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N- and Cα-Methylation in Biologically Active Peptides: Synthesis, Structural and Functional Aspects

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Numerous backbone constraints can be used to develop pseudopeptides or pseudomimetics of biologically active peptides. Among those, N- and Cα-methyl amino acids that can be incorporated by solidphase peptide synthesis in a bioactive sequence represent important tools to restrict and ψ angles of peptide backbone.

This review will focus on the chemical syntheses of N- and Cα-methyl amino acids, their effects on peptide conformation and structure, and their role on the peptide stability towards enzymatic degradation and on the biological activities of the resulting analogues.
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Keywords: amino acid; backbone constraint; biological activity; methylation; n-methylation; organic synthesis; peptide; structure

Document Type: Review Article

Affiliations: UMR 7613 CNRSUniversite Pierre & Marie Curie, Structure and Function of Bioactive Molecules, Case courrier 182, 4 place Jussieu, 75005 Paris, France.

Publication date: 2004-11-01

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