Complex cyclic peptide synthesis via serine/threonine ligation chemistry.

Bioorg Med Chem Lett

Department of Chemistry, the State Key Laboratory of Synthetic Chemistry, The University of Hong Kong, Hong Kong, PR China. Electronic address:

Published: December 2021

Non-ribosomal cyclic peptides are abundant in natural sources, exhibiting attractive bioactivities and favorable pharmacological properties. Furthermore, their structural complexity renders them as attractive synthetic targets. A general task for cyclic peptide synthesis is the peptide cyclization. Compared to the traditional dehydration-based peptide macrolactamization, chemoselective peptide ligation provides an alternative, sometimes advantageous, strategy to cyclize peptides. Herein, we provide a series of structurally complex cyclic peptide examples whose total syntheses were achieved via peptide ligation-mediated peptide cyclization. The special features of these strategies for achieving the total synthesis are highlighted.

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http://dx.doi.org/10.1016/j.bmcl.2021.128430DOI Listing

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