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EC 1.14.13.101 Details
EC number
1.14.13.101
Accepted name
senecionine N-oxygenase
Reaction
senecionine + NADPH + H+ + O2 = senecionine N-oxide + NADP+ + H2O
Other name(s)
senecionine monooxygenase (N-oxide-forming), SNO
Systematic name
senecionine,NADPH:oxygen oxidoreductase (N-oxide-forming)
CAS registry number
220581-68-0
Comment
A flavoprotein. NADH cannot replace NADPH. While pyrrolizidine alkaloids of the senecionine and monocrotaline types are generally good substrates (e.g. senecionine, retrorsine and monocrotaline), the enzyme does not use ester alkaloids lacking an hydroxy group at C-7 (e.g. supinine and phalaenopsine), 1,2-dihydro-alkaloids (e.g. sarracine) or unesterified necine bases (e.g. senkirkine) as substrates [1]. Senecionine N-oxide is used by insects as a chemical defense: senecionine N-oxide is non-toxic, but it is bioactivated to a toxic form by the action of cytochrome P-450 oxidase when absorbed by insectivores.
History
created 2006
EC Tree
1.14.13.45 created 1992, deleted 2003