Argifin; efficient solid phase total synthesis and evaluation of analogues of acyclic peptide.
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.
Sunazuka
Toshiaki
T
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
Sugawara
Akihiro
A
Iguchi
Kanami
K
Hirose
Tomoyasu
T
Nagai
Kenichiro
K
Noguchi
Yoshihiko
Y
Saito
Yoshifumi
Y
Yamamoto
Tsuyoshi
T
Ui
Hideaki
H
Gouda
Hiroaki
H
Shiomi
Kazuro
K
Watanabe
Takeshi
T
Omura
Satoshi
S
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
D010455:Peptides; D010456:Peptides, Cyclic; C413566:argifin; D002688:Chitinases