| Entry |
|
| 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
 |
| 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]
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| 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 |
| Cyanoamino acid metabolism | | Biosynthesis of secondary metabolites |
|
| Orthology |
| (E)-2-methylbutanal oxime monooxygenase |
|
| Reference |
|
| 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 (2011) 282-92. |
| Sequence |
|
| Other DBs |
ExplorEnz - The Enzyme Database: IUBMB Enzyme Nomenclature: ExPASy - ENZYME nomenclature database: BRENDA, the Enzyme Database: |
| LinkDB |
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