An efficient approach for the synthesis of a series of S-acyl peptides containing internal cysteine residues has been developed and the chemical long-range ligation of these S-acyl peptides via 5-, 8-, 11- and 14-membered cyclic transition states has been investigated. Our results include the first examples of successful isopeptide ligations starting from S-acyl peptides containing non-terminal cysteine residues and indicate that the cyclic transition states studied in this present paper are decreasingly favored in the order of their sizes 5≫14>11≫8. © 2011 The Royal Society of Chemistry.
CITATION STYLE
Hansen, F. K., Ha, K., Todadze, E., Lillicotch, A., Frey, A., & Katritzky, A. R. (2011). Microwave-assisted chemical ligation of S-acyl peptides containing non-terminal cysteine residues. Organic and Biomolecular Chemistry, 9(20), 7162–7167. https://doi.org/10.1039/c1ob05740e
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