title: cis-Apa: a practical linker for the microwave-assisted preparation of cyclic pseudopeptides via RCM cyclative cleavage.
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.
authors.affiliation: Institut des Biomolécules Max Mousseron, UMR CNRS, Université Montpellier, France.
authors.forename: Alice
authors.initials: A
authors.lastname: Baron
authors.forename: Pascal
authors.initials: P
authors.lastname: Verdié
authors.forename: Jean
authors.initials: J
authors.lastname: Martinez
authors.forename: Frédéric
authors.initials: F
authors.lastname: Lamaty
mesh_terms: D000501:Allylglycine / Q000737:chemistry*; D000595:Amino Acid Sequence; D003500:Cyclization; D009682:Magnetic Resonance Spectroscopy; D008872:Microwaves; D015394:Molecular Structure; D010456:Peptides, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D010456:Peptides, Cyclic; D000501:Allylglycine