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  2. cis-Apa: a practical linker for the microwave-assisted preparation of cyclic pseudopeptides via RCM cyclative cleavage

cis-Apa: a practical linker for the microwave-assisted preparation of cyclic pseudopeptides via RCM cyclative cleavage

  • J Org Chem. 2011 Feb 4;76(3):766-72. doi: 10.1021/jo101629v.
Alice Baron 1 Pascal Verdié Jean Martinez Frédéric Lamaty
Affiliations

Affiliation

  • 1 Institut des Biomolécules Max Mousseron, UMR CNRS, Université Montpellier, France.
Abstract

A new linker cis-5-aminopent-3-enoic acid (cis-Apa) was prepared for the synthesis of cyclic pseudopeptides by cyclization-cleavage by using ring-closing methatesis (RCM). We developed a new synthetic pathway for the preparation of the cis-Apa linker that was tested in the cyclization-cleavage process of different RGD peptide sequences. Different macrocyclic peptidomimetics were prepared by using this integrated microwave-assisted method, showing that the readily available cis-Apa amino acid is well adapted as a linker in the cyclization-cleavage process.

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