Solid-phase synthesis of peptides containing alpha,beta-didehydroamino acids

Citation
M. Royo et al., Solid-phase synthesis of peptides containing alpha,beta-didehydroamino acids, EUR J ORG C, (1), 2001, pp. 45-48
Citations number
32
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
1434193X → ACNP
Issue
1
Year of publication
2001
Pages
45 - 48
Database
ISI
SICI code
1434-193X(200101):1<45:SSOPCA>2.0.ZU;2-2
Abstract
alpha,beta -Didehydroamino acids are frequently encountered in natural pept ides with important biological activity. Herein, we report a mild and conve nient method for the preparation of peptides containing alpha,beta -didehyd roamino acids, where solid-phase techniques are used both for elongation of the peptide chain and formation of the double bond. This bond is formed th rough a beta -elimination reaction, using a water soluble carbodiimide as t he activating reagent of the hydroxyl function, and catalyzed by CuCl.