1.14.14.176: taxadiene 5alpha-hydroxylase
This is an abbreviated version!
For detailed information about taxadiene 5alpha-hydroxylase, go to the full flat file.
Word Map on EC 1.14.14.176
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1.14.14.176
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taxol
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paclitaxel
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medicine
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taxane
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synthesis
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bottleneck
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oxygenases
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nanodiscs
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drug development
- 1.14.14.176
- taxol
- paclitaxel
- medicine
-
taxane
- synthesis
-
bottleneck
- oxygenases
-
nanodiscs
- drug development
Reaction
Synonyms
5alphaCYP, CYP725A4, EC 1.14.99.37, oxygenase, taxadiene 5-mono-, taxa-4(5),11(12)-diene 5-hydroxylase, taxa-4(5),11(12)-diene 5alpha-hydroxylase, taxadien-5alpha-hydroxylase, taxadiene 5-hydroxylase, taxadiene 5-monooxygenase, taxadiene synthase, taxadiene-5alpha-hydroxylase
ECTree
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Reaction
Reaction on EC 1.14.14.176 - taxadiene 5alpha-hydroxylase
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taxa-4,11-diene + [reduced NADPH-hemoprotein reductase] + O2 = taxa-4(20),11-dien-5alpha-ol + [oxidized NADPH-hemoprotein reductase] + H2O
taxa-4,11-diene + [reduced NADPH-hemoprotein reductase] + O2 = taxa-4(20),11-dien-5alpha-ol + [oxidized NADPH-hemoprotein reductase] + H2O
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taxa-4,11-diene + [reduced NADPH-hemoprotein reductase] + O2 = taxa-4(20),11-dien-5alpha-ol + [oxidized NADPH-hemoprotein reductase] + H2O
reaction mechanism
taxa-4,11-diene + [reduced NADPH-hemoprotein reductase] + O2 = taxa-4(20),11-dien-5alpha-ol + [oxidized NADPH-hemoprotein reductase] + H2O
requires P450, reaction includes rearrangement of the 4(5)-double bound to a 4(20)-double bond, possibly through allylic oxidation, proposed mechanism
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taxa-4,11-diene + [reduced NADPH-hemoprotein reductase] + O2 = taxa-4(20),11-dien-5alpha-ol + [oxidized NADPH-hemoprotein reductase] + H2O
requires P450, reaction includes rearrangement of the 4(5)-double bound to a 4(20)-double bond, possibly through allylic oxidation, proposed mechanism
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taxa-4,11-diene + [reduced NADPH-hemoprotein reductase] + O2 = taxa-4(20),11-dien-5alpha-ol + [oxidized NADPH-hemoprotein reductase] + H2O
mechanism involving promiscuous radical abstraction with selective oxygen insertion