1.14.14.151: premnaspirodiene oxygenase
This is an abbreviated version!
For detailed information about premnaspirodiene oxygenase, go to the full flat file.
Word Map on EC 1.14.14.151
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1.14.14.151
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hyoscyamus
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muticus
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+-valencene
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aroma
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environmentally
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regio
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sesquiterpenoid
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pichia
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grapefruit
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nootkatensis
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+-nootkatone
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pastoris
- 1.14.14.151
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hyoscyamus
- muticus
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+-valencene
- aroma
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environmentally
-
regio
-
sesquiterpenoid
-
pichia
- grapefruit
- nootkatensis
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+-nootkatone
- pastoris
Reaction
+ 2 [reduced NADPH-hemoprotein reductase] + 2 O2 = + 2 [oxidized NADPH-hemoprotein reductase] + 3 H2O
Synonyms
CYP71D55, EC 1.14.13.121, HPO, OsCYP71
ECTree
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Substrates Products
Substrates Products on EC 1.14.14.151 - premnaspirodiene oxygenase
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REACTION DIAGRAM
(+)-valencene + [reduced NADPH-hemoprotein reductase] + O2
alpha-nootkatol + beta-nootkatol + [oxidized NADPH-hemoprotein reductase] + H2O
enzyme HPO-mediated biohydroxylation of (+)-valencene
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(-)-vetispiradiene + [reduced NADPH-hemoprotein reductase] + O2
solavetivol + [oxidized NADPH-hemoprotein reductase] + H2O
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solavetivol is also named premnaspirodien-2alpha-ol or (2S,4R,5S,7R)-spirovetiva-1(10),11(12)-dien-2-ol
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4-epi-eremophilene + [reduced NADPH-hemoprotein reductase] + O2
4-epieremophilen-2beta-ol + [oxidized NADPH-hemoprotein reductase] + H2O
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5-epiaristolochene + 3 [reduced NADPH-hemoprotein reductase] + 3 O2
2beta-hydroxy-5-epiaristolochene + 1beta-hydroxy-5-epiaristolochene + 3alpha-hydroxy-5-epiaristolochene + 3 [oxidized NADPH-hemoprotein reductase] + 3 H2O
substrate affinity for 5-epiaristolochene is 2-4times lower than that for valencene or (-)-premnaspirodiene, respectively. HPO catalyzes the conversion of 5-epiaristolochene to four mono-hydroxylated products with 2beta-hydroxy-epiaristolochene comprising greater than 80% of the reaction products, 1beta-hydroxy-epiaristolochene about 5%, 3alpha-hydroxy-epiaristolochene less than 2%, and an unknown mono-hydroxylated product of about 20%
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cedr-8-ene + [reduced NADPH-hemoprotein reductase] + O2
cedr-8-en-15-ol + [oxidized NADPH-hemoprotein reductase] + H2O
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valencene + 2 [reduced NADPH-hemoprotein reductase] + 2 O2
alpha-nootkatol + beta-nootkatol + 2 [oxidized NADPH-hemoprotein reductase] + 2 H2O
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HPO also catalyzes the equivalent regio-specific (C-2) hydroxylation of several eremophilane-type (decalin ring system) sesquiterpenes, such as with 5-epi-aristolochene
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additional information
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HPO also catalyzes the equivalent regio-specific (C-2) hydroxylation of several eremophilane-type (decalin ring system) sesquiterpenes, such as with 5-epi-aristolochene
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additional information
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the enzyme fails to convert nootkatol to nootkatone
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additional information
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the enzyme fails to convert nootkatol to nootkatone
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additional information
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co-expression of enzyme HPO and cytochrome P450 reductase (CPR) leads to the hydroxylation of externally added (+)-valencene to trans-nootkatol in Pichia pastoris cells
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additional information
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co-expression of enzyme HPO and cytochrome P450 reductase (CPR) leads to the hydroxylation of externally added (+)-valencene to trans-nootkatol in Pichia pastoris cells
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