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Information on EC 1.1.1.237 - hydroxyphenylpyruvate reductase
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EC Tree
1.1.1.237 hydroxyphenylpyruvate reductaseIUBMB Comments
The enzyme participates in the biosynthesis of rosmarinic acid. It belongs to the family of D-isomer-specific 2-hydroxyacid dehydrogenases, and prefers NADPH to NADH.
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Word Map
- 1.1.1.237
-
rosmarinic
- coronary
- clopidogrel
-
post-treatment
- salvia
- miltiorrhiza
-
adp-induced
-
percutaneous
-
aggregometry
-
verifynow
-
antiplatelet
- lamiaceae
-
p-selectin
- cilostazol
- bunge
-
coleus
-
4-hydroxyphenyllactic
-
lithospermic
- blumei
The expected taxonomic range for this enzyme is: Eukaryota, Bacteria
Reaction Schemes
Synonyms
hppr, hydroxyphenylpyruvate reductase, 4-hydroxyphenylpyruvate reductase, hppr2, hppr3, hydroxy(phenyl)pyruvate reductase, h(p)pr, 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
4-hydroxyphenylpyruvate reductase
At1g79870
HPPR
HPPR2
HPPR3
HPR2
HPRP
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-
-
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hydroxyphenylpyruvic acid reductase
-
-
-
-
Ppr
pprA
HPPR
-
-
-
-
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
(R)-3-(3,4-dihydroxyphenyl)lactate + NAD(P)+ = 3-(3,4-dihydroxyphenyl)pyruvate + NAD(P)H + H+
(2)
-
-
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(R)-3-(4-hydroxyphenyl)lactate + NAD(P)+ = 3-(4-hydroxyphenyl)pyruvate + NAD(P)H + H+
(1)
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-
-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
oxidation
-
-
-
-
redox reaction
-
-
-
-
reduction
-
-
-
-
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PATHWAY SOURCE
PATHWAYS
KEGG
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SYSTEMATIC NAME
IUBMB Comments
(R)-3-(4-hydroxyphenyl)lactate:NAD(P)+ oxidoreductase
The enzyme participates in the biosynthesis of rosmarinic acid. It belongs to the family of D-isomer-specific 2-hydroxyacid dehydrogenases, and prefers NADPH to NADH.
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CAS REGISTRY NUMBER
COMMENTARY
117590-77-9
-
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
3,4-dihydroxyphenylpyruvate + NADPH + H+
3,4-dihydroxyphenyllactate + NADP+
Coleus scutellarioides
-
-
-
?
3,4-dihydroxyphenylpyruvate + NADPH + H+
3-(3,4-dihydroxyphenyl)lactate + NADP+
Coleus scutellarioides
-
-
-
r
3-methoxy-4-hydroxyphenylpyruvate + NADH + H+
3-(3-methoxy-4-hydroxyphenyl)lactate + NAD+
Coleus scutellarioides
-
-
-
-
?
beta-phenylpyruvate + NADH + H+
2-hydroxy-3-phenylpropanoate + NAD+
Coleus scutellarioides
-
-
-
-
r
3,4-dihydroxyphenylpyruvate + NADH + H+
3-(3,4-dihydroxyphenyl)lactate + NAD+
Coleus scutellarioides
-
-
-
?
3,4-dihydroxyphenylpyruvate + NADH + H+
3-(3,4-dihydroxyphenyl)lactate + NAD+
Coleus scutellarioides
-
-
-
r
3,4-dihydroxyphenylpyruvate + NADH + H+
3-(3,4-dihydroxyphenyl)lactate + NAD+
Coleus scutellarioides
-
-
-
r
3,4-dihydroxyphenylpyruvate + NADH + H+
3-(3,4-dihydroxyphenyl)lactate + NAD+
Coleus scutellarioides
-
-
-
r
3-(4-hydroxyphenyl)lactate + NAD+
4-hydroxyphenylpyruvate + NADH + H+
Coleus scutellarioides
-
-
-
-
?
3-(4-hydroxyphenyl)lactate + NAD+
4-hydroxyphenylpyruvate + NADH + H+
Coleus scutellarioides
-
biosynthesis of rosmarinic acid
-
?
3-(4-hydroxyphenyl)pyruvate + NADH + H+
3-(4-hydroxyphenyl)lactate + NAD+
Coleus scutellarioides
-
-
-
?
3-(4-hydroxyphenyl)pyruvate + NADH + H+
3-(4-hydroxyphenyl)lactate + NAD+
Coleus scutellarioides
-
-
-
r
3-(4-hydroxyphenyl)pyruvate + NADH + H+
3-(4-hydroxyphenyl)lactate + NAD+
-
-
-
?
3-(4-hydroxyphenyl)pyruvate + NADH + H+
3-(4-hydroxyphenyl)lactate + NAD+
-
-
-
r
3-(4-hydroxyphenyl)pyruvate + NADH + H+
3-(4-hydroxyphenyl)lactate + NAD+
-
-
-
?
