KEGG   ENZYME: 1.14.14.41Help
Entry
EC 1.14.14.41               Enzyme                                 

Name
(E)-2-methylbutanal oxime monooxygenase;
CYP71E7 (gene name)
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
BRITE hierarchy
Sysname
(E)-2-methylbutanal oxime,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase
Reaction(IUBMB)
(1) (E)-2-methylbutanal oxime + [reduced NADPH---hemoprotein reductase] + O2 = 2-hydroxy-2-methylbutanenitrile + [oxidized NADPH---hemoprotein reductase] + 2 H2O (overall reaction) [RN:R11597];
(1a) (E)-2-methylbutanal oxime = (Z)-2-methylbutanal oxime [RN:R10030];
(1b) (Z)-2-methylbutanal oxime = 2-methylbutanenitrile + H2O [RN:R11639];
(1c) 2-methylbutanenitrile + [reduced NADPH---hemoprotein reductase] + O2 = 2-hydroxy-2-methylbutanenitrile + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R11640];
(2) (E)-2-methylpropanal oxime + [reduced NADPH---hemoprotein reductase] + O2 = 2-hydroxy-2-methylpropanenitrile + [oxidized NADPH---hemoprotein reductase] + 2 H2O (overall reaction) [RN:R11598];
(2a) (E)-2-methylpropanal oxime = (Z)-2-methylpropanal oxime [RN:R10034];
(2b) (Z)-2-methylpropanal oxime = 2-methylpropanenitrile + H2O [RN:R11641];
(2c) 2-methylpropanenitrile + [reduced NADPH---hemoprotein reductase] + O2 = 2-hydroxy-2-methylpropanenitrile + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R11642]
Reaction(KEGG)
Substrate
(E)-2-methylbutanal oxime [CPD:C19491];
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007];
(Z)-2-methylbutanal oxime [CPD:C20312];
2-methylbutanenitrile [CPD:C21525];
(E)-2-methylpropanal oxime [CPD:C03219];
(Z)-2-methylpropanal oxime [CPD:C20315];
2-methylpropanenitrile [CPD:C02420]
Product
2-hydroxy-2-methylbutanenitrile [CPD:C18796];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001];
(Z)-2-methylbutanal oxime [CPD:C20312];
2-methylbutanenitrile [CPD:C21525];
2-hydroxy-2-methylpropanenitrile [CPD:C02659];
(Z)-2-methylpropanal oxime [CPD:C20315];
2-methylpropanenitrile [CPD:C02420]
Comment
This cytochrome P-450 (heme thiolate) enzyme is involved in the biosynthesis of the cyanogenic glucosides lotaustralin and linamarin. It catalyses three different activities - isomerization of its substrate, the (E) isomer, to the (Z) isomer, dehydration, and C-hydroxylation.
History
EC 1.14.14.41 created 2017
Pathway
ec00460  Cyanoamino acid metabolism
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K16265  (E)-2-methylbutanal oxime monooxygenase
Genes
MESC: 110628704
Taxonomy
Reference
1  [PMID:21045121]
  Authors
Jorgensen K, Morant AV, Morant M, Jensen NB, Olsen CE, Kannangara R, Motawia MS, Moller BL, Bak S
  Title
Biosynthesis of the cyanogenic glucosides linamarin and lotaustralin in cassava:  isolation, biochemical characterization, and expression pattern of CYP71E7, the oxime-metabolizing cytochrome P450 enzyme.
  Journal
Plant Physiol 155:282-92 (2011)
DOI:10.1104/pp.110.164053
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 1.14.14.41
IUBMB Enzyme Nomenclature: 1.14.14.41
ExPASy - ENZYME nomenclature database: 1.14.14.41
BRENDA, the Enzyme Database: 1.14.14.41

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