5.5.1.8: (+)-bornyl diphosphate synthase
This is an abbreviated version!
For detailed information about (+)-bornyl diphosphate synthase, go to the full flat file.
Reaction
Synonyms
(+)-bornyl diphosphate synthase, (+)-Bornylpyrophosphate cyclase, (+)-BPP cyclase, (-)-BPP cyclase, (di)terpene synthase, bornyl diphosphate synthase, bornyl pyrophosphate synthase, bornyl pyrophosphate synthetase, BPPS, BPS, Geranyl pyrophosphate:(+)-bornyl pyrophosphate cyclase, Geranyl pyrophosphate:(-)-bornyl pyrophosphate cyclase, geranyl-diphosphate cyclase, Synthetase, bornyl pyrophosphate, TPS3
ECTree
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Reaction
Reaction on EC 5.5.1.8 - (+)-bornyl diphosphate synthase
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geranyl diphosphate = (+)-bornyl diphosphate
geranyl diphosphate is first stereospecifically isomerized to linalyl diphosphate which, following rotation about C-2-B-3 to the cisoid conformer, cyclizes from the anti-endo configuration. Neryl diphosphate cyclizes either directly or via the linalyl intermediate without the attendant rotation
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geranyl diphosphate = (+)-bornyl diphosphate
geranyl diphosphate is first stereospecifically isomerized to linalyl diphosphate which, following rotation about C-2-B-3 to the cisoid conformer, cyclizes from the anti-endo configuration. Neryl diphosphate cyclizes either directly or via the linalyl intermediate without the attendant rotation
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geranyl diphosphate = (+)-bornyl diphosphate
linalyl diphosphate is an intermediate
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geranyl diphosphate = (+)-bornyl diphosphate
linalyl diphosphate is an intermediate
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geranyl diphosphate = (+)-bornyl diphosphate
solely the diphosphate ester oxygen of geranyl diphosphate is involved in all the critical bonding processes in the coupled isomerization-cyclization
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geranyl diphosphate = (+)-bornyl diphosphate
solely the diphosphate ester oxygen of geranyl diphosphate is involved in all the critical bonding processes in the coupled isomerization-cyclization
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geranyl diphosphate = (+)-bornyl diphosphate
both steps of the coupled isomerization-cyclization sequence are initiated by ionization of an allylic diphosphate
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geranyl diphosphate = (+)-bornyl diphosphate
reaction mechanism, overview
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