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Post-synthesis incorporation of a lipidic side chain into a peptide on solid support

✍ Scribed by Céline Douat; Annie Heitz; Marielle Paris; Jean Martinez; Dr Jean-Alain Fehrentz

Book ID
105360230
Publisher
John Wiley and Sons
Year
2002
Tongue
English
Weight
165 KB
Volume
8
Category
Article
ISSN
1075-2617

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✦ Synopsis

Abstract

A new strategy for the synthesis of lipopeptides has been developed. Using Weinreb (N‐methoxy, N‐methyl) amide as an aldehyde function precursor on the side chains of Asp or Glu residues, this new strategy avoids the synthesis of a lipidic amino acid residue before its incorporation in the peptide sequence. The aldehyde generated on the solid support can react with ylides leading to unsaturated or saturated side chains or with various nucleophiles to yield non‐coded amino acid residues incorporated into the sequence. Copyright © 2002 European Peptide Society and John Wiley & Sons, Ltd.

📜 SIMILAR VOLUMES

Post-synthesis modification of aspartyl
Post-synthesis modification of aspartyl or glutamyl residue side-chains on solid support
✍ Marielle Paris; Céline Douat; Annie Heitz; William Gibbons; Jean Martinez; Jean- 📂 Article 📅 1999 🏛 Elsevier Science 🌐 French ⚖ 214 KB

A methodology to modify aspartyl or glutamyl residue side-chains after their incorporation on solid phase synthesis in a peptide sequence was developed. This strategy using the concept of Weinreb amide on the side chain of aspartyl or glutamyi residues allowed reduction of the amide side-chain into