3-(4-hydroxyphenyl)pyruvate + NADH + H+
3-(4-hydroxyphenyl)lactate + NAD+
-
-
-
?
3-(4-hydroxyphenyl)pyruvate + NADPH + H+
(R)-3-(4-hydroxyphenyl)lactate + NADP+
-
-
-
r
3-(4-hydroxyphenyl)pyruvate + NADPH + H+
(R)-3-(4-hydroxyphenyl)lactate + NADP+
best substrate
-
-
r
3-(4-hydroxyphenyl)pyruvate + NADPH + H+
(R)-3-(4-hydroxyphenyl)lactate + NADP+
-
-
-
r
3-(4-hydroxyphenyl)pyruvate + NADPH + H+
(R)-3-(4-hydroxyphenyl)lactate + NADP+
best substrate
-
-
r
3-(4-hydroxyphenyl)pyruvate + NADPH + H+
3-(4-hydroxyphenyl)lactate + NADP+
Coleus scutellarioides
-
-
-
?
3-(4-hydroxyphenyl)pyruvate + NADPH + H+
3-(4-hydroxyphenyl)lactate + NADP+
Coleus scutellarioides
substrate bindiing structure, docking study, overview
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-
r
4-hydroxyphenylpyruvate + NADH + H+
3-(4-hydroxyphenyl)lactate + NAD+
Coleus scutellarioides
-
-
-
?
4-hydroxyphenylpyruvate + NADH + H+
3-(4-hydroxyphenyl)lactate + NAD+
Coleus scutellarioides
-
-
-
r
4-hydroxyphenylpyruvate + NADH + H+
3-(4-hydroxyphenyl)lactate + NAD+
Coleus scutellarioides
-
-
-
r
4-hydroxyphenylpyruvate + NADPH + H+
3-(4-hydroxyphenyl)lactate + NADP+
-
-
-
?
4-hydroxyphenylpyruvate + NADPH + H+
3-(4-hydroxyphenyl)lactate + NADP+
-
-
-
?
4-hydroxyphenylpyruvate + NADPH + H+
4-hydroxyphenyllactate + NADP+
Coleus scutellarioides
-
-
-
-
r
4-hydroxyphenylpyruvate + NADPH + H+
4-hydroxyphenyllactate + NADP+
Coleus scutellarioides
-
-
-
?
4-hydroxyphenylpyruvate + NADPH + H+
4-hydroxyphenyllactate + NADP+
Coleus scutellarioides
the enzyme is involved in L-serine biosynthesis and rosmarinic acid biosynthesis
-
-
?
4-hydroxyphenylpyruvate + NADPH + H+
4-hydroxyphenyllactate + NADP+
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part of the metabolic pathway leading to rosmarinic acid and lithospermic acid B
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-
?
4-hydroxyphenylpyruvate + NADPH + H+
D-(4-hydroxyphenyl)lactate + NADP+
-
-
-
?
4-hydroxyphenylpyruvate + NADPH + H+
D-(4-hydroxyphenyl)lactate + NADP+
-
-
-
?
hydroxypyruvate + NADPH + H+
D-glycerate + NADP+
-
-
-
?
hydroxypyruvate + NADPH + H+
D-glycerate + NADP+
reaction of EC 1.1.1.81
-
-
?
hydroxypyruvate + NADPH + H+
D-glycerate + NADP+
reaction of EC 1.1.1.81
-
-
?
phenylpyruvate + NADPH + H+
D-phenyllactate + NADP+
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-
-
?
phenylpyruvate + NADPH + H+
D-phenyllactate + NADP+
-
-
-
?
phenylpyruvate + NADPH + H+
D-phenyllactate + NADP+
more than 99.9% D-isomer, L-isomer below limits of detection
-
-
?
phenylpyruvate + NADPH + H+
D-phenyllactate + NADP+
more than 99.9% D-isomer, L-isomer below limits of detection
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-
?
phenylpyruvate + NADPH + H+
phenyllactate + NADP+
-
-
-
?
additional information
?
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isoform HPPR2 has both hydroxyphenylpyruvate reductase and hydroxypyruvate reductase activities
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additional information
?
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isoform HPPR2 has both hydroxyphenylpyruvate reductase and hydroxypyruvate reductase activities
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additional information
?
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isoform HPPR2 has both hydroxyphenylpyruvate reductase and hydroxypyruvate reductase activities
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additional information
?
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isoform HPPR2 has both hydroxyphenylpyruvate reductase and hydroxypyruvate reductase activities
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-
-
additional information
?
-
isoform HPPR2 has both hydroxyphenylpyruvate reductase and hydroxypyruvate reductase activities
-
-
-
additional information
?
-
Coleus scutellarioides
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rosmarinic acid biosynthetic pathway is regulated by interactions of several enzymes necessary for biosynthesis including HPPR
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-
?
additional information
?
