KEGG   ORTHOLOGY: K00487
Entry
K00487                      KO                                     

Name
CYP73A
Definition
trans-cinnamate 4-monooxygenase [EC:1.14.14.91]
Pathway
ko00130  Ubiquinone and other terpenoid-quinone biosynthesis
ko00940  Phenylpropanoid biosynthesis
ko00941  Flavonoid biosynthesis
ko00945  Stilbenoid, diarylheptanoid and gingerol biosynthesis
ko01100  Metabolic pathways
ko01110  Biosynthesis of secondary metabolites
ko01220  Degradation of aromatic compounds
Module
M00039  Monolignol biosynthesis, phenylalanine/tyrosine => monolignol
M00137  Flavanone biosynthesis, phenylalanine => naringenin
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09108 Metabolism of cofactors and vitamins
   00130 Ubiquinone and other terpenoid-quinone biosynthesis
    K00487  CYP73A; trans-cinnamate 4-monooxygenase
  09110 Biosynthesis of other secondary metabolites
   00940 Phenylpropanoid biosynthesis
    K00487  CYP73A; trans-cinnamate 4-monooxygenase
   00945 Stilbenoid, diarylheptanoid and gingerol biosynthesis
    K00487  CYP73A; trans-cinnamate 4-monooxygenase
   00941 Flavonoid biosynthesis
    K00487  CYP73A; trans-cinnamate 4-monooxygenase
 09180 Brite Hierarchies
  09181 Protein families: metabolism
   00199 Cytochrome P450
    K00487  CYP73A; trans-cinnamate 4-monooxygenase
Enzymes [BR:ko01000]
 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
     K00487  CYP73A; trans-cinnamate 4-monooxygenase
Cytochrome P450 [BR:ko00199]
 Cytochrome P450, plant type
  CYP73 family
   K00487  CYP73A; trans-cinnamate 4-monooxygenase
Other DBs
RN: R02253 R08815
GO: 0016710
Genes
ATH: AT2G30490(C4H)
ALY: 9317181
CRB: 17888026
CSAT: 104700439 104749839 104786614
EUS: EUTSA_v10016544mg EUTSA_v10016545mg
BRP: 103857322 103857323 103865042 103865043 103867954
BNA: 106348398 106348399 106387868 106387869 106437590 106437591 106446415 106451418 111205796
BOE: 106295375 106329505 106336023 106337156 106342634
RSZ: 108812700 108847879 108848885 108849675
THJ: 104800793 104815827
CIT: 102577934(C4H1) 102578013(C4H2)
GMX: 100499623(C4H) 100818985
LJA: Lj0g3v0153609.1(Lj0g3v0153609.1) Lj0g3v0343649.1(Lj0g3v0343649.1) Lj5g3v2166250.1(Lj5g3v2166250.1) 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: Os01t0820000-00(Os01g0820000) Os02t0467000-00(Os02g0467000) Os02t0467600-01(Os02g0467600) Os05t0320700-02(Os05g0320700)
ATS: 109751434(LOC109751434) 109754216(LOC109754216) 109762639(LOC109762639) 109770341(LOC109770341) 109771714(LOC109771714) 109777191(LOC109777191)
AOF: 109846559
SMO: SELMODRAFT_450569(C4H1-1) SELMODRAFT_450570(C4H1-2)
 » show all
Reference
PMID:9085571
  Authors
Mizutani M, Ohta D, Sato R
  Title
Isolation of a cDNA and a genomic clone encoding cinnamate 4-hydroxylase from Arabidopsis and its expression manner in planta.
  Journal
Plant Physiol 113:755-63 (1997)
DOI:10.1104/pp.113.3.755
  Sequence
[ath:AT2G30490]

