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 O2 as oxidant and incorporation or reduction of oxygen. The oxygen incorporated need not be derived from O2;
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).
Pathway
Phenylalanine metabolism
Phenylpropanoid biosynthesis
Flavonoid biosynthesis
Stilbenoid, diarylheptanoid and gingerol biosynthesis
Metabolic pathways
Biosynthesis of secondary metabolites
Orthology
K00487  
trans-cinnamate 4-monooxygenase
Genes
ATH: 
ALY: 
GMX: 
MTR: 
CSV: 
RCU: 
POP: 
POPTR_584578(C4H3) POPTR_739008(CYP73A43) POPTR_823837(C4H2)
VVI: 
OSA: 
DOSA: 
Os02t0467600-01(Os02g0467600) Os05t0320700-02(Os05g0320700)
BDI: 
100832881 100833073 100839986
SBI: 
SORBI_02g010910(SORBIDRAFT_02g010910) SORBI_03g038160(SORBIDRAFT_03g038160) SORBI_04g017460(SORBIDRAFT_04g017460)
ZMA: 
100272756 100272801 100282780 100284998
SMO: 
SELMODRAFT_450569(C4H1-1) SELMODRAFT_450570(C4H1-2)
PPP: 
PHYPADRAFT_140533 PHYPADRAFT_149501
 » 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 (1974) 5019-26.
  Organism
Sorghum sp.
Reference
2  [PMID:4383827]
  Authors
Russell DW, Conn EE.
  Title
The cinnamic acid 4-hydroxylase of pea seedlings.
  Journal
Arch. Biochem. Biophys. 122 (1967) 256-8.
  Organism
Pisum sativum
Other DBs
ExplorEnz - The Enzyme Database: 
IUBMB Enzyme Nomenclature: 
ExPASy - ENZYME nomenclature database: 
BRENDA, the Enzyme Database: 
CAS: 
9077-75-2
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