Ligand methyl beta-D-glucoside

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Basic Ligand Information

Molecular Structure
Picture of methyl beta-D-glucoside (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C7H14O6
methyl beta-D-glucoside
HOVAGTYPODGVJG-XUUWZHRGSA-N
Synonyms:
(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol, 1-O-methyl-beta-D-glucose, 1-O-methyl-beta-D-glucoside, 1-O-methyl-beta-D-glucosylpyranoside, beta-methyl-D-glucoside, beta-methyl D-glucoside, beta-methylglucose, beta-methylglucoside, beta-methyl glucoside, methyl-beta-D-glucopyranose, methyl-beta-D-glucopyranoside, methyl-beta-D-glucose, methyl-beta-D-glucoside, methyl-beta-glucoside, methyl-D-glucopyranoside, methyl beta-D-glucopyranoside, methyl beta-glucoside

Roles as Enzyme Ligand

Substrate in Enzyme-catalyzed Reactions (35 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
1-O-methyl-beta-D-glucosylpyranoside + O2 = 1-O-methyl-beta-D-gluco-hexodialdose + H2O2
show the reaction diagram
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acetyl-CoA + methyl beta-D-glucopyranoside = CoA + methyl 6-O-acetyl-beta-D-glucopyranoside
show the reaction diagram
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sucrose + methyl-beta-D-glucopyranoside = methyl beta-isomaltoside + methyl beta-isomaltotrioside + methyl alpha-D-glucopyranosyl-(1,3)-alpha-D-glucopyranosyl-(1,6)-beta-D-glucopyranoside + beta-D-fructofuranose
show the reaction diagram
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cyclomaltohexaose + methyl beta-D-glucopyranoside = maltodextrin glycoside
show the reaction diagram
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methyl-beta-D-glucoside + starch = methyl-beta-isomaltoside + ?
show the reaction diagram
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alpha-D-glucose 1-phosphate + methyl beta-D-glucoside = ? + phosphate
show the reaction diagram
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starch + methyl-beta-D-glucoside = ?
show the reaction diagram
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methyl beta-D-glucoside + alpha-D-mannose 1-phosphate = methyl [4-O-beta-D-mannopyranosyl]-beta-D-glucopyranoside + phosphate
show the reaction diagram
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beta-methylglucoside + alpha-D-glucose 1-phosphate = 1,3-beta-D-glucosyl-beta-methylglucoside + phosphate
show the reaction diagram
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alpha-D-glucose 1-phosphate + methyl beta-D-glucoside = ?
show the reaction diagram
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methyl beta-D-glucoside + alpha-D-glucose 1-phosphate = ? + phosphate
show the reaction diagram
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ATP + methyl beta-D-glucoside = ADP + methyl beta-D-glucoside 6-phosphate
show the reaction diagram
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methyl beta-D-glucopyranoside + H2O = methanol + beta-D-glucose
show the reaction diagram
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methyl-beta-D-glucoside + H2O = methanol + beta-D-glucose
show the reaction diagram
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methyl beta-D-glucoside + H2O = methanol + D-glucose
show the reaction diagram
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beta-methylglucoside + H2O = methanol + beta-D-glucose
show the reaction diagram
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methyl beta-D-glucopyranoside + H2O = methanol + beta-D-glucose
show the reaction diagram
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beta-methyl D-glucoside + H2O = ?
show the reaction diagram
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beta-Methyl-D-glucoside + alpha-D-glucose 1-phosphate = beta-Methyl-D-glucoside 6-phosphate + D-glucose
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (6 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
cellobiose + methanol = methyl-beta-D-glucopyranoside + beta-D-glucose
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
1 M, 11fold stimulation
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stimulate
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Inhibitor in Enzyme-catalyzed Reactions (9 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
E 192, 76% inhibition
-
inhibitor of isoforms EIICBAGlc1 and EIICBAGlc2
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52% inhibition by 62 mM
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3D Structure of Enzyme-Ligand-Complex (PDB) (162 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (4 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
35.2
-
apparent value, pH 6.5, 37°C, synthetic reaction, cosubstrate alpha-D-mannose 1-phosphate
35
-
pH 6.0, 90°C

KM Value (15 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
85.2
-
apparent value, pH 6.5, 37°C, synthetic reaction, cosubstrate alpha-D-mannose 1-phosphate
40.74
-
pH 6.0, 90°C

Ki Value (10 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.68
-
pH and temperature not specified in the publication

References & Links

Links to other databases for methyl beta-D-glucoside

ChEBI
PubChem
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PubChem