Coordination of divalent metal cation to amide group to form adduct ion in FAB mass spectrometry: Implication of Zn2+ in enzymatic hydrolysis of amide bond

Hisayoshi Kobayashi, Naoko Morisaki, Hiroyuki Miyachi, Yuichi Hashimoto

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

The structures of complexes between amides and metal ions were examined by FAB mass spectrometry and collision-induced dissociation (CID). Zn2+ was coordinated by the amide carbonyl oxygen atom of N-tetradecylacetamide (1). In contrast, Ca2+ and Mg2+ were coordinated by the amide group of 1 in both the keto and enol forms. The catalytic role of Zn 2+ at the active site of the hydrolases might partly be explained by the effective attack of Zn2+ on carbonyl oxygen atom of the scissile amide group.

Original languageEnglish
Pages (from-to)672-676
Number of pages5
JournalChemical and Pharmaceutical Bulletin
Volume56
Issue number5
DOIs
Publication statusPublished - May 19 2008

Keywords

  • Adduct ion
  • Amide group
  • FAB mass spectrometry
  • Hydrolase
  • Zinc ion (Zn)

ASJC Scopus subject areas

  • Chemistry(all)
  • Drug Discovery

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