Ligand arbutin

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Basic Ligand Information

Molecular Structure
Picture of arbutin (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C12H16O7
arbutin
BJRNKVDFDLYUGJ-RMPHRYRLSA-N
Synonyms:
(4-hydroxyphenyl)-beta-D-glucopyranoside, 4-beta-D-glucopyranosyloxyphenol, 4-hydroxyphenyl-beta-D-glucopyranoside, arbutine, beta-arbutin, hydroquinone-beta-D-glucopyranoside, hydroquinone-beta-D-glucoside, hydroquinone-O-beta-D-glucopyranoside, hydroquinone glucoside, hydroquinone O-beta-D-glucoside, p-hydroxyphenyl-beta-D-glucoside

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
arbutin + H2O = 4-hydroxyphenol + beta-D-glucose
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
UDP-glucose + hydroquinone = UDP + hydroquinone-O-beta-D-glucopyranoside
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (24 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
arbutin + acceptor = ?
show the reaction diagram
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4-hydroxyphenyl-beta-D-glucopyranoside + acceptor = ?
show the reaction diagram
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beta-arbutin + O2 = ?
show the reaction diagram
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arbutin + alpha-D-glucose 1-phosphate = 1,3-beta-D-glucosylarbutin + phosphate
show the reaction diagram
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alpha-D-glucose 1-phosphate + arbutin = ?
show the reaction diagram
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ATP + arbutin = ADP + arbutin 6-phosphate
show the reaction diagram
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phosphatidylglycerol + p-hydroxyphenyl-beta-D-glucoside = sn-1,2-diacylglycerol + p-hydroxyphenyl-beta-D-glucoside-6-phosphoglycerol
show the reaction diagram
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diacylphosphatidylethanolamine + arbutin = diacylglycerol + ?
show the reaction diagram
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arbutin + H2O = D-glucose + benzene-1,4-diol
show the reaction diagram
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arbutin + H2O = D-glucose + ?
show the reaction diagram
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arbutin + H2O = ?
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (9 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
UDP-glucose + hydroquinone = UDP + hydroquinone O-beta-D-glucoside
show the reaction diagram
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UDPglucose + hydroquinone = UDP + 4-beta-D-glucopyranosyloxyphenol
show the reaction diagram
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sucrose + hydroquinone = D-fructose + hydroquinone glucoside
show the reaction diagram
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UDPglucose + hydroquinone = UDP + hydroquinone glucoside
show the reaction diagram
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phlorhizin + H2O = 3-(4-hydroxyphenyl)propanoate + arbutin
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
stimulate
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arbutin is also a substrate for phosphoethanolamine transferase stimulating its activity, increasing phosphatidylethanolamine turnover leading to accumulation of diacylglycerol toxic for bacteria
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Inhibitor in Enzyme-catalyzed Reactions (22 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
no enzyme activity at 5 mM
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at 5 mM, competitive to membrane-derived oligosaccharides
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20 mg/ml, 30% inhibition
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Enzyme Kinetic Parameters

kcat Value (Turnover Number) (6 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE

KM Value (13 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
2
3
pH 4.5, 37ºC
0.021
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pH 6.5, 30°C

Ki Value (2 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE

IC50 Value (13 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE

References & Links

Links to other databases for arbutin

ChEBI
PubChem
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PubChem