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Synfacts 2024; 20(12): 1329
DOI: 10.1055/a-2439-8066
Peptide Chemistry

Peptide Synthesis Using Unprotected Amino Acids

Contributor(s):
Hisashi Yamamoto
,
Kazumasa Kon
Hattori T, * Yamamoto H. * Chubu University, Kasugai, Japan
Peptide Bond Formation Between Unprotected Amino Acids: Convergent Synthesis of Oligopeptides.

J. Am. Chem. Soc 2024;
146: 25738-25744
DOI: 10.1021/jacs.4c08049.
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Keywords

unprotected amino acids - silacyclic dipeptide - convergent synthesis

Significance

Protecting groups for the N-terminal amino and C-terminal carboxyl groups are essential in peptide synthesis. In this work, the authors have developed peptide bond formation between unprotected amino acids using two kinds of appropriate silylating reagents.


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Comment

Me2Si(Im)2 and TMSIM were used to achieve peptide bond formation chemoselectively between two different unprotected amino acids to give a broad range of silacyclic dipeptides. Also, silacyclic dipeptides were successfully applied to convergent long peptide synthesis.


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Publication History

Article published online:
21 November 2024

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