Synfacts 2021; 17(01): 0111
DOI: 10.1055/s-0040-1706075
Peptide Chemistry

Peptide Bond Formation by Using p-Nitrophenyl Esters

Contributor(s):
Hisashi Yamamoto
,
An Wu
Gagnon P, Huang X, Therrien E, Keillor JW. * Université de Montréal, Canada
Peptide Coupling of Unprotected Amino Acids through in situ p-Nitrophenyl Ester Formation.

Tetrahedron Lett. 2002;
43: 7717-7719
DOI: 10.1016/S0040-4039(02)01840-3.
 

Significance

Reactive amino acid phenyl esters have been used in peptide synthesis. In 2002, Keillor­ and co-workers reported a method for peptide bond formation between p-nitrophenyl esters and unprotected amino acids in aqueous solution.


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Comment

By using p-nitrophenyl esters formed in situ, various dipeptides or tripeptides were synthesized without classical peptide-coupling reagents. The yields of the target peptides were moderate to excellent.


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Publication History

Publication Date:
16 December 2020 (online)

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