title: Synthesis of sequential polydepsipeptides utilizing a new approach for the synthesis of depsipeptides.
abstract: Sequential polydepsipeptides were synthesized by the depsipeptide active ester method using a new approach for the direct synthesis of N-protected depsipeptide free acids from hydroxy acids. The method uses synthesis of Boc-didepsipeptides by reaction of free hydroxy acids with Boc-amino acid N-hydroxysuccinimide esters catalyzed by 4-dimethylaminopyridine and chain elongation of the free depsipeptides by the reaction with Boc-amino acid N-hydroxysuccinimide esters in an organic solvent system of acetonitrile-tetrahydrofuran. The Boc-depsipeptide free acids were activated as their N-hydroxysuccinimide esters, which were polymerized after removal of the Boc-protecting group.
authors.affiliation: Department of Chemistry, Gunma University, Tenjin-cho, Kiryu 376-8515, Japan. katakai@chem.gunma-u.ac.jp
authors.forename: Ryoichi
authors.initials: R
authors.lastname: Katakai
authors.forename: Kyoko
authors.initials: K
authors.lastname: Kobayashi
authors.forename: Keiichi
authors.initials: K
authors.lastname: Yamada
authors.forename: Hiroyuki
authors.initials: H
authors.lastname: Oku
authors.forename: Nobu
authors.initials: N
authors.lastname: Emori
mesh_terms: D015761:4-Aminopyridine / Q000031:analogs & derivatives* / Q000737:chemistry; D000596:Amino Acids / Q000737:chemistry; D001704:Biopolymers / Q000737:chemistry; D002384:Catalysis; D004952:Esters / Q000737:chemistry; D006880:Hydroxy Acids / Q000737:chemistry; D009842:Oligopeptides / Q000138:chemical synthesis* / Q000737:chemistry; D013388:Succinimides / Q000737:chemistry
chemical_list: D000596:Amino Acids; D001704:Biopolymers; D004952:Esters; D006880:Hydroxy Acids; D009842:Oligopeptides; D013388:Succinimides; D015761:4-Aminopyridine; C001426:N-hydroxysuccinimide; C003885:4-dimethylaminopyridine