Phenylalanine N-monooxygenase

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⁺ ${\displaystyle \rightleftharpoons }$ (E)-phenylacetaldoxime + 2 NADP⁺ + CO₂ + 3 H₂O (overall reaction)

(1a) L-phenylalanine + O₂ + NADPH + H⁺ ${\displaystyle \rightleftharpoons }$ N-hydroxy-L-phenylalanine + NADP⁺ + H₂O:

(1b) N-hydroxy-L-phenylalanine + O₂ + NADPH + H⁺ ${\displaystyle \rightleftharpoons }$ N,N-dihydroxy-L-phenylalanine + NADP⁺ + H₂O

(1c) N,N-dihydroxy-L-phenylalanine ${\displaystyle \rightleftharpoons }$ (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]

• Phenylalanine+N-monooxygenase at the U.S. National Library of Medicine Medical Subject Headings (MeSH)