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Angew Chem Int Ed Engl. 2017 Oct 2;56(41):12755-12759. doi: 10.1002/anie.201705387. Epub 2017 Aug 30.

Total Syntheses of Cystobactamids and Structural Confirmation of Cystobactamid 919-2.

Author information

1
Department of Chemistry, University of Munich, Butenandtstrasse 5-13, Haus F, 81377, Munich, Germany.
2
Department of Chemistry, New York University, 100 Washington Square East, Room 712, New York, NY, 10003, USA.
3
Department of Microbial Natural Products, Helmholtz Institute for Pharmaceutical Research Saarland, Helmholtz Center for Infection Research, Saarland University, 66123, Saarbrücken, Germany.

Abstract

The cystobactamids are a family of antibacterial natural products with unprecedented chemical scaffolds that are active against both Gram-positive and Gram-negative pathogens. Herein, we describe the first total synthesis of cystobactamid 919-2 from three fragments. Our convergent synthesis enabled both the confirmation of the correct structure and the determination of the absolute configuration of cystobactamid 919-2.

KEYWORDS:

absolute configuration; antibiotics; peptides; structure elucidation; total synthesis

PMID:
28731542
DOI:
10.1002/anie.201705387

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