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
-
hyoscyamus
- muticus
-
+-valencene
- aroma
-
environmentally
-
regio
-
sesquiterpenoid
-
pichia
- grapefruit
- nootkatensis
-
+-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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Engineering
Engineering on EC 1.14.14.151 - premnaspirodiene oxygenase
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V480S
the mutation improves the kcat for the conversion of (-)-vetispiradiene to solavetivol about 2fold
V482I
V482I/A484I
the mutant possesses a 5fold improvement in its catalytic efficiency for nootkatol biosynthesis and a 10fold improvement for 2beta-hydroxy-epiaristolochene biosynthesis
additional information
V482I
the mutation improves the kcat for the conversion of (-)-vetispiradiene to solavetivol about 2fold
production of the sesquiterpenoid (+)-nootkatone by metabolic engineering of Pichia pastoris by generation of a strain co-expressing the premnaspirodiene oxygenase of Hyoscyamus muticus (HPO) and the Arabidopsis thaliana cytochrome P450 reductase (CPR) that hydroxylates extracellularly added (+)-valencene. Intracellular production of (+)-valencene by co-expression of valencene synthase from Callitropsis nootkatensis resolves the phase-transfer issues of (+)-valencene. Bi-phasic cultivations of Pichia pastoris result in the production of trans-nootkatol, which is oxidized to (+)-nootkatone by an intrinsic Pichia pastoris activity. Additional overexpression of a Pichia pastoris alcohol dehydrogenase and truncated hydroxy-methylglutaryl-CoA reductase (tHmg1p) significantly enhances the (+)-nootkatone yield to 208 mg/l cell culture in bioreactor cultivations. After 12 h of biotransformation about 50% of added (+)-valencene is converted to (+)-nootkatone without residual trans-nootkatol or ot herby-products, but with a moderate overall yield of 48% due to high substrate loss overtime. HPO,CPR and ADH-C3 protein levels are only marginally decreased by co-overexpression of tHMG1
additional information
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production of the sesquiterpenoid (+)-nootkatone by metabolic engineering of Pichia pastoris by generation of a strain co-expressing the premnaspirodiene oxygenase of Hyoscyamus muticus (HPO) and the Arabidopsis thaliana cytochrome P450 reductase (CPR) that hydroxylates extracellularly added (+)-valencene. Intracellular production of (+)-valencene by co-expression of valencene synthase from Callitropsis nootkatensis resolves the phase-transfer issues of (+)-valencene. Bi-phasic cultivations of Pichia pastoris result in the production of trans-nootkatol, which is oxidized to (+)-nootkatone by an intrinsic Pichia pastoris activity. Additional overexpression of a Pichia pastoris alcohol dehydrogenase and truncated hydroxy-methylglutaryl-CoA reductase (tHmg1p) significantly enhances the (+)-nootkatone yield to 208 mg/l cell culture in bioreactor cultivations. After 12 h of biotransformation about 50% of added (+)-valencene is converted to (+)-nootkatone without residual trans-nootkatol or ot herby-products, but with a moderate overall yield of 48% due to high substrate loss overtime. HPO,CPR and ADH-C3 protein levels are only marginally decreased by co-overexpression of tHMG1