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EC 1.14.13.125 Details
show Brenda entryEC number
1.14.13.125
Accepted name
tryptophan N-monooxygenase
Reaction
L-tryptophan + 2 O2 + 2 NADPH + 2 H+ = (E)-indol-3-ylacetaldoxime + 2 NADP+ + CO2 + 3 H2O (overall reaction);;(1a) L-tryptophan + O2 + NADPH + H+ = N-hydroxy-L-tryptophan + NADP+ + H2O;;(1b) N-hydroxy-L-tryptophan + O2 + NADPH + H+ = N,N-dihydroxy-L-tryptophan + NADP+ + H2O;;(1c) N,N-dihydroxy-L-tryptophan = (E)-indol-3-ylacetaldoxime + CO2 + H2O
Other name(s)
tryptophan N-hydroxylase,
CYP79B1,
CYP79B2,
CYP79B3
Systematic name
L-tryptophan,NADPH:oxygen oxidoreductase (N-hydroxylating)
Comment
A heme-thiolate protein (P-450). This enzyme catalyses two successive N-hydroxylations of L-tryptophan, the first steps in the biosynthesis of both auxin and the indole alkaloid phytoalexin camalexin. The product of the two hydroxylations, N,N-dihydroxy-L-tryptophan, is extremely labile and dehydrates spontaneously. The dehydrated product is then subject to a decarboxylation that produces an oxime. It is still not known whether the decarboxylation is spontaneous or catalysed by the enzyme.
History
created 2011, deleted 2018
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1 Oxidoreductases
1.1 Acting on the CH-OH group of donors
1.6.99.4 created 1965, deleted 1972 1.6.99.8 created 1972, deleted 2002 1.6.99.9 created 1972, deleted 2002 1.6.99.10 created 1978, deleted 1981 1.6.99.11 created 1989, deleted 2002 1.6.99.12 created 1989, deleted 2002 1.6.99.13 created 1992, deleted 2002 1.14.13.45 created 1992, deleted 2003
