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Org Lett. 2015 Feb 6;17(3):748-51. doi: 10.1021/acs.orglett.5b00043. Epub 2015 Jan 29.

Solid-phase total synthesis of daptomycin and analogs.

Author information

1
Department of Chemistry, University of Waterloo , 200 University Avenue West, Waterloo, Ontario, Canada , N2L 3G1.

Abstract

An entirely solid-phase synthesis of daptomycin, a cyclic lipodepsipeptide antibiotic currently in clinical use, was achieved using a combination of α-azido and Fmoc amino acids. This methodology was applied to the synthesis of several daptomycin analogs, one of which did not contain kynurenine or the synthetically challenging amino acid (2S,3R)-methylglutamate yet exhibited an MIC approaching that of daptomycin.

PMID:
25634084
DOI:
10.1021/acs.orglett.5b00043
[Indexed for MEDLINE]

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