title: Synthesis of cyclic, multivalent Arg-Gly-Asp using sequential thiol-ene/thiol-yne photoreactions.
abstract: A unique method has been developed for the formation of multivalent cyclic peptides. This procedure exploits on-resin peptide cyclization using a photoinitiated thiol-ene click reaction and subsequent clustering using thiol-yne photochemistry. Both reactions utilize the sulfhydryl group on natural cysteine amino acids to participate in the thiol-mediated reactions.
authors.affiliation: Department of Chemical & Biological Engineering, University of Colorado, Boulder, CO 80309, USA.
authors.forename: Alex A
authors.initials: AA
authors.lastname: Aimetti
authors.forename: Kristen R
authors.initials: KR
authors.lastname: Feaver
authors.forename: Kristi S
authors.initials: KS
authors.lastname: Anseth
mesh_terms: D009842:Oligopeptides / Q000737:chemistry*; D010456:Peptides, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry; D055668:Photochemical Processes; D013438:Sulfhydryl Compounds / Q000737:chemistry*
chemical_list: D009842:Oligopeptides; D010456:Peptides, Cyclic; D013438:Sulfhydryl Compounds; C047981:arginyl-glycyl-aspartic acid