KEGG   ENZYME: 1.14.13.11Help
Entry
EC 1.14.13.11               Enzyme                                 

Name
trans-cinnamate 4-monooxygenase;
cinnamic acid 4-hydroxylase;
oxygenase, cinnamate 4-mono-;
CA4H ;
cytochrome P450 cinnamate 4-hydroxylase;
cinnamate 4-hydroxylase;
cinnamate 4-monooxygenase;
cinnamate hydroxylase;
cinnamic 4-hydroxylase;
cinnamic acid 4-monooxygenase;
cinnamic acid p-hydroxylase;
hydroxylase, cinnamate 4-;
t-cinnamic acid hydroxylase;
trans-cinnamate 4-hydroxylase;
trans-cinnamic acid 4-hydroxylase
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor
BRITE hierarchy
Sysname
trans-cinnamate,NADPH:oxygen oxidoreductase (4-hydroxylating)
Reaction(IUBMB)
trans-cinnamate + NADPH + H+ + O2 = 4-hydroxycinnamate + NADP+ + H2O [RN:R02253]
Reaction(KEGG)
R02253;
(other) R08815
Show
Substrate
trans-cinnamate [CPD:C00423];
NADPH [CPD:C00005];
H+ [CPD:C00080];
O2 [CPD:C00007]
Product
4-hydroxycinnamate [CPD:C00811];
NADP+ [CPD:C00006];
H2O [CPD:C00001]
Comment
NADH also acts, more slowly. Involves a heme-thiolate protein (P-450).
History
EC 1.14.13.11 created 1976
Pathway
ec00130  Ubiquinone and other terpenoid-quinone biosynthesis
ec00360  Phenylalanine metabolism
ec00940  Phenylpropanoid biosynthesis
ec00941  Flavonoid biosynthesis
ec00945  Stilbenoid, diarylheptanoid and gingerol biosynthesis
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K00487  trans-cinnamate 4-monooxygenase
Genes
RSS: 109440849
ATH: AT2G30490(C4H)
ALY: ARALYDRAFT_481961
CRB: 17888026
CSAT: 104700439 104749839 104786614
EUS: EUTSA_v10016544mg EUTSA_v10016545mg
BRP: 103857322 103857323(C4H-BR-2) 103865042 103865043 103867954(BcCyp450)
BNA: 106348398 106348399 106387868 106387869 106437590 106437591 106446415 106451418 111205796
BOE: 106295375 106329505 106336023 106337156 106342634
THJ: 104800793 104808912 104815827
CIT: 102577934(C4H1) 102578013(C4H2)
GMX: 100499623(C4H) 100812188 100818985(c4h1)
LJA: Lj0g3v0153609.1(Lj0g3v0153609.1) Lj0g3v0343649.1(Lj0g3v0343649.1) Lj5g3v2216160.1(Lj5g3v2216160.1) Lj6g3v0351660.1(Lj6g3v0351660.1)
CANN: 107875406(C4H) 107875407
NTA: 107781854(CYP73A27) 107791262(CYP73A47v3) 107812882 107820794(CYP73A28) 107823514(C4H) 107826530(CYP73A47v1)
DOSA: Os02t0467000-00(Os02g0467000) Os02t0467600-01(Os02g0467600) Os05t0320700-02(Os05g0320700)
ATS: 109751434(LOC109751434) 109754216(LOC109754216) 109762639(LOC109762639) 109770341(LOC109770341) 109771714(LOC109771714) 109777191(LOC109777191)
SMO: SELMODRAFT_450569(C4H1-1) SELMODRAFT_450570(C4H1-2)
 » show all
Taxonomy
Reference
1  [PMID:4153152]
  Authors
Potts JR, Weklych R, Conn EE, Rowell J.
  Title
The 4-hydroxylation of cinnamic acid by sorghum microsomes and the requirement for cytochrome P-450.
  Journal
J Biol Chem 249:5019-26 (1974)
Reference
2  [PMID:4383827]
  Authors
Russell DW, Conn EE.
  Title
The cinnamic acid 4-hydroxylase of pea seedlings.
  Journal
Arch Biochem Biophys 122:256-8 (1967)
DOI:10.1016/0003-9861(67)90150-6
Other DBs
ExplorEnz - The Enzyme Database: 1.14.13.11
IUBMB Enzyme Nomenclature: 1.14.13.11
ExPASy - ENZYME nomenclature database: 1.14.13.11
BRENDA, the Enzyme Database: 1.14.13.11
CAS: 9077-75-2

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