-
no substrates: pyruvate, oxaloacetate or benzoylformate
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-
?
additional information
?
-
no substrates: pyruvate, oxaloacetate or benzoylformate
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-
?
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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
3-(4-hydroxyphenyl)pyruvate + NADPH + H+
3-(4-hydroxyphenyl)lactate + NADP+
Coleus scutellarioides
-
-
-
?
3-(4-hydroxyphenyl)lactate + NAD+
4-hydroxyphenylpyruvate + NADH + H+
Coleus scutellarioides
-
-
-
-
?
3-(4-hydroxyphenyl)lactate + NAD+
4-hydroxyphenylpyruvate + NADH + H+
Coleus scutellarioides
-
biosynthesis of rosmarinic acid
-
?
3-(4-hydroxyphenyl)pyruvate + NADH + H+
3-(4-hydroxyphenyl)lactate + NAD+
Coleus scutellarioides
-
-
-
?
3-(4-hydroxyphenyl)pyruvate + NADH + H+
3-(4-hydroxyphenyl)lactate + NAD+
-
-
-
?
3-(4-hydroxyphenyl)pyruvate + NADH + H+
3-(4-hydroxyphenyl)lactate + NAD+
-
-
-
r
3-(4-hydroxyphenyl)pyruvate + NADH + H+
3-(4-hydroxyphenyl)lactate + NAD+
-
-
-
?
3-(4-hydroxyphenyl)pyruvate + NADH + H+
3-(4-hydroxyphenyl)lactate + NAD+
-
-
-
?
3-(4-hydroxyphenyl)pyruvate + NADPH + H+
(R)-3-(4-hydroxyphenyl)lactate + NADP+
-
-
-
r
3-(4-hydroxyphenyl)pyruvate + NADPH + H+
(R)-3-(4-hydroxyphenyl)lactate + NADP+
-
-
-
r
4-hydroxyphenylpyruvate + NADPH + H+
4-hydroxyphenyllactate + NADP+
Coleus scutellarioides
the enzyme is involved in L-serine biosynthesis and rosmarinic acid biosynthesis
-
-
?
4-hydroxyphenylpyruvate + NADPH + H+
4-hydroxyphenyllactate + NADP+
-
part of the metabolic pathway leading to rosmarinic acid and lithospermic acid B
-
-
?
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
additional information
Coleus scutellarioides
NADH as well as NADPH can serve as the electron donor
-
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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
additional information
Coleus scutellarioides
-
best result for rosmarinic acid accumulation is obtained when B5-medium supplemented is with 2.0 mg/l 6-benzyl-aminopurine, 0.5 mg/l alpha-naphthaleneacetic, 0.8 mg/L 2,4-dichlorophenxyaretic acid and 2% sucrose, and solidified with 0.8% agar. Both growth index and rosmarinic acid accumulation reach a maximum, which is 49.7 and 25.3% (dry weight), respectively. Rosmarinic acid accumulation is enhanced by the sucrose concentrations
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additional information
-
methyl jasmonate gradually stimulates transcription value of HPPR and reaches the highest level on day 6, and then follows by a reduction, maximum mRNA transcript level reaches 8fold higher than the control. Dramatically increases the biosyntheses of rosmarinic acid and lithospermic acid B
-
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DISEASE
TITLE OF PUBLICATION
LINK TO PUBMED
Coronary Artery Disease
Impact of chronic kidney disease on platelet function profiles in diabetes mellitus patients with coronary artery disease taking dual antiplatelet therapy.
Diabetes Mellitus
Clinical Predictors of High Posttreatment Platelet Reactivity to Clopidogrel in Koreans.
Myocardial Infarction
High post-treatment platelet reactivity is associated with a high incidence of myonecrosis after stenting for non-ST elevation acute coronary syndromes.
Renal Insufficiency, Chronic
Clinical Predictors of High Posttreatment Platelet Reactivity to Clopidogrel in Koreans.
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.37
3-(4-hydroxyphenyl)pyruvate
pH 7.0, 30°C, recombinant enzyme
3.57
Hydroxypyruvate
pH 7.0, 30°C, recombinant enzyme
1.5 - 2
phenylpyruvate
pH 7.0, 30°C, recombinant enzyme
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TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.285
3-(4-hydroxyphenyl)pyruvate
pH 7.0, 30°C, recombinant enzyme
0.052
Hydroxypyruvate
pH 7.0, 30°C, recombinant enzyme
0.611
phenylpyruvate
pH 7.0, 30°C, recombinant enzyme
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kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.77
3-(4-hydroxyphenyl)pyruvate
pH 7.0, 30°C, recombinant enzyme
0.402
phenylpyruvate
pH 7.0, 30°C, recombinant enzyme
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
6.5 - 7
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TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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pI VALUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
Coleus scutellarioides
cv. Tigullio, a commercial cultivar of sweet basil
UniProt
brenda