Nitroxyl Radical