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Harnessing enzyme plasticity for the synthesis of oxygenated sesquiterpenoids.


ABSTRACT: 8-Methoxy-?-humulene, (E)-8-methoxy-?-farnesene, 12-methoxy-?-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.

SUBMITTER: Demiray M 

PROVIDER: S-EPMC6774066 | biostudies-literature | 2019

REPOSITORIES: biostudies-literature

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Harnessing enzyme plasticity for the synthesis of oxygenated sesquiterpenoids.

Demiray Melodi M   Miller David J DJ   Allemann Rudolf K RK  

Beilstein journal of organic chemistry 20190917


8-Methoxy-γ-humulene, (<i>E</i>)-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. ...[more]

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