KEGG   ENZYME: 1.14.14.91
Entry
EC 1.14.14.91               Enzyme                                 

Name
trans-cinnamate 4-monooxygenase;
cinnamic acid 4-hydroxylase;
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;
t-cinnamic acid hydroxylase;
trans-cinnamate 4-hydroxylase;
trans-cinnamic acid 4-hydroxylase;
CYP73A1 (gene name)
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
Sysname
trans-cinnamate,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (4-hydroxylating)
Reaction(IUBMB)
trans-cinnamate + [reduced NADPH---hemoprotein reductase] + O2 = 4-hydroxycinnamate + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R02253]
Reaction(KEGG)
R02253;
(other) R08815
Substrate
trans-cinnamate [CPD:C00423];
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007]
Product
4-hydroxycinnamate [CPD:C00811];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001]
Comment
A cytochrome P-450 (heme-thiolate) protein found in plants. The enzyme is involved in flavonoid biosynthesis.
History
EC 1.14.14.91 created 1976 as EC 1.14.13.11, transferred 2018 to EC 1.14.14.91
Pathway
ec00130  Ubiquinone and other terpenoid-quinone biosynthesis
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
ATH: AT2G30490(C4H)
ALY: 9317181
CRB: 17888026
CSAT: 104700439 104749839 104786614
EUS: EUTSA_v10016544mg EUTSA_v10016545mg
BRP: 103857322 103857323 103865042 103865043 103867954
BNA: 106348398 106348399 106387868 106387869 106437590 106437591 106446415 106451418 111205796
BOE: 106295375 106329505 106336023 106337156 106342634
RSZ: 108812700 108847879 108848885 108849675
THJ: 104800793 104815827
CIT: 102577934(C4H1) 102578013(C4H2)
GMX: 100499623(C4H) 100818985
LJA: Lj0g3v0153609.1(Lj0g3v0153609.1) Lj0g3v0343649.1(Lj0g3v0343649.1) Lj5g3v2166250.1(Lj5g3v2166250.1) 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: Os01t0820000-00(Os01g0820000) Os02t0467000-00(Os02g0467000) Os02t0467600-01(Os02g0467600) Os05t0320700-02(Os05g0320700)
ATS: 109751434(LOC109751434) 109754216(LOC109754216) 109762639(LOC109762639) 109770341(LOC109770341) 109771714(LOC109771714) 109777191(LOC109777191)
AOF: 109846559
SMO: SELMODRAFT_450569(C4H1-1) SELMODRAFT_450570(C4H1-2)
 » show all
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
Reference
3  [PMID:7925408]
  Authors
Pierrel MA, Batard Y, Kazmaier M, Mignotte-Vieux C, Durst F, Werck-Reichhart D
  Title
Catalytic properties of the plant cytochrome P450 CYP73 expressed in yeast. Substrate specificity of a cinnamate hydroxylase.
  Journal
Eur J Biochem 224:835-44 (1994)
DOI:10.1111/j.1432-1033.1994.00835.x
Other DBs
ExplorEnz - The Enzyme Database: 1.14.14.91
IUBMB Enzyme Nomenclature: 1.14.14.91
ExPASy - ENZYME nomenclature database: 1.14.14.91
BRENDA, the Enzyme Database: 1.14.14.91
CAS: 9077-75-2

KEGG   REACTION: R08815
Entry
R08815                      Reaction                               

Name
cinnamoyl-CoA,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (4-hydroxylating)
Definition
Cinnamoyl-CoA + [Reduced NADPH---hemoprotein reductase] + Oxygen <=> p-Coumaroyl-CoA + [Oxidized NADPH---hemoprotein reductase] + H2O
Equation
Reaction class
RC00490  C00223_C00540
Enzyme
Pathway
rn00940  Phenylpropanoid biosynthesis
rn00941  Flavonoid biosynthesis
rn00945  Stilbenoid, diarylheptanoid and gingerol biosynthesis
rn01110  Biosynthesis of secondary metabolites
rn01220  Degradation of aromatic compounds
Orthology
K00487  trans-cinnamate 4-monooxygenase [EC:1.14.14.91]

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