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Details on Person A heme-thiolate protein (P-450). This enzyme catalyses two s...

Class:IdSummation:5266917
_displayNameA heme-thiolate protein (P-450). This enzyme catalyses two s...
_timestamp2014-02-14 21:43:34
created[InstanceEdit:5323153] Preece, Justin, 2014-02-14
textA heme-thiolate protein (P-450). This enzyme catalyses two successive N-hydroxylations of L-tryptophan, the first steps in the biosynthesis of the 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 the oxime. It is still not known whether the decarboxylation is spontaneous or catalysed by the enzyme. The product, (E)-indol-3-ylacetaldoxime, undergoes a spontaneous isomerization to the (Z) form.

The overall reaction is

|FRAME: RXN-1402 L-tryptophan + 2 NADPH + 2 oxygen + 2 H+ = (E)-indol-3-ylacetaldoxime + 2 NADP+ + CO2 + 3 H2O|

It can be described by the following sub-reactions:

|FRAME: RXN-12061 L-tryptophan + NADPH + oxygen -> N-hydroxy-L-tryptophan + NADP+ + H2O|

|FRAME: RXN-12062 N-hydroxy-L-tryptophan + NADPH + oxygen + H+ -> N,N-dihydroxy-L-tryptophan + NADP+ + H2O|

|FRAME: RXN-12063 N,N-dihydroxy-L-tryptophan + H+ -> (E)-indol-3-ylacetaldoxime + CO2 + H2O| (spontaneous)
(summation)[Reaction:5269102] N,N-dihydroxy-L-tryptophan carboxy-lyase [Arabidopsis thaliana]
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