Trans-cinnamate 4-monooxygenase

Trans-cinnamate 4-monooxygenase
Identifiers
EC no.1.14.14.91
CAS no.9077-75-2
Databases
BRENDAenzyme data
ExPASyNiceZyme view
KEGGenzyme entry
MetaCycmetabolic pathway
Rheareactions
PDB structuresRCSB PDB PDBe PDBsum
Gene OntologyAmiGO / QuickGO
Search
PMCarticles
PubMedarticles
NCBIproteins

Trans-cinnamate 4-monooxygenase (EC 1.14.14.91) is an enzyme that catalyzes the chemical reaction

+ NADPH + H+
 
 
O2
H2O
Rightward reaction arrow with minor substrate(s) from top left and minor product(s) to top right
 
 
 
 

The four substrates of this enzyme are cinnamic acid, reduced nicotinamide adenine dinucleotide phosphate (NADPH), oxygen, and a proton. Its products are p-coumaric acid, oxidised NADP+, and water. It participates in phenylalanine metabolism and phenylpropanoid biosynthesis, especially of flavonoids in plants.[1][2][3]

The enzyme is a cytochrome P450 protein containing heme. It requires a partner cytochrome P450 reductase for functional expression. This uses nicotinamide adenine dinucleotide phosphate (NADPH).[4]

Nomenclature

The systematic name of this enzyme class is trans-cinnamate,NADPH:oxygen oxidoreductase (4-hydroxylating). Other names in common use include:[4]

  • 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

  1. ↑ 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. doi:10.1016/S0021-9258(19)42322-3. PMID 4153152.
  2. ↑ 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.
  3. ↑ Petersen M (May 2003). "Cinnamic acid 4-hydroxylase from cell cultures of the hornwort Anthoceros agrestis". Planta. 217 (1): 96–101. Bibcode:2003Plant.217...96P. doi:10.1007/s00425-002-0960-9. PMID 12721853.
  4. 1 2 Enzyme 1.14.14.91 at KEGG Pathway Database.