Phenylalanine N-monooxygenase (EC 1.14.14.40, phenylalanine N-hydroxylase, CYP79A2) is an enzyme with systematic name L-phenylalanine,NADPH:oxygen oxidoreductase (N-hydroxylating).[1] This enzyme catalyses the following chemical reaction
| Phenylalanine N-monooxygenase | |||||||||
|---|---|---|---|---|---|---|---|---|---|
| Identifiers | |||||||||
| EC no. | 1.14.14.40 | ||||||||
| Databases | |||||||||
| IntEnz | IntEnz view | ||||||||
| BRENDA | BRENDA entry | ||||||||
| ExPASy | NiceZyme view | ||||||||
| KEGG | KEGG entry | ||||||||
| MetaCyc | metabolic pathway | ||||||||
| PRIAM | profile | ||||||||
| PDB structures | RCSB PDB PDBe PDBsum | ||||||||
| |||||||||
- L-phenylalanine + 2 O2 + 2 NADPH + 2 H+ (E)-phenylacetaldoxime + 2 NADP+ + CO2 + 3 H2O (overall reaction)
- (1a) L-phenylalanine + O2 + NADPH + H+ N-hydroxy-L-phenylalanine + NADP+ + H2O:
- (1b) N-hydroxy-L-phenylalanine + O2 + NADPH + H+ N,N-dihydroxy-L-phenylalanine + NADP+ + H2O
- (1c) N,N-dihydroxy-L-phenylalanine (E)-phenylacetaldoxime + CO2 + H2O
Phenylalanine N-monooxygenase is a heme-thiolate protein (P-450). It is part of the pathway in plants which converts phenylalanine to the glucosinolate, glucotropaeolin, which contributes to the characteristic flavor of brassicas.[2]
References
edit- ^ Wittstock U, Halkier BA (May 2000). "Cytochrome P450 CYP79A2 from Arabidopsis thaliana L. Catalyzes the conversion of L-phenylalanine to phenylacetaldoxime in the biosynthesis of benzylglucosinolate". The Journal of Biological Chemistry. 275 (19): 14659–66. doi:10.1074/jbc.275.19.14659. PMID 10799553.
- ^ Blažević I, Montaut S, Burčul F, Olsen CE, Burow M, Rollin P, Agerbirk N (2020). "Glucosinolate structural diversity, identification, chemical synthesis and metabolism in plants" (PDF). Phytochemistry. 169: 112100. Bibcode:2020PChem.169k2100B. doi:10.1016/j.phytochem.2019.112100. PMID 31771793. S2CID 208318505.
External links
edit- Phenylalanine+N-monooxygenase at the U.S. National Library of Medicine Medical Subject Headings (MeSH)
