Unusual intramolecular N→O acyl group migration occurring during conjugation of (-)-DHMEQ with cysteine

Ikuko Kozawa, Kuniki Kato, Toshiaki Teruya, Kiyotake Suenaga, Kazuo Umezawa

Research output: Contribution to journalArticle

8 Citations (Scopus)


Previously we found that (-)-DHMEQ, a specific NF-κB inhibitor, covalently bound to a specific cysteine of NF-κB component proteins. In the course of formation of the (-)-DHMEQ and protected cysteine conjugate, we observed an unusual intramolecular N→O acyl group migration.

Original languageEnglish
Pages (from-to)5380-5382
Number of pages3
JournalBioorganic and Medicinal Chemistry Letters
Issue number18
Publication statusPublished - 2009 Sep 15



  • (-)-DHMEQ
  • Bioconjugate
  • Cysteine
  • NF-κB
  • Rearrangement

ASJC Scopus subject areas

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

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