Isolation of Fidaxomicin and Shunt Metabolites from Actinoplanes deccanensis

Author:

Jung Erik1ORCID,Hunter Maja23ORCID,Dorst Andrea1ORCID,Major Alexander1ORCID,Teofilovic Tatjana1ORCID,Müller Rolf23ORCID,Gademann Karl1ORCID

Affiliation:

1. Department of Chemistry University of Zurich 8057 Zürich Switzerland

2. Department of Microbial Natural Products Helmholtz Institute for Pharmaceutical Research Saarland (HIPS) Helmholtz Centre for Infection Research (HZI) Department of Pharmacy Saarland University, Campus Campus E8.1 66123 Saarbrücken Germany

3. German Center for Infection Research (DZIF) Partner Site Hannover-Braunschweig 38124 Braunschweig Germany

Abstract

AbstractA protocol for the isolation of the antibiotic fidaxomicin (Fdx) from Actinoplanes deccanensis and the isolation of shunt metabolites from A. deccanensis fdxG2 is reported. We constructed the mutant strain A. deccanensis fdxG2 by genetic manipulation which enabled the isolation of shunt metabolites as useful starting points for semisynthetic analogues of Fdx. Furthermore, a synthetic protocol for the conversion of complex A. deccanensis fdxG2 extracts into the single compound FdxG2‐OH via methanolysis is presented. This synthetic procedure is complemented by images and practical notes. Full structure assignment is given in the SI and the characterization data files are published to aid experimentalists. The protocol is also suitable as an undergraduate laboratory project. We hope to facilitate research into new Fdx derivatives through the availability of this procedure.

Funder

Schweizerischer Nationalfonds zur Förderung der Wissenschaftlichen Forschung

Publisher

Wiley

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