Synfacts 2021; 17(04): 0469
DOI: 10.1055/s-0040-1706150
Peptide Chemistry

Peptide Bond Formation by Using 2-Pyridyl Thio Esters

Contributor(s):
Hisashi Yamamoto
,
An Wu
Lloyd K, Young GT. * Oxford University, UK
Amino-Acids and Peptides. Part XXXIV. Anchimerically Assisted Coupling Reactions: The Use of 2-Pyridyl Thiolesters.

J. Chem. Soc. C 1971; 2890-2896
DOI: 10.1039/j39710002890.
 

Significance

Anchimerically assisted coupling methods have been used in peptide synthesis. These reactions usually start from active esters, such as 8-hydroxyquinoline esters or o-methoxyphenyl esters. In 1971, Lloyd and Young reported a method that used active 2-pyridyl thio esters and amines to form peptide bonds with anchimeric assistance.


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Comment

With the 2-pyridyl thio esters, various dipeptides can be synthesized without the use of classical peptide-coupling reagents. The yields of the target peptides are moderate to excellent, and the reaction time is short.


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Publication History

Article published online:
18 March 2021

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