Information on EC 1.1.3.46 - 4-hydroxymandelate oxidase

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
1.1.3.46
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RECOMMENDED NAME
GeneOntology No.
4-hydroxymandelate oxidase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
(S)-4-hydroxymandelate + O2 = 2-(4-hydroxyphenyl)-2-oxoacetate + H2O2
show the reaction diagram
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Biosynthesis of antibiotics
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Biosynthesis of vancomycin group antibiotics
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Monobactam biosynthesis
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SYSTEMATIC NAME
IUBMB Comments
(S)-4-hydroxymandelate:oxygen 1-oxidoreductase
A flavoprotein (FMN). The enzyme from the bacterium Amycolatopsis orientalis is involved in the biosynthesis of L-(4-hydroxyphenyl)glycine and L-(3,5-dihydroxyphenyl)glycine, two non-proteinogenic amino acids occurring in the vancomycin group of antibiotics.
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
physiological function
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the enzyme is involed in the biosynthesis of L-(4-hydroxyphenyl)glycine and L-(3,5-dihydroxyphenyl)glycine, two non-proteinogenic amino acids occurring in the vancomycin group of antibiotics
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(S)-2-hydroxy-2-(4-hydroxyphenyl)acetate + O2
2-(4-hydroxyphenyl)-2-oxoacetate + H2O2
show the reaction diagram
(S)-3,5-dihydroxymandelate + O2
2-(3,5-dihydroxyphenyl)-2-oxoacetate + H2O2
show the reaction diagram
(S)-4-hydroxymandelate + O2
2-(4-hydroxyphenyl)-2-oxoacetate + H2O2
show the reaction diagram
(S)-mandelate + O2
2-phenyl-2-oxoacetate
show the reaction diagram
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no activity with (R)-mandelate
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-
?
4-hydroxyphenylpyruvate + O2
phenylpyruvate + H2O2
show the reaction diagram
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
(S)-2-hydroxy-2-(4-hydroxyphenyl)acetate + O2
2-(4-hydroxyphenyl)-2-oxoacetate + H2O2
show the reaction diagram
(S)-3,5-dihydroxymandelate + O2
2-(3,5-dihydroxyphenyl)-2-oxoacetate + H2O2
show the reaction diagram
-
the enzyme is involed in the biosynthesis of (S)-4-hydroxyphenylglycine and (S)-3,5-dihydroxyphenylglycine, two non-proteinogenic amino acids occurring in the vancomycin group of antibiotics
-
-
?
(S)-4-hydroxymandelate + O2
2-(4-hydroxyphenyl)-2-oxoacetate + H2O2
show the reaction diagram
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
310
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pH and temperature not specified in the publication
1822
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pH and temperature not specified in the publication
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
39863
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x * 39863, electrospray ionization mass spectrometry
39864
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x * 39864, calculated from sequence
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
?
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x * 39863, electrospray ionization mass spectrometry; x * 39864, calculated from sequence
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
HisTrap affinity column chromatography
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expressed in Escherichia coli BL21(DE3) cells
expressed in Escherichia coli Top10 cells
expression in Escherichia coli