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Synfacts 2024; 20(08): 0879
DOI: 10.1055/s-0043-1774917
Peptide Chemistry

Peptide Cyclization at Side Chain of Lys-Lys, Lys-Tyr, and Lys-Phe(4-NH2)

Contributor(s):
Hisashi Yamamoto
,
Tomohiro Hattori
Ding Y, Pedersen SS, Wang H, Xiang B, Wang Y, Yang Z, Gao Y, Morosan E, Jones MR, Xiao H, Ball ZT. * Rice University, Houston, USA
Selective Macrocyclization of Unprotected Peptides with an ex situ Gaseous Linchpin Reagent.

Angew. Chem. Int. Ed. 2024; e202405344
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Key words

copper catalysis - cyclization - linchpin reagent

Significance

Cyclic peptides have received increasing attention due to their improved stability and cell permeability, compared to linear peptides. The authors have established a cyclization at the side chain via carbonylation using in situ generated CO.


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Comment

The cyclization proceeded at the side chain of Lys-Lys, Lys-Tyr, and Lys-Phe(4-NH2) ­regardless of the position of the complex peptide chain in good yields by the help of Cu catalysis.


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Publication History

Article published online:
25 July 2024

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