Specific inhibitor of puromycin-sensitive aminopeptidase with a homophthalimide skeleton

Identification of the target molecule and a structure-activity relationship study

Masato Komoda, Hiroki Kakuta, Hiroyasu Takahashi, Yasuyuki Fujimoto, Shizuo Kadoya, Fuminori Kato, Yuichi Hashimoto

Research output: Contribution to journalArticle

59 Citations (Scopus)

Abstract

2-(2,6-Diethylphenyl)-1,2,3,4-tetrahydroisoquinoline-1,3-dione (2: PIQ-22) was found to be a potent and specific inhibitor of puromycin-sensitive aminopeptidase (PSA). Lineweaver-Burk plot analysis showed that PSA is inhibited by PIQ-22 in a non-competitive manner. Structure-activity relationship studies indicated that tautomerism of the imidobenzoylketone group in the cyclic imide moiety of the PIQ-22 skeleton is important for the inhibitory activity.

Original languageEnglish
Pages (from-to)121-131
Number of pages11
JournalBioorganic and Medicinal Chemistry
Volume9
Issue number1
DOIs
Publication statusPublished - 2001
Externally publishedYes

Fingerprint

Structure-Activity Relationship
Skeleton
Molecules
Imides
enkephalin degrading enzyme
N-(2,6-diethylphenyl)homophthalimide

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Biology
  • Organic Chemistry
  • Drug Discovery
  • Pharmaceutical Science

Cite this

Specific inhibitor of puromycin-sensitive aminopeptidase with a homophthalimide skeleton : Identification of the target molecule and a structure-activity relationship study. / Komoda, Masato; Kakuta, Hiroki; Takahashi, Hiroyasu; Fujimoto, Yasuyuki; Kadoya, Shizuo; Kato, Fuminori; Hashimoto, Yuichi.

In: Bioorganic and Medicinal Chemistry, Vol. 9, No. 1, 2001, p. 121-131.

Research output: Contribution to journalArticle

Komoda, Masato ; Kakuta, Hiroki ; Takahashi, Hiroyasu ; Fujimoto, Yasuyuki ; Kadoya, Shizuo ; Kato, Fuminori ; Hashimoto, Yuichi. / Specific inhibitor of puromycin-sensitive aminopeptidase with a homophthalimide skeleton : Identification of the target molecule and a structure-activity relationship study. In: Bioorganic and Medicinal Chemistry. 2001 ; Vol. 9, No. 1. pp. 121-131.
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