4.2.3.126: gamma-muurolene synthase
This is an abbreviated version!
For detailed information about gamma-muurolene synthase, go to the full flat file.
Reaction
Synonyms
Cop3, SasesquiTPS1, sesquiterpene synthase
ECTree
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Substrates Products
Substrates Products on EC 4.2.3.126 - gamma-muurolene synthase
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REACTION DIAGRAM
(2E,6E)-farnesyl diphosphate
gamma-muurolene + diphosphate
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(2E,6E)-farnesyl diphosphate
gamma-muurolene + diphosphate
significant amounts of beta-elemene, gamma-muurolene, germacrene D, and delta-cadinene are synthesized in the headspace of Cop3 cultures
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(2E,6E)-farnesyl diphosphate
gamma-muurolene + diphosphate
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the major cyclization products of Cop3 and its loop mutants are derived from an E,E-germacradienyl cation formed after ionization and 1,10 cyclization of E,E-farnesyl diphosphate. alpha-Muurolene is 30% of the products formed from (2E,6E)-farnesyl diphosphate
gamma-muurolene is 12% of the products formed from (2E,6E)-farnesyl diphosphate
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(2E,6E)-farnesyl diphosphate
gamma-muurolene + diphosphate
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?
(2E,6E)-farnesyl diphosphate
gamma-muurolene + diphosphate
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SasesquiTPS1 with (2E,6E)-farnesyl diphosphate as substrate produces a complex mixture of mono- and bicyclic sesquiterpenes. The main products as analysed by GC-MS and GC-FID are the cyclic alcohol germacrene D-4-ol, and helminthogermacrene. Also present are alpha-bulnesene, gamma-muurolene, alpha- and beta-selinenes, as well as several other minor bicyclic compounds, alpha-humulene and nerolidol are detected in proportions below 5%
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product profiling by GC-MS analysis, overview. alpha-Muurolene is the major terpenoid compound detected in Cop3 cultures, accounting for about 30% of the total sesquiterpenes detected. Significant amounts of beta-elemene, gamma-muurolene, germacrene D, and delta-cadinene are synthesized in the headspace of Cop3 cultures
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additional information
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seven different sesquiterpenes products, wild-type Cop3 also shows alpha-muurolene synthase activity, EC 4.2.3.125, and produces 30% alpha-muurolene and 35% gemacrene A, product of germacrene A synthase, EC 4.2.3.23, of total products from (2E,6E)-farnesyl diphosphate, product profiling by GC-MS analysis, overview
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additional information
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product profiling by GC-MS analysis, overview. alpha-Muurolene is the major terpenoid compound detected in Cop3 cultures, accounting for about 30% of the total sesquiterpenes detected. Significant amounts of beta-elemene, gamma-muurolene, germacrene D, and delta-cadinene are synthesized in the headspace of Cop3 cultures
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