Information on EC 2.4.1.178 - hydroxymandelonitrile glucosyltransferase

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
2.4.1.178
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RECOMMENDED NAME
GeneOntology No.
hydroxymandelonitrile glucosyltransferase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
UDP-glucose + 4-hydroxymandelonitrile = UDP + taxiphyllin
show the reaction diagram
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
hexosyl group transfer
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-
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
3,4-dihydroxymandelonitrile beta-D-glucose biosynthesis
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taxiphyllin biosynthesis
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SYSTEMATIC NAME
IUBMB Comments
UDP-glucose:4-hydroxymandelonitrile glucosyltransferase
3,4-Dihydroxymandelonitrile can also act as acceptor.
CAS REGISTRY NUMBER
COMMENTARY hide
89287-39-8
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
wild black cherry
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Manually annotated by BRENDA team
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
UDP-glucose + (R,S)-mandelonitrile
UDP + (R)-prunasin
show the reaction diagram
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-
-
?
UDP-glucose + 3,4-dihydroxymandelonitrile
UDP + 3,4-dihydroxymandelonitrile glucoside
show the reaction diagram
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-
-
?
UDP-glucose + 4-hydroxymandelonitrile
UDP + taxiphyllin
show the reaction diagram
UDP-glucose + benzoic acid
UDP + benzoyl-beta-D-glucoside
show the reaction diagram
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-
-
-
?
UDP-glucose + benzyl alcohol
UDP + benzyl-beta-D-glucoside
show the reaction diagram
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-
-
-
?
UDP-glucose + mandelamide
?
show the reaction diagram
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-
-
-
?
UDP-glucose + mandelic acid
?
show the reaction diagram
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-
-
-
?
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
UDP-glucose + (R,S)-mandelonitrile
UDP + (R)-prunasin
show the reaction diagram
-
-
-
?
UDP-glucose + 4-hydroxymandelonitrile
UDP + taxiphyllin
show the reaction diagram
-
last step in biosynthesis of cyanogenic glucosides
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?
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
High salt concentrations
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160% activity observed at 0.6 M concentration of NaCl, KCl or ammonium sulfate with 4-hydroxymandelonitrile, and 20% activity observed at 0.1-0.2 M concentration with 3,4-dihydroxymandelonitrile
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.32 - 0.5
UDP-glucose
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.001
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mandelic acid
0.002
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benzyl alcohol
0.0025
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mandelamide
0.012
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S)-mandelonitrile
0.018
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benzoic acid
0.31
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3,4-dihydroxymandelonitrile
0.94
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4-hydroxymandelonitrile
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6.5 - 8.5
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7 - 8
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highest rates are realized in Tris-HCl buffer at pH 7.5
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5.8 - 9.3
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about 50% of activity maximum
6 - 9.5
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about 50% of activity maximum at pH 6 and pH 9.5
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
50000
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gel filtration
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
monomer
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1 * 47000, SDS-PAGE
pH STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7.5
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unstable below, crude enzyme extract
587060
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-20°C, 10% glycerol, 72% of 2 days crude extract stable for several weeks
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-20°C, 10% glycerol, crude extract stable for several weeks
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Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
method that includes chromatography on Sephadex G-25
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method that includes chromatography on Sephadex PD10 and DEAE-Sephadex
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