title: The backbone N-(4-azidobutyl) linker for the preparation of peptide chimera.
abstract: A robust synthetic strategy for the introduction of the N-(4-azidobutyl) linker into peptides using standard SPPS techniques is described. Based on the example of Cilengitide it is shown that the N-(4-azidobutyl) group exerts similar conformational restraints as a backbone N-Me group and allows conjugation of a desired molecule either via click chemistry or-after azide reduction-via acylation or reductive alkylation.
authors.affiliation: Institute for Research in Biomedicine (IRB), PCB, 08028-Barcelona, Spain.
authors.forename: Ana I
authors.initials: AI
authors.lastname: Fernández-Llamazares
authors.forename: Jesús
authors.initials: J
authors.lastname: García
authors.forename: Jaume
authors.initials: J
authors.lastname: Adan
authors.forename: David
authors.initials: D
authors.lastname: Meunier
authors.forename: Francesc
authors.initials: F
authors.lastname: Mitjans
authors.forename: Jan
authors.initials: J
authors.lastname: Spengler
authors.forename: Fernando
authors.initials: F
authors.lastname: Albericio
mesh_terms: D000215:Acylation; D000818:Animals; D001386:Azides / Q000737:chemistry*; D057930:Click Chemistry; D015394:Molecular Structure; D010456:Peptides, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry; D012910:Snake Venoms / Q000737:chemistry
chemical_list: D001386:Azides; D010456:Peptides, Cyclic; D012910:Snake Venoms; C422910:Cilengitide