Information on EC 2.4.1.B65 - 4-hydroxy-3-methoxybenzyl alcohol alpha-D-glucosyltransferase

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The expected taxonomic range for this enzyme is: Saccharomyces cerevisiae

EC NUMBER
COMMENTARY hide
2.4.1.B65
preliminary BRENDA-supplied EC number
RECOMMENDED NAME
GeneOntology No.
4-hydroxy-3-methoxybenzyl alcohol alpha-D-glucosyltransferase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
vanillyl alcohol + maltose = 4-hydroxy-3-methoxybenzyl alpha-D-glucopyranoside + D-glucose
show the reaction diagram
SYSTEMATIC NAME
IUBMB Comments
4-hydroxy-3-methoxybenzyl alcohol:maltose alpha-D-glucosyltransferase
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
vanillyl alcohol + maltose
4-hydroxy-3-methoxybenzyl alpha-D-glucopyranoside + D-glucose
show the reaction diagram
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-
-
?
vanillyl alcohol + maltose
vanillyl alcohol alpha-D-glucoside + D-glucose
show the reaction diagram
vanillyl alcohol alpha-D-glucoside + maltose
vanillyl alcohol alpha-D-isomaltoside + D-glucose
show the reaction diagram
-
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at low vanillyl alcohol concentrations up to 50 mM, or if the reaction is prolonged to 3 h at higher concentrations of vanillyl alcohol, additional transglucosylation product vanillyl alcohol alpha-isomaltoside is detected. The transglucosidation takes place at the C6 hydroxyl group of vanillyl alcohol alpha-D-glucoside
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?
additional information
?
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enzyme additionally catalyses the reaction of alpha-glucosidase/maltase, EC 3.2.1.20. The Km value of the enzyme for maltose in the synthetic reaction to vanillyl alcohol alpha-glucoside is about two times smaller than in maltose hydrolysis
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INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
Vanillyl alcohol
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
3.09 - 46
maltose
12.96
Vanillyl alcohol
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pH 6.6, 37°C
26.24
vanillyl alcohol alpha-D-glucoside
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pH 6.6, 37°C
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
8.94
Vanillyl alcohol
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pH 6.6, 37°C
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
63000
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x * 63000, SDS-PAGE
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
?
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x * 63000, SDS-PAGE
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
medicine
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reaction product vanillyl alcohol alpha-D-glucoside shows good antioxidant activity as well as stability in gastrointestinal tract. It is hydrolyzed on brush border membrane of enterocytes, so it can serve in protecting the gastrointestinal system from oxidation
synthesis
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at optimum reaction temperature of 37°C, optimal maltose concentration of 60% (w/v), optimal pH 6.6, and optimal concentration of vanillyl alcohol of 158 mM, yield of vanillyl alcohol alpha-D-glucoside is 90 mM with no by product formation. This compound shows good antioxidant activity as well as stability in gastrointestinal tract. It is hydrolyzed on brush border membrane of enterocytes, so it can serve in protecting the gastrointestinal system from oxidation