Information on EC 1.1.1.237 - hydroxyphenylpyruvate reductase

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UNIPROT: F1T2J9

The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
1.1.1.237
-
RECOMMENDED NAME
GeneOntology No.
hydroxyphenylpyruvate reductase
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
oxidation
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-
-
-
redox reaction
-
-
-
-
reduction
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-
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
rosmarinic acid biosynthesis I
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rosmarinic acid biosynthesis II
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suberin monomers biosynthesis
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Ubiquinone and other terpenoid-quinone biosynthesis
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Tyrosine metabolism
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Phenylalanine metabolism
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Tropane, piperidine and pyridine alkaloid biosynthesis
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Biosynthesis of secondary metabolites
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SYSTEMATIC NAME
IUBMB Comments
4-hydroxyphenyllactate:NAD+ oxidoreductase
Also acts on 3-(3,4-dihydroxyphenyl)lactate. Involved with EC 2.3.1.140 rosmarinate synthase in the biosynthesis of rosmarinic acid.
CAS REGISTRY NUMBER
COMMENTARY hide
117590-77-9
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
physiological function
Wickerhamia fluorescens efficiently converts phenylalanine and phenylpyruvate to D-phenyllactate. These compounds up-regulate the transcription of enzyme gene pprA
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
4-hydroxyphenylpyruvate + NADPH + H+
D-(4-hydroxyphenyl)lactate + NADP+
show the reaction diagram
-
-
-
?
glyoxylate + NADPH + H+
glycolate + NADP+
show the reaction diagram
-
-
-
?
hydroxypyruvate + NADH + H+
D-glycerate + NAD+
show the reaction diagram
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-
-
?
phenylpyruvate + NADPH + H+
D-phenyllactate + NADP+
show the reaction diagram
more than 99.9% D-isomer, L-isomer below limits of detection
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?
additional information
?
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no substrates: pyruvate, oxaloacetate or benzoylformate
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
NADH
NADPH is preferred over NADH
NADPH
preferred over NADH
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
Cu2+
1 mM, less than 10% residual activity
Fe2+
1 mM, less than 10% residual activity
Hg2+
1 mM, less than 10% residual activity
WO42-
1 mM, less than 10% residual activity
Zn2+
1 mM, less than 10% residual activity
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
18.9
glyoxylate
pH 6.5, 25C
0.64
hydroxyphenylpyruvate
pH 6.5, 25C
3.5
Hydroxypyruvate
pH 6.5, 25C
0.1
NADH
pH 6.5, 25C
0.01
NADPH
pH 6.5, 25C
0.4
phenylpyruvate
pH 6.5, 25C
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
19
glyoxylate
pH 6.5, 25C
73
hydroxyphenylpyruvate
pH 6.5, 25C
9.1
Hydroxypyruvate
pH 6.5, 25C
31
NADH
pH 6.5, 25C
121
NADPH
pH 6.5, 25C
150
phenylpyruvate
pH 6.5, 25C
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1
glyoxylate
pH 6.5, 25C
110
hydroxyphenylpyruvate
pH 6.5, 25C
2.6
Hydroxypyruvate
pH 6.5, 25C
310
NADH
pH 6.5, 25C
12000
NADPH
pH 6.5, 25C
380
phenylpyruvate
pH 6.5, 25C
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
40000
2 * 40000, SDS-PAGE, 2 * 40300, calculated
40300
2 * 40000, SDS-PAGE, 2 * 40300, calculated
75000
gel filtration
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
dimer
2 * 40000, SDS-PAGE, 2 * 40300, calculated
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expression in Escherichia coli
EXPRESSION
ORGANISM
UNIPROT
LITERATURE
presence of phenylalanine results in up to 40fold increase in transcripts