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

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

  1. ^ 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.
  2. ^ 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.
Allikas: https://en.wikipedia.org/wiki/Phenylalanine_N-monooxygenase
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