Beilstein Journal of Organic Chemistry (Nov 2020)

On the mass spectrometric fragmentations of the bacterial sesterterpenes sestermobaraenes A–C

  • Anwei Hou,
  • Jeroen S. Dickschat

DOI
https://doi.org/10.3762/bjoc.16.231
Journal volume & issue
Vol. 16, no. 1
pp. 2807 – 2819

Abstract

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A 13C-labelling was introduced into each individual carbon of the recently discovered sestermobaraenes by the enzymatic conversion of the correspondingly 13C-labelled isoprenyl diphosphate precursors with the sestermobaraene synthase from Streptomyces mobaraensis. The main compounds sestermobaraenes A, B, and C were analysed by gas chromatography–mass spectrometry (GC–MS), allowing for a deep mechanistic investigation of the electron impact mass spectrometry (EIMS) fragmentation reactions of these sesterterpene hydrocarbons.

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