Trans-cinnamate 4-monooxygenase
In enzymology, a trans-cinnamate 4-monooxygenase (EC 1.14.14.91) is an enzyme that catalyzes the chemical reaction
- trans-cinnamate + NADPH + H+ + O2 4-hydroxycinnamate + NADP+ + H2O
| trans-cinnamate 4-monooxygenase | |||||||||
|---|---|---|---|---|---|---|---|---|---|
| Identifiers | |||||||||
| EC no. | 1.14.14.91 | ||||||||
| CAS no. | 9077-75-2 | ||||||||
| Databases | |||||||||
| IntEnz | IntEnz view | ||||||||
| BRENDA | BRENDA entry | ||||||||
| ExPASy | NiceZyme view | ||||||||
| KEGG | KEGG entry | ||||||||
| MetaCyc | metabolic pathway | ||||||||
| PRIAM | profile | ||||||||
| PDB structures | RCSB PDB PDBe PDBsum | ||||||||
| Gene Ontology | AmiGO / QuickGO | ||||||||
| |||||||||
The 4 substrates of this enzyme are trans-cinnamate, NADPH, H+, and O2, whereas its 3 products are 4-hydroxycinnamate, NADP+, and H2O. This enzyme participates in phenylalanine metabolism and phenylpropanoid biosynthesis. It employs one cofactor, heme.
This enzyme belongs to the family of oxidoreductases, specifically those 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 o oxygen into the other donor.
Nomenclature
The systematic name of this enzyme class is trans-cinnamate,NADPH:oxygen oxidoreductase (4-hydroxylating). Other names in common use include:
- cinnamic acid 4-hydroxylase,
- oxygenase, cinnamate 4-mono-,
- CA4H (gene name),
- CYP73A1 (gene name),
- 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, and
- trans-cinnamic acid 4-hydroxylase.
References
Further reading
- Potts JR, Weklych R, Conn EE, Rowell J (1974). "The 4-hydroxylation of cinnamic acid by sorghum microsomes and the requirement for cytochrome P-450". J. Biol. Chem. 249 (16): 5019–26. PMID 4153152.
- Russell DW, Conn EE (1967). "The cinnamic acid 4-hydroxylase of pea seedlings". Arch. Biochem. Biophys. 122 (1): 256–8. doi:10.1016/0003-9861(67)90150-6. PMID 4383827.
- Petersen M (May 2003). "Cinnamic acid 4-hydroxylase from cell cultures of the hornwort Anthoceros agrestis". Planta. 217 (1): 96–101. doi:10.1007/s00425-002-0960-9. PMID 12721853.