Demonstration of direct binding of cIAP1 degradation-promoting bestatin analogs to BIR3 domain

Synthesis and application of fluorescent bestatin ester analogs

Shinichi Sato, Hiroshi Aoyama, Hiroyuki Miyachi, Mikihiko Naito, Yuichi Hashimoto

Research output: Contribution to journalArticle

19 Citations (Scopus)

Abstract

Overexpression of cIAP1 correlates with resistance to radiotherapy and chemotherapy in various cancers. Recently, we reported that a class of bestatin ester analogs represented by MeBS (2) destabilized and promoted the degradation of cIAP1 through auto-ubiquitination, and thereby sensitized cancer cells to apoptosis. Herein, we present chemical evidence that bestatin ester analogs directly interact with the cIAP1-BIR3 domain by means of fluorescence polarization assay and photoaffinity labeling assay using fluorescent probes.

Original languageEnglish
Pages (from-to)3354-3358
Number of pages5
JournalBioorganic and Medicinal Chemistry Letters
Volume18
Issue number11
DOIs
Publication statusPublished - Jun 1 2008
Externally publishedYes

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Assays
Esters
Demonstrations
Degradation
Fluorescence Polarization
Chemotherapy
Ubiquitination
Radiotherapy
Fluorescent Dyes
Labeling
Neoplasms
Fluorescence
Cells
Polarization
Apoptosis
Drug Therapy
ubenimex

Keywords

  • Bestatin
  • BIR3 domain
  • cIAP1
  • Fluorescence polarization
  • Photoaffinity labeling

ASJC Scopus subject areas

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

Cite this

Demonstration of direct binding of cIAP1 degradation-promoting bestatin analogs to BIR3 domain : Synthesis and application of fluorescent bestatin ester analogs. / Sato, Shinichi; Aoyama, Hiroshi; Miyachi, Hiroyuki; Naito, Mikihiko; Hashimoto, Yuichi.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 18, No. 11, 01.06.2008, p. 3354-3358.

Research output: Contribution to journalArticle

Sato, Shinichi ; Aoyama, Hiroshi ; Miyachi, Hiroyuki ; Naito, Mikihiko ; Hashimoto, Yuichi. / Demonstration of direct binding of cIAP1 degradation-promoting bestatin analogs to BIR3 domain : Synthesis and application of fluorescent bestatin ester analogs. In: Bioorganic and Medicinal Chemistry Letters. 2008 ; Vol. 18, No. 11. pp. 3354-3358.
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