Entry |
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Name |
premnaspirodiene oxygenase;
HPO;
Hyoscymus muticus premnaspirodiene oxygenase;
CYP71D55
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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
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Sysname |
(-)-vetispiradiene,[reduced NADPH---hemoprotein reductase]:oxygen 2alpha-oxidoreductase
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Reaction(IUBMB) |
(-)-vetispiradiene + 2 [reduced NADPH---hemoprotein reductase] + 2 O2 = solavetivone + 2 [oxidized NADPH---hemoprotein reductase] + 3 H2O (overall reaction) [RN: R10073];
(1a) (-)-vetispiradiene + [reduced NADPH---hemoprotein reductase] + O2 = solavetivol + [oxidized NADPH---hemoprotein reductase] + H2O [RN: R09576];
(1b) solavetivol + [reduced NADPH---hemoprotein reductase] + O2 = solavetivone + [oxidized NADPH---hemoprotein reductase] + 2 H2O [RN: R09577]
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Reaction(KEGG) |
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Substrate |
(-)-vetispiradiene [CPD: C12142];
[reduced NADPH---hemoprotein reductase] [CPD: C03024];
O2 [CPD: C00007];
solavetivol [CPD: C19711]
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Product |
solavetivone [CPD: C09737];
[oxidized NADPH---hemoprotein reductase] [CPD: C03161];
H2O [CPD: C00001];
solavetivol [CPD: C19711]
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Comment |
A cytochrome P-450 (heme-thiolate) protein. The enzyme from the plant Hyoscymus muticus also hydroxylates valencene at C-2 to give the alpha-hydroxy compound, nootkatol, and this is converted into nootkatone. 5-Epiaristolochene and epieremophilene are hydroxylated at C-2 to give a 2beta-hydroxy derivatives that are not oxidized further.
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History |
EC 1.14.14.151 created 2011 as EC 1.14.13.121, transferred 2018 to EC 1.14.14.151
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Pathway |
ec00909 | Sesquiterpenoid and triterpenoid biosynthesis |
ec01110 | Biosynthesis of secondary metabolites |
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Orthology |
K15472 | premnaspirodiene oxygenase |
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Genes |
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Reference |
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Authors |
Takahashi S, Yeo YS, Zhao Y, O'Maille PE, Greenhagen BT, Noel JP, Coates RM, Chappell J |
Title |
Functional characterization of premnaspirodiene oxygenase, a cytochrome P450 catalyzing regio- and stereo-specific hydroxylations of diverse sesquiterpene substrates. |
Journal |
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Sequence |
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Other DBs |
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