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1 article(s) from Demiray, Melodi

Harnessing enzyme plasticity for the synthesis of oxygenated sesquiterpenoids

Melodi Demiray,
David J. Miller and
Rudolf K. Allemann

Beilstein J. Org. Chem. 2019, 15, 2184–2190, doi:10.3762/bjoc.15.215

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Scheme 1: Mechanism of the ADS-catalysed conversion of FDP (2) to amorpha-4,11-diene (3), a biosynthetic prec...

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Scheme 2: Synthesis of 8-methoxy-FDP (11) and 12-methoxy-FDP (12) (for full synthesis details see Supporting Information File 1).

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Figure 1: Total-ion chromatogram of the pentane extractable products formed in an incubation of ADS with 8-me...

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Figure 2: ¹H NMR spectrum (500 MHz, CDCl₃) of the 8-methoxy-γ-humulene (20) generated by ADS from 8-methoxy-F...

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Scheme 3: Potential mechanisms for the ADS-catalysed conversion of 8-methoxy-FDP (11) to 8-methoxy-γ-humulene...

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Figure 3: Total-ion chromatogram of the pentane extractable products formed in an incubation of ADS with 12-m...

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Figure 4: ¹H NMR spectrum (400 MHz, CDCl₃) of 12-methoxy-β-sesquiphellandrene (26) and 12-methoxyzingiberene (...

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Scheme 4: Possible mechanisms for the ADS-catalysed conversion of 12-methoxy-FDP (12) to 12-methoxy-β-sesquip...

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Published 17 Sep 2019

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