Synthesis of Oligopeptides Through O-acyl Isopeptide Method

Author(s): H. S. Lalithamba, H. P. Hemantha, Vommina V. Sureshbabu.

Journal Name: Protein & Peptide Letters

Volume 18 , Issue 8 , 2011

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Abstract:

The O-acyl isopeptide method has recently gained attention as an efficient protocol for the synthesis of ‘difficult sequence‘ peptides. Herein, synthesis of three oligopeptides of different length, a pentapeptide Gly-Leu-Leu-Ser-Val, a heptapeptide fragment 285-291 of transmembrane (M7-24-T40) Ala-Val-Leu-Ser-Leu-Pro-Leu and a decapeptide, Gly- Leu-Leu-Ser-Val-Leu-Gly-Ser-Val-Ala were demonstrated in solution phase by employing O-acyl isopeptide method. The peptides were established through an efficient pH triggered intramolecular O→N acyl migration under physiological conditions. The reactions were clean and complete in appreciable length of time.

Keywords: O-acyl isopeptide, ‘click’ peptide, O→N intramolecular acyl migration, Hydrogen bonding, pseudoproline moiety, depsi peptide, polarity, oligopeptide fragments, HPLC chromatogra, anticancer prodrugs, hassle-free peptide assembly, click peptide method, switch peptide, anhydride method, isopeptide, depsi linkage, Amino acidsO-acyl isopeptide, ‘click’ peptide, O→N intramolecular acyl migration, Hydrogen bonding, pseudoproline moiety, depsi peptide, polarity, oligopeptide fragments, HPLC chromatogra, anticancer prodrugs, hassle-free peptide assembly, click peptide method, switch peptide, anhydride method, isopeptide, depsi linkage, Amino acids

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Article Details

VOLUME: 18
ISSUE: 8
Year: 2011
Page: [848 - 857]
Pages: 10
DOI: 10.2174/092986611795713961
Price: $58

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