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EC 1.14.13.117 Details
EC number
1.14.13.117
Accepted name
isoleucine N-monooxygenase
Reaction
L-isoleucine + 2 O2 + 2 NADPH + 2 H+ = (E)-2-methylbutanal oxime + 2 NADP+ + CO2 + 3 H2O (overall reaction);;(1a) L-isoleucine + O2 + NADPH + H+ = N-hydroxy-L-isoleucine + NADP+ + H2O;;(1b) N-hydroxy-L-isoleucine + O2 + NADPH + H+ = N,N-dihydroxy-L-isoleucine + NADP+ + H2O;;(1c) N,N-dihydroxy-L-isoleucine = (E)-2-methylbutanal oxime + CO2 + H2O (spontaneous)
Other name(s)
CYP79D3, CYP79D4
Systematic name
L-isoleucine,NADPH:oxygen oxidoreductase (N-hydroxylating)
Comment
A heme-thiolate protein (P-450). This enzyme catalyses two successive N-hydroxylations of L-isoleucine, the first committed steps in the biosynthesis of the cyanogenic glucoside lotaustralin in the plant Lotus japonicus. The product of the two hydroxylations, N,N-dihydroxy-L-isoleucine, 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)-2-methylbutanal oxime, undergoes a spontaneous isomerization to the (Z) form. The enzyme can also accept L-valine as substrate, with a lower activity. It is different from EC 1.14.13.118 (valine N-monooxygenase), which prefers L-valine.
History
created 2010, deleted 2017
EC Tree
1.11.1.4 created 1961, deleted 1964, reinstated 1965 as EC 1.13.1.12, deleted 1972