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Information on EC 1.14.14.156 - tryptophan N-monooxygenase

for references in articles please use BRENDA:EC1.14.14.156
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IUBMB Comments
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.
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Word Map
The enzyme appears in viruses and cellular organisms
Synonyms
cyp79b2, cyp79b3, cyp79b1, more
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
L-tryptophan + 2 [reduced NADPH-hemoprotein reductase] + 2 O2 = (E)-indol-3-ylacetaldoxime + 2 [oxidized NADPH-hemoprotein reductase] + CO2 + 3 H2O
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overall reaction
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L-tryptophan + [reduced NADPH-hemoprotein reductase] + O2 = N-hydroxy-L-tryptophan + [oxidized NADPH-hemoprotein reductase] + H2O
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(1a)
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N,N-dihydroxy-L-tryptophan = (E)-indol-3-ylacetaldoxime + CO2 + H2O
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(1c)
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N-hydroxy-L-tryptophan + [reduced NADPH-hemoprotein reductase] + O2 = N,N-dihydroxy-L-tryptophan + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
(1b)
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