-methylpyrrolidin-2-one
Homo sapiens;
-
extracted from human glioblastoma cells LN18
0.05
(3R,4R,5S)-3,4-dihydroxy-5-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)pyrrolidin-2-one

Homo sapiens;
-
extracted from human glioblastoma cells LNZ308
0.075
(3R,4R,5S)-3,4-dihydroxy-5-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)pyrrolidin-2-one
Homo sapiens;
-
extracted from endothelial cells HCEC
0.35
(3R,4R,5S)-3,4-dihydroxy-5-([[(1R)-2-hydroxy-1-phenylethyl]amino]methyl)pyrrolidin-2-one
Homo sapiens;
-
extracted from human glioblastoma cells LN18
0.00075
(3R,4R,5S)-5-[([(1R)-2-[(4-bromophenyl)(hydroxy)methoxy]-1-phenylethyl]amino)methyl]-3,4-dihydroxy-1-methylpyrrolidin-2-one

Homo sapiens;
-
extracted from endothelial cells HCEC
0.0075
(3R,4R,5S)-5-[([(1R)-2-[(4-bromophenyl)(hydroxy)methoxy]-1-phenylethyl]amino)methyl]-3,4-dihydroxy-1-methylpyrrolidin-2-one
Homo sapiens;
-
extracted from human glioblastoma cells LNZ308
0.075
(3R,4R,5S)-5-[([(1R)-2-[(4-bromophenyl)(hydroxy)methoxy]-1-phenylethyl]amino)methyl]-3,4-dihydroxy-1-methylpyrrolidin-2-one
Homo sapiens;
-
extracted from human glioblastoma cells LN18
0.075
(3R,4R,5S)-5-[([(1R)-2-[(4-bromophenyl)(hydroxy)methoxy]-1-phenylethyl]amino)methyl]-3,4-dihydroxypyrrolidin-2-one

Homo sapiens;
-
extracted from endothelial cells HCEC
0.15
(3R,4R,5S)-5-[([(1R)-2-[(4-bromophenyl)(hydroxy)methoxy]-1-phenylethyl]amino)methyl]-3,4-dihydroxypyrrolidin-2-one
Homo sapiens;
-
extracted from human glioblastoma cells LNZ308
0.75
(3R,4R,5S)-5-[([(1R)-2-[(4-bromophenyl)(hydroxy)methoxy]-1-phenylethyl]amino)methyl]-3,4-dihydroxypyrrolidin-2-one
Homo sapiens;
-
extracted from human glioblastoma cells LN18
0.00009 - 0.0001
D-mannonolactam amidrazone

Vigna radiata;
-
equally as effective as mannostatin A, IC50: 90-100 nM
0.0004
D-mannonolactam amidrazone
Canis lupus familiaris;
-
IC50: 400 nM
0.00001
Mannostatin A

Vigna radiata;
-
very potent inhibitor, competitive, IC50: about 10 nM with 4-nitrophenyl alpha-D-mannoside as substrate, about 90 nM with GlcNAc(Man)5GlcNAc as substrate, equally potent as swainsonine
0.00013
Mannostatin A
Homo sapiens;
-
in 50 mM sodium acetate buffer pH 5.8, at 37°C
0.000005
swainsonine

Homo sapiens;
-
in 50 mM sodium acetate buffer pH 5.8, at 37°C
0.00001
swainsonine
Spodoptera frugiperda;
-
alpha-mannosidase III, IC50: 10 nM
0.00001
swainsonine
Homo sapiens;
-
extracted from endothelial cells HCEC
0.000017
swainsonine
Drosophila melanogaster;
-
-
0.00002
swainsonine
Homo sapiens;
-
extracted from human glioblastoma cells LNZ308
0.000037
swainsonine
Drosophila melanogaster;
-
pH 5.75, 25°C
0.00005
swainsonine
Homo sapiens;
-
extracted from human glioblastoma cells LN18
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