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Post-synthesis modification of aspartyl or glutamyl residue side-chains on solid support

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

Book ID
104261657
Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
214 KB
Volume
40
Category
Article
ISSN
0040-4039

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✦ Synopsis

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 aldehyde, the reaction of different groups with this aldehyde function on solid support. The usefulness of this method was proved by the synthesis of H-Phe-[2-(4-ethoxycarbonyl-3-butene)-glycyl]-leucine amide.

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