title: Argifin; efficient solid phase total synthesis and evaluation of analogues of acyclic peptide.
abstract: An effective solid phase synthesis of Argifin, providing subsequent access to effective synthesis of analogues, was developed in 13% overall yield, as well as elucidating structure-activity relationships. The novel acyclic peptide 18b, prepared from a synthetic intermediate of Argifin, was found to be 70 times more potent as an inhibitor of Serratia marcescens chitinases B than Argifin itself.
authors.affiliation: Kitasato Institute for Life Sciences, Graduate School of Infection Control Sciences, Kitasato University, 5-9-1 Shirokane, Minato-ku, Tokyo 108-8641, Japan. sunazuka@lisci.kitasato-u.ac.jp
authors.forename: Toshiaki
authors.initials: T
authors.lastname: Sunazuka
authors.forename: Akihiro
authors.initials: A
authors.lastname: Sugawara
authors.forename: Kanami
authors.initials: K
authors.lastname: Iguchi
authors.forename: Tomoyasu
authors.initials: T
authors.lastname: Hirose
authors.forename: Kenichiro
authors.initials: K
authors.lastname: Nagai
authors.forename: Yoshihiko
authors.initials: Y
authors.lastname: Noguchi
authors.forename: Yoshifumi
authors.initials: Y
authors.lastname: Saito
authors.forename: Tsuyoshi
authors.initials: T
authors.lastname: Yamamoto
authors.forename: Hideaki
authors.initials: H
authors.lastname: Ui
authors.forename: Hiroaki
authors.initials: H
authors.lastname: Gouda
authors.forename: Kazuro
authors.initials: K
authors.lastname: Shiomi
authors.forename: Takeshi
authors.initials: T
authors.lastname: Watanabe
authors.forename: Satoshi
authors.initials: S
authors.lastname: Omura
mesh_terms: D000595:Amino Acid Sequence; D002688:Chitinases / Q000037:antagonists & inhibitors* / Q000378:metabolism; D010455:Peptides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D010456:Peptides, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D012706:Serratia marcescens / Q000201:enzymology; D013329:Structure-Activity Relationship
chemical_list: D010455:Peptides; D010456:Peptides, Cyclic; C413566:argifin; D002688:Chitinases