Information on EC 2.4.1.178 - hydroxymandelonitrile glucosyltransferase

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The enzyme appears in viruses and cellular organisms

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EC NUMBER
COMMENTARY hide
2.4.1.178
-
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RECOMMENDED NAME
GeneOntology No.
hydroxymandelonitrile glucosyltransferase
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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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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
3,4-dihydroxymandelonitrile beta-D-glucose biosynthesis
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-
taxiphyllin biosynthesis
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-
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SYSTEMATIC NAME
IUBMB Comments
UDP-glucose:4-hydroxymandelonitrile glucosyltransferase
3,4-Dihydroxymandelonitrile can also act as acceptor.
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CAS REGISTRY NUMBER
COMMENTARY hide
89287-39-8
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
wild black cherry
-
-
Manually annotated by BRENDA team
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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
-
-
-
?
UDP-glucose + 3,4-dihydroxymandelonitrile
UDP + 3,4-dihydroxymandelonitrile glucoside
show the reaction diagram
-
-
-
?
UDP-glucose + 4-hydroxymandelonitrile
UDP + taxiphyllin
show the reaction diagram
UDP-glucose + benzoic acid
UDP + benzoyl-beta-D-glucoside
show the reaction diagram
-
-
-
-
?
UDP-glucose + benzyl alcohol
UDP + benzyl-beta-D-glucoside
show the reaction diagram
-
-
-
-
?
UDP-glucose + mandelamide
?
show the reaction diagram
-
-
-
-
?
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
-
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
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.32 - 0.5
UDP-glucose
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.001
-
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
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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
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pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5.8 - 9.3
-
about 50% of activity maximum
6 - 9.5
-
about 50% of activity maximum at pH 6 and pH 9.5
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TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
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SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
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LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
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MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
47000
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1 * 47000, SDS-PAGE
50000
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gel filtration
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SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
monomer
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1 * 47000, SDS-PAGE
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pH STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7.5
-
unstable below, crude enzyme extract
587060
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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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LINKS TO OTHER DATABASES (specific for EC-Number 2.4.1.178)
ExplorEnz
ExPASy
KEGG
MetaCyc
SABIO-RK
NCBI: PubMed, Protein, Nucleotide, Structure, Genome, OMIM
IUBMB Enzyme Nomenclature
PROSITE Database of protein families and domains
InterPro (database of protein families, domains and functional sites)