Harnessing enzyme plasticity for the synthesis of oxygenated sesquiterpenoids

8-Methoxy-γ-humulene, ( )-8-methoxy-β-farnesene, 12-methoxy-β-sesquiphellandrene and 12-methoxyzingiberene can be synthesised in amorphadiene synthase-catalysed reactions from 8- and 12-methoxyfarnesyl diphosphates due to the highly plastic yet tightly controlled carbocationic chemistry of this sesq...

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Veröffentlicht in:	Beilstein journal of organic chemistry 2019-09, Vol.15 (1), p.2184-2190
Hauptverfasser:	Demiray, Melodi, Miller, David J, Allemann, Rudolf K
Format:	Artikel
Sprache:	eng
Schlagworte:	Alcohol amorphadiene synthase artemisinin Chemistry Enzymes Farnesene Full Research Paper Humulene Insects oxygenated terpenoids Pheromones Plasticity Sesquiterpene cyclase Sesquiterpenoids substrate engineering terpenes
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Beschreibung
Zusammenfassung:	8-Methoxy-γ-humulene, ( )-8-methoxy-β-farnesene, 12-methoxy-β-sesquiphellandrene and 12-methoxyzingiberene can be synthesised in amorphadiene synthase-catalysed reactions from 8- and 12-methoxyfarnesyl diphosphates due to the highly plastic yet tightly controlled carbocationic chemistry of this sesquiterpene cyclase.
ISSN:	1860-5397 2195-951X 1860-5397
DOI:	10.3762/bjoc.15.215