4.2.3.133: alpha-copaene synthase
This is an abbreviated version!
For detailed information about alpha-copaene synthase, go to the full flat file.
Reaction
Synonyms
(Z)-beta-cubebene/alpha-copaene synthase, alpha-copaene synthase, bifunctional sesquiterpene synthase 1, CsSesquiTPS1, SES1, sesquiterpene synthase, sesquiterpene synthase 1, SeTPS1, TPS04, TPS1, TPS2
ECTree
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Substrates Products
Substrates Products on EC 4.2.3.133 - alpha-copaene synthase
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REACTION DIAGRAM
(2E,6E)-farnesyl diphosphate
(+)-delta-cadinene + diphosphate
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yield of 40% (+)-delta-cadinene
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?
(2E,6E)-farnesyl diphosphate
alpha-copaene + diphosphate
-
delta-cadinene is one of the two main products, while alpha-muuorlene, beta-caryophyllene, alpha-humulene and alpha-copaene are minor products
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?
2 (2E,6E)-farnesyl diphosphate
(-)-alpha-copaene + delta-cadinene + 2 diphosphate
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-
-
-
?
2 (2E,6E)-farnesyl diphosphate
alpha-copaene + delta-cadinene + 2 diphosphate
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bifunctional sesquiterpene synthase producing both alpha-copaene and delta-cadinene
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?
geranylgeranyl diphosphate + H2O
(13E)-8alpha-hydroxylabd-13-en-15-yl diphosphate
J9PDV7
it is proposed that a basic amino acid residue of the enzyme abstracts a proton from a molecule of water as the hydroxyl adds to the double bond at carbon7 of geranylgeranyl diphosphate. Concerted cyclization occurs and the double bond at carbon14 of geranylgeranyl diphosphate (carbon-3 of (8R)-hydroxy-copalyl diphosphate) is protonated. This concerted mechanism accounts for the addition of a single atom of 18O and a single atom of deuterium to geranylgeranyl diphosphate to form (8R)-hydroxy-copalyl diphosphate
first step in synthesis of sclareol
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?
(2E,6E)-farnesyl diphosphate
(-)-alpha-copaene + diphosphate
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yield of 60% (-)-alpha-copaene, products are about 60% (-)-alpha-copaene, 40% (+)-delta-cadinene
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?