Synfacts 2024; 20(03): 0323
DOI: 10.1055/s-0043-1773015
Peptide Chemistry

Peptide Cyclization of Unprotected Peptides with Cysteine at C-Terminal

Contributor(s):
Hisashi Yamamoto
,
Tomohiro Hattori
Chen H, Zhang Q. * University at Albany, USA
Native Peptide Cyclization, Sequential Chemoselective Amidation in Water.

J. Am. Chem. Soc. 2023;
145: 27218-27224
DOI: 10.1021/jacs.3c10341.
 

Significance

Cyclic peptides, recognized for improving metabolic stability, binding ability, and selectivity for biological targets, have garnered attention in fields like medicinal chemistry and chemical biology. The authors have demonstrated native peptide cyclization from unprotected peptide without premodification in water.


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Comment

The native peptide cyclization of unprotected peptides with cysteine at C-terminal is carried out in water using isonitrile, resulting in the formation of cyclized peptides of various sizes and sequences in moderate to good yields.


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Publication History

Article published online:
14 February 2024

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