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Information on EC 1.14.14.91 - trans-cinnamate 4-monooxygenase
for references in articles please use BRENDA:EC1.14.14.91
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EC Tree 1 Oxidoreductases
1.14 Acting on paired donors, with incorporation or reduction of molecular oxygen
1.14.14 With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
1.14.14.91 trans-cinnamate 4-monooxygenase
IUBMB Comments
A cytochrome P-450 (heme-thiolate) protein found in plants. The enzyme is involved in flavonoid biosynthesis.
The enzyme appears in viruses and cellular organisms
- 1.14.14.91
-
phenylpropanoids
-
ammonia-lyase
- flavonoid
- lignin
- chalcone
-
p-coumaric
-
caffeic
- 4-coumarate
-
ferulic
-
4-coumarate:coa
-
lignification
- monolignols
-
cinnamyl
-
1.14.13.11
- tuberosus
-
5-hydroxylase
-
syringyl
- 4-coumaroyl-coa
-
4-coumarate:coenzyme
- caffeoyl-coa
-
coniferyl
-
elicitor-treated
-
piperonylic
-
3\'-hydroxylase
-
4.3.1.5
-
guaiacyl
- dihydroflavonol
-
4-reductase
- cinnamoyl-coa
-
hydroxycinnamoyl
-
nadph:cytochrome
-
4-coumaroyl
-
sinapyl
-
klason
- biofuel production
- pharmacology
Reaction Schemes
showSynonyms
cinnamate 4-hydroxylase, cinnamic acid 4-hydroxylase, cinnamate-4-hydroxylase, cyp73a1, cyp73, trans-cinnamate 4-monooxygenase, cyp73a5, csc4h, trans-cinnamate 4-hydroxylase, trans-cinnamic acid 4-hydroxylase, more
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
C4H
C4H1
C4H2
CA4H
-
-
-
-
CA4Hase
-
-
-
-
cinnamate 4-hydroxylase
cinnamate 4-monooxygenase
-
-
-
-
cinnamate hydroxylase
-
-
-
-
cinnamate-4-hydroxylase
cinnamic 4-hydroxylase
-
-
-
-
cinnamic acid 4-hydroxylase
cinnamic acid 4-monooxygenase
-
-
-
-
cinnamic acid p-hydroxylase
-
-
-
-
CYP 73
-
-
-
-
Cytochrome P450 73
-
-
-
-
cytochrome P450 cinnamate 4-hydroxylase
-
-
-
-
EC 1.14.13.11
-
-
formerly
-
hydroxylase, cinnamate 4-
-
-
-
-
IbC4H
oxygenase, cinnamate 4-mono-
-
-
-
-
P450C4H
-
-
-
-
t-cinnamic acid hydroxylase
-
-
-
-
trans-cinnamate 4-hydroxylase
trans-cinnamic acid 4-hydroxylase
-
-
-
-
additional information
C4H
-
-
-
-
cinnamate 4-hydroxylase
-
-
-
-
cinnamic acid 4-hydroxylase
-
-
-
-
trans-cinnamate 4-hydroxylase
-
-
-
-
additional information
the enzyme is a member of the cytochrome P450 superfamily
additional information
C4H is a member of the CYP73 family of cytochrome P450 monooxygenases
additional information
C4H is a member of the CYP73 family of cytochrome P450 monooxygenases
-
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2 = 4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
oxidation
-
-
-
-
redox reaction
-
-
-
-
reduction
-
-
-
-
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PATHWAY SOURCE
PATHWAYS
KEGG
MetaCyc
avenanthramide biosynthesis, phenylpropanoid biosynthesis, initial reactions, rosmarinic acid biosynthesis I, suberin monomers biosynthesis
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SYSTEMATIC NAME
IUBMB Comments
trans-cinnamate,[reduced NADPH-hemoprotein reductase]:oxygen oxidoreductase (4-hydroxylating)
A cytochrome P-450 (heme-thiolate) protein found in plants. The enzyme is involved in flavonoid biosynthesis.
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CAS REGISTRY NUMBER
COMMENTARY
9077-75-2
-
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
LITERATURE
COMMENTARY
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
(2E)-3-(2,3-dimethoxyphenyl)prop-2-enoic acid + [reduced NADPH-hemoprotein reductase] + O2
(2E)-3-(4-hydroxy-2,3-dimethoxyphenyl)prop-2-enoic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: -
Products: -
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?
(2E)-3-(2-chlorophenyl)prop-2-enoic acid + [reduced NADPH-hemoprotein reductase] + O2
(2E)-3-(2-chloro-4-hydroxyphenyl)prop-2-enoic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: -
Products: -
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?
(2E)-3-(2-ethoxyphenyl)prop-2-enoic acid + [reduced NADPH-hemoprotein reductase] + O2
(2E)-3-(2-ethoxy-4-hydroxyphenyl)prop-2-enoic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: -
Products: -
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?
(2E)-3-(2-fluorophenyl)prop-2-enoic acid + [reduced NADPH-hemoprotein reductase] + O2
(2E)-3-(2-fluoro-4-hydroxyphenyl)prop-2-enoic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: -
Products: -
Products: -
?
(2E)-3-(2-hydroxyphenyl)prop-2-enoic acid + [reduced NADPH-hemoprotein reductase] + O2
(2E)-3-(2,4-dihydroxyphenyl)prop-2-enoic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: -
Products: -
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?
(2E)-3-(2-methoxyphenyl)prop-2-enoic acid + [reduced NADPH-hemoprotein reductase] + O2
(2E)-3-(4-hydroxy-2-methoxyphenyl)prop-2-enoic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: -
Products: -
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?
(2E)-3-(2-methylphenyl)prop-2-enoic acid + [reduced NADPH-hemoprotein reductase] + O2
(2E)-3-(4-hydroxy-2-methylphenyl)prop-2-enoic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: -
Products: -
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?
(2E)-3-(2-nitrophenyl)prop-2-enoic acid + [reduced NADPH-hemoprotein reductase] + O2
(2E)-3-(4-hydroxy-2-nitrophenyl)prop-2-enoic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: -
Products: -
Products: -
?
(2E)-3-(3-chlorophenyl)prop-2-enoic acid + [reduced NADPH-hemoprotein reductase] + O2
(2E)-3-(3-chloro-4-hydroxyphenyl)prop-2-enoic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: -
Products: -
Products: -
?
(2E)-3-(3-fluorophenyl)prop-2-enoic acid + [reduced NADPH-hemoprotein reductase] + O2
(2E)-3-(3-fluoro-4-hydroxyphenyl)prop-2-enoic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: -
Products: -
Products: -
?
(2E)-3-(3-hydroxyphenyl)prop-2-enoic acid + [reduced NADPH-hemoprotein reductase] + O2
(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: -
Products: -
Products: -
?
(2E)-3-(3-methoxyphenyl)prop-2-enoic acid + [reduced NADPH-hemoprotein reductase] + O2
(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: -
Products: -
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?
(2E)-3-(3-methylphenyl)prop-2-enoic acid + [reduced NADPH-hemoprotein reductase] + O2
(2E)-3-(4-hydroxy-3-methylphenyl)prop-2-enoic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: -
Products: -
Products: -
?
(2E)-3-(3-nitrophenyl)prop-2-enoic acid + [reduced NADPH-hemoprotein reductase] + O2
(2E)-3-(4-hydroxy-3-nitrophenyl)prop-2-enoic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: -
Products: -
Products: -
?
2-chlorocinnamic acid + [reduced NADPH-hemoprotein reductase] + O2
? + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: -
Products: -
Products: -
?
2-fluorocinnamic acid + [reduced NADPH-hemoprotein reductase] + O2
? + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: -
Products: -
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?
3-hydroxycinnamate + [reduced NADPH-hemoprotein reductase] + O2
caffeate + [oxidized NADPH-hemoprotein reductase] + H2O
3-hydroxycinnamic acid + [reduced NADPH-hemoprotein reductase] + O2
? + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: -
Products: -
Products: -
?
7-ethoxycoumarin + [reduced NADPH-hemoprotein reductase] + O2
?
-
Substrates: demethylase
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?
7-methoxycoumarin + [reduced NADPH-hemoprotein reductase] + O2
umbelliferone + ? + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: demethylase
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?
chlorotoluron + [reduced NADPH-hemoprotein reductase] + O2
?
-
Substrates: methylhydroxylase activity
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?
p-chloro-N-methylaniline + [reduced NADPH-hemoprotein reductase] + O2
p-chloroaniline + ? + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: N-demethylase activity
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?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-coumaric acid + [oxidized NADPH-hemoprotein reductase] + H2O
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
trans-cinnamic acid + [reduced NADPH-hemoprotein reductase] + O2
?
-
Substrates: assay at 37Ā°C, pH 7.5, reaction stopped with HCl
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Products: -
?
3-hydroxycinnamate + [reduced NADPH-hemoprotein reductase] + O2
caffeate + [oxidized NADPH-hemoprotein reductase] + H2O
Substrates: -
Products: -
Products: -
?
3-hydroxycinnamate + [reduced NADPH-hemoprotein reductase] + O2
caffeate + [oxidized NADPH-hemoprotein reductase] + H2O
Substrates: -
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-coumaric acid + [oxidized NADPH-hemoprotein reductase] + H2O
Substrates: -
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-coumaric acid + [oxidized NADPH-hemoprotein reductase] + H2O
Substrates: -
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Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-coumaric acid + [oxidized NADPH-hemoprotein reductase] + H2O
Substrates: -
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: -
Products: -
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?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: first step in the formation of coumarin derivatives
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?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: -
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: enzyme is involved in the biosynthesis of rosmarinic acid
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: reaction with NADH shows 50% of the activity with NADPH
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Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: -
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: enzyme of the phenylpropanoid pathway
Products: -
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?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: -
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: enzyme is involved in the biosynthesis of lignin precursors
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Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: -
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: -
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: -
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: -
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: blue-light treatment of etiolated seedlings mediates a transient and concurrent increase in activity of cotyledons but not of hypocotyl
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?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: -
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: -
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
Substrates: -
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: the enzyme is regulated by the NADPH/NADP+ ratio
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?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: enzyme catalyzes the first oxidative step of the phenylpropanoid pathway
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?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
Substrates: -
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
Substrates: the enzyme is involved in the biosynthesis of galanthamine
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?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
Substrates: -
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
Substrates: the enzyme catalyzes the second step in phenylpropanoid synthesis, a pathway responsible for the synthesis of a wide variety of secondary metabolites
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?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: -
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: second enzyme of the phenylpropanoid pathway
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?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: -
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: enzyme may function in lignification
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?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: colocalization of L-phenylalanine ammonia-lyase and cinnamate 4-hydroxylase for metabolic channeling in phenylpropanoid biosynthesis
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?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: -
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
Substrates: -
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
Substrates: key step in biosynthesis of phenylpropanoic compounds
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?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
Petroselinum sp.
-
Substrates: -
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?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
Petroselinum sp.
-
Substrates: enzyme catalyzes an important step in the biosynthesis of flavonoids, lignin and other plant phenolics
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?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: -
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: second enzyme of the phenylpropanoid pathway
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?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: -
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: tetrahydrofolate required for reaction
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?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: enzyme is stimulated by light
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Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
Substrates: -
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
Substrates: the enzyme catalyzes the second step in phenylpropanoid synthesis, a pathway responsible for the synthesis of a wide variety of secondary metabolites
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: -
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: enzyme is involved in lignification
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: -
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: the enzyme plays a central role in phenylpropanoid metabolism and lignin biosynthesis and possibly anchors a phenylpropanoid enzyme complex to the endoplasmic reticulum
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?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
Substrates: -
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: -
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
Substrates: -
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
Sorghum sp.
-
Substrates: -
Products: -
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?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: -
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: -
Products: -
Products: -
?
additional information
?
-
Substrates: the enzyme plays a critical role in catechins biosynthesis and a crosstalk between phenylpropanoid and flavonoid pathways
Products: -
Products: -
?
additional information
?
-
-
Substrates: the enzyme plays a critical role in catechins biosynthesis and a crosstalk between phenylpropanoid and flavonoid pathways
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Products: -
?
additional information
?
-
Substrates: no activity with p-coumaric acid, 2-hydroxycinnamic acid or benzoic acid
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Products: -
?
additional information
?
-
Substrates: no activity with p-coumaric acid, 2-hydroxycinnamic acid or benzoic acid
Products: -
Products: -
?
additional information
?
-
-
Substrates: no activity with p-coumaric acid, 2-hydroxycinnamic acid or benzoic acid
Products: -
Products: -
?
additional information
?
-
Substrates: no activity with p-coumaric acid, 2-hydroxycinnamic acid or benzoic acid
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Products: -
?
additional information
?
-
-
Substrates: no activity with p-coumaric acid, 2-hydroxycinnamic acid or benzoic acid
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Products: -
?
additional information
?
-
Substrates: signaling components of defense/stress pathways, such as methyl jasmonate, abscisic acid, and ultraviolet-B radiation, up-regulate the SmC4H transcript levels over the control. Calcium chloride and hydrogen peroxide, have no significant effect on SmC4H expression
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?
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
LITERATURE
COMMENTARY
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-coumaric acid + [oxidized NADPH-hemoprotein reductase] + H2O
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-coumaric acid + [oxidized NADPH-hemoprotein reductase] + H2O
Substrates: -
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-coumaric acid + [oxidized NADPH-hemoprotein reductase] + H2O
Substrates: -
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-coumaric acid + [oxidized NADPH-hemoprotein reductase] + H2O
Substrates: -
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: first step in the formation of coumarin derivatives
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: enzyme is involved in the biosynthesis of rosmarinic acid
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: enzyme of the phenylpropanoid pathway
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: enzyme is involved in the biosynthesis of lignin precursors
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: blue-light treatment of etiolated seedlings mediates a transient and concurrent increase in activity of cotyledons but not of hypocotyl
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: the enzyme is regulated by the NADPH/NADP+ ratio
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: enzyme catalyzes the first oxidative step of the phenylpropanoid pathway
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
Substrates: the enzyme is involved in the biosynthesis of galanthamine
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
Substrates: the enzyme catalyzes the second step in phenylpropanoid synthesis, a pathway responsible for the synthesis of a wide variety of secondary metabolites
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: second enzyme of the phenylpropanoid pathway
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: enzyme may function in lignification
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: colocalization of L-phenylalanine ammonia-lyase and cinnamate 4-hydroxylase for metabolic channeling in phenylpropanoid biosynthesis
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: -
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
Substrates: key step in biosynthesis of phenylpropanoic compounds
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
Petroselinum sp.
-
Substrates: enzyme catalyzes an important step in the biosynthesis of flavonoids, lignin and other plant phenolics
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: second enzyme of the phenylpropanoid pathway
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: enzyme is stimulated by light
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
Substrates: the enzyme catalyzes the second step in phenylpropanoid synthesis, a pathway responsible for the synthesis of a wide variety of secondary metabolites
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: enzyme is involved in lignification
Products: -
Products: -
?
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
-
Substrates: the enzyme plays a central role in phenylpropanoid metabolism and lignin biosynthesis and possibly anchors a phenylpropanoid enzyme complex to the endoplasmic reticulum
Products: -
Products: -
?
additional information
?
-
Substrates: the enzyme plays a critical role in catechins biosynthesis and a crosstalk between phenylpropanoid and flavonoid pathways
Products: -
Products: -
?
additional information
?
-
-
Substrates: the enzyme plays a critical role in catechins biosynthesis and a crosstalk between phenylpropanoid and flavonoid pathways
Products: -
Products: -
?
additional information
?
-
Substrates: signaling components of defense/stress pathways, such as methyl jasmonate, abscisic acid, and ultraviolet-B radiation, up-regulate the SmC4H transcript levels over the control. Calcium chloride and hydrogen peroxide, have no significant effect on SmC4H expression
Products: -
Products: -
?
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
cytochrome P450
-
electrons are transferred from NADPH, the preferential electron donor of the system, to cytochrome P-450 via NADPH-cytochrome P-450 reductase
-
NADH
-
NADH has a synergistic effect on NADPH-supported hydroxylation, at both nonsaturating, 0.1 mM, and near-saturating, 1 mM, concentrations of NADPH
NADH
-
NADH alone can not supply the enzyme with electrons. NADH, 0.5 mM, results in 51% stimulation when NADPH is present at a saturating level, 0.5 mM
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
4-amino-5-(2-chlorophenyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione
-
IC50: above 0.1 mM
4-amino-5-(3-chlorophenyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione
-
IC50: 0.005 mM
4-amino-5-(3-fluorophenyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione
-
IC50: 0.0039 mM
4-amino-5-(3-methylphenyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione
-
IC50: 0.036 mM
4-amino-5-(4-chlorophenyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione
-
IC50: above 0.1 mM
4-amino-5-(4-hydroxyphenyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione
-
IC50: above 0.1 mM
4-amino-5-(4-methylphenyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione
-
IC50: above 0.1 mM
4-amino-5-furan-2-yl-2,4-dihydro-3H-1,2,4-triazole-3-thione
-
IC50: above 0.1 mM
4-amino-5-phenyl-2,4-dihydro-3H-1,2,4-triazole-3-thione
-
IC50: 0.00032 mM
4-amino-5-pyridin-2-yl-2,4-dihydro-3H-1,2,4-triazole-3-thione
-
IC50: 0.045 mM
4-amino-5-pyridin-3-yl-2,4-dihydro-3H-1,2,4-triazole-3-thione
-
IC50: 0.051 mM
4-amino-5-pyridin-4-yl-2,4-dihydro-3H-1,2,4-triazole-3-thione
-
IC50: 0.013 mM
4-amino-5-thiophen-2-yl-2,4-dihydro-3H-1,2,4-triazole-3-thione
-
IC50: 0.045 mM
cytochrome c
-
hydroxylase activity with NADPH is strongly inhibited, activity with NADH is less susceptible