Information on EC 1.1.1.222 - (R)-4-hydroxyphenyllactate dehydrogenase

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
1.1.1.222
-
RECOMMENDED NAME
GeneOntology No.
(R)-4-hydroxyphenyllactate dehydrogenase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
(R)-3-(4-hydroxyphenyl)lactate + NAD(P)+ = 3-(4-hydroxyphenyl)pyruvate + NAD(P)H + H+
show the reaction diagram
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-
-
-
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
oxidation
-
-
-
-
redox reaction
-
-
-
-
reduction
-
-
-
-
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Phenylalanine metabolism
-
-
rosmarinic acid biosynthesis I
-
-
Tropane, piperidine and pyridine alkaloid biosynthesis
-
-
Tyrosine metabolism
-
-
SYSTEMATIC NAME
IUBMB Comments
(R)-3-(4-hydroxyphenyl)lactate:NAD(P)+ 2-oxidoreductase
Also acts, more slowly, on (R)-3-phenyllactate, (R)-3-(indol-3-yl)lactate and (R)-lactate.
CAS REGISTRY NUMBER
COMMENTARY hide
101754-02-3
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
-
-
-
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
2-ketoisopentanoate + NAD(P)H
2-hydroxyisopentanoate + NAD(P)+
show the reaction diagram
-
poor substrate
-
-
r
2-oxobutyrate + NAD(P)H + H+
2-hydroxybutyrate + NAD(P)+
show the reaction diagram
-
poor substrate
-
-
r
3-(4-hydroxyphenyl)pyruvate + NAD(P)H
(R)-3-(4-hydroxyphenyl)lactate + NAD(P)+
show the reaction diagram
indolepyruvate + NAD(P)H
indolelactate + NAD(P)+
show the reaction diagram
phenylpyruvate + NAD(P)H
D-phenyllactate + NAD(P)+
show the reaction diagram
-
reduction at 27% the rate of p-hydroxyphenylpyruvate reduction
-
r
pyruvate + NAD(P)H + H+
lactate + NAD(P)+
show the reaction diagram
-
poor substrate
-
-
r
additional information
?
-
-
best substrate for oxidation is p-hydroxyphenyllactate, D-phenyllactate is oxidized at 75% and indolelactate at 52% the rate of p-hydroxyphenyllactate
-
-
-
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
3-(4-hydroxyphenyl)pyruvate + NAD(P)H
(R)-3-(4-hydroxyphenyl)lactate + NAD(P)+
show the reaction diagram
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Fe2+
-
inhibitory
Zn2+
-
inhibitory
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1,10-phenanthroline
-
-
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.083
D-phenyllactate
-
-
0.094
indolelactate
-
-
0.067
Indolepyruvate
-
-
0.093
NAD+
-
-
0.0077
NADH
-
-
0.021
NADP+
-
-
0.0086
NADPH
-
-
0.076
p-hydroxyphenyllactate
-
-
0.044
p-hydroxyphenylpyruvate
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-
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
4.5
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crude extract
1170
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purified enzyme
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6.5
-
reduction
9.5
-
oxidation
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
20 - 60
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-
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
68000
-
4 * 68000, SDS-PAGE, gel filtration chromatography
250000
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gel filtration
280000
-
glycerol density gradient centrifugation
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
tetramer
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4 * 68000, SDS-PAGE, gel filtration chromatography
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
40
-
significant loss of activity above 40°C
GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
unstable in buffers without glycerol, stabilized by adding 30-50% glycerol to the buffer
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Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE