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EC 1.14.13.124 Details
show Brenda entryEC number
1.14.13.124
Accepted name
phenylalanine N-monooxygenase
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
Other name(s)
phenylalanine N-hydroxylase,
CYP79A2
Systematic name
L-phenylalanine,NADPH:oxygen oxidoreductase (N-hydroxylating)
Comment
A heme-thiolate protein (P-450). This enzyme catalyses two successive N-hydroxylations of L-phenylalanine, the first committed steps in the biosynthesis of benzylglucosinolate. The product of the two hydroxylations, N,N-dihydroxy-L-phenylalanine, is extremely labile and dehydrates spontaneously.The dehydrated product is then subject to a decarboxylation that produces the oxime. It is still not known whether the decarboxylation is spontaneous or catalysed by the enzyme. The product, (E)-phenylacetaldoxime, undergoes a spontaneous isomerization to the (Z) form.
History
created 2011, deleted 2017
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1 Oxidoreductases
1.1 Acting on the CH-OH group of donors
1.4.3.9 created 1972, deleted 1984 1.4.3.17 created 2000, deleted 2003 1.4.3.18 proposed 2000 1.14.13.45 created 1992, deleted 2003
