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Synthetic Studies with Bacitracin A and Preparation of Analogues Containing Alternative Zinc Binding Groups by Ned Buijs; Halana C. Vlaming; Matthijs J. van Haren; Nathaniel I. Martin is a Biochemistry, Genetics and Molecular Biology article available to read on EtoBox.

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## Abstract The growing threat of drug‐resistant bacteria is a global concern, highlighting the urgent need for new antibiotics and antibacterial strategies. In this light, practical synthetic access to natural product antibiotics can provide important structure‐activity insights while also opening avenues for the development of novel analogues with improved properties. To this end, we report an optimised synthetic route for the preparation of the clinically used macrocyclic peptide antibiotic bacitracin. Our combined solid‐ and solution‐phase approach addresses the problematic, and previously unreported, formation of undesired epimers associated with the stereochemically fragile N‐terminal thiazoline moiety. A number of bacitracin analogues were also prepared wherein the thiazoline motif was replaced by other known zinc‐binding moieties and their antibacterial activities evaluated.

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Author

Ned Buijs; Halana C. Vlaming; Matthijs J. van Haren; Nathaniel I. Martin

Publisher

John Wiley and Sons Inc.

Published

2022

Language

EN

Field

Biochemistry, Genetics and Molecular Biology (Life Sciences)