4.2.3.128: beta-cubebene synthase
This is an abbreviated version!
For detailed information about beta-cubebene synthase, go to the full flat file.
Reaction
Synonyms
(Z)-beta-cubebene/alpha-copaene synthase, caryophyllene/cubebene synthase, Cop4, CoTPS2, CsSesquiTPS1, Mg25, sesquiterpene synthase, TPS2, VvShirazTPS-Y2, VvTPS
ECTree
4.2.3.128 beta-cubebene synthaseAdvanced search results
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Substrates Products on EC 4.2.3.128 - beta-cubebene synthase
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SUBSTRATE 
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
(2Z,6E)-farnesyl diphosphate
beta-cubebene + diphosphate
conversion of (E,E)-farnesyl diphosphate proceeds via a (6S)-beta-bisabolene carbocation in the case of Cop4
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-
?
(E)-geraniol diphosphate
?
Cop4 converts 30% of (E)-geraniol diphosphate into cyclic monoterpene products. Limonene is synthesized as the major cyclic monoterpene product. Limonene can be derived from either a cisoid, exo- or cisoid, endo-conformation of the initial geranyl cation of the initial geranyl cation. Exo-conformation yields (Z)-beta-ocimene and linalool, while the endoconformation would give (E)-beta-ocimene
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?
(2E,6E)-farnesyl diphosphate
beta-cubebene + diphosphate
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-
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?
(2E,6E)-farnesyl diphosphate
beta-cubebene + diphosphate
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-
?
(2E,6E)-farnesyl diphosphate
beta-cubebene + diphosphate
Cop4 synthesizes delta-cadinene as its major product, cf. EC 4.2.3.13
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?
(2E,6E)-farnesyl diphosphate
beta-cubebene + diphosphate
conversion of (E,E)-farnesyl diphosphate proceeds via an (E,E)-germacradienyl carbocation in the case of Cop4
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-
?
(2E,6E)-farnesyl diphosphate
beta-cubebene + diphosphate
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?
(2E,6E)-farnesyl diphosphate
beta-cubebene + diphosphate
Cop4 synthesizes delta-cadinene as its major product, cf. EC 4.2.3.13
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-
?
(2E,6E)-farnesyl diphosphate
beta-cubebene + diphosphate
Mg25 converts farnesyl diphosphate predominantly to beta-cubebene
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?
additional information
?
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enzyme CoTPS2 is multifunctional and a terpene synthase that catalyses the synthesis of three sesquiterpenes, beta-ylangene, beta-copaene, and beta-cubebene
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?
additional information
?
-
Cop4 cultures produce several sesquiterpene compounds, e.g. beta-cubebene, sativene, beta-copaene, and cubebol
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?
additional information
?
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Cop4 is a catalytically promiscuous enzyme that cyclizes (2E,6E)-farnesyl diphosphate into multiple products, including (-)-germacrene D and cubebol. Cop 4 produces several volatile sesquiterpene products, including delta-cadinene as the major product, when expressed in Escherichia coli
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?
additional information
?
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Cop4 cultures produce several sesquiterpene compounds, e.g. beta-cubebene, sativene, beta-copaene, and cubebol
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?
additional information
?
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the dominant reaction products generated by Mg25 are beta-cubebene with 24.5%, alpha-muurolene with 19.3%, cf. EC 4.2.3.125, delta-cadinol with 18.6%, delta-elemene with 16.0%, tau-muurolene with 10.8%, and beta-elemene with 10.8%
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?
additional information
?
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the enzyme also forms beta-caryophyllene via (Z,E)-germacradienyl cation and (E,E)-humulyl cation intermediates. The product profile of the VvShirazTPS-Y2 reaction includes alpha- and beta-cubebene, alpha-copaene, isocaryophyllene, alpha-caryophyllene, (+)-delta-cadinene, cadina-1,4-diene, and caryophyllene oxide, overview. The major products are isocaryophyllene and beta-cubenene
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