title: Constructing thioether-tethered cyclic peptides via on-resin intra-molecular thiol-ene reaction.
abstract: Thiol-ene reactions have been used in a variety of applications that mostly involve an inter-molecular pathway. Herein, we report a facile method to construct thioether-tethered cyclic peptides via an intra-molecular thiol-ene reaction. This reaction is efficient, selective, and has good residue compatibility. Short peptides with thioether tethers were constructed and were used to construct longer cyclic peptides. This synthetic method may be useful for constructing bioactive peptides. Copyright © 2016 European Peptide Society and John Wiley & Sons, Ltd.
authors.affiliation: School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Shenzhen, 518055, China.
authors.forename: Bingchuan
authors.initials: B
authors.lastname: Zhao
authors.affiliation: School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Shenzhen, 518055, China.
authors.forename: Qingzhou
authors.initials: Q
authors.lastname: Zhang
authors.affiliation: School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Shenzhen, 518055, China.
authors.forename: Zigang
authors.initials: Z
authors.lastname: Li
mesh_terms: D000595:Amino Acid Sequence; D001559:Benzhydryl Compounds / Q000737:chemistry; D057930:Click Chemistry / Q000379:methods; D004988:Ethers, Cyclic / Q000737:chemistry*; D010456:Peptides, Cyclic / Q000138:chemical synthesis*; D013438:Sulfhydryl Compounds / Q000737:chemistry*
chemical_list: C030545:4-methylbenzhydrylamine resin; D001559:Benzhydryl Compounds; D004988:Ethers, Cyclic; D010456:Peptides, Cyclic; D013438:Sulfhydryl Compounds
keywords: cyclic peptide; intra-molecular; thioether bond; thiol-ene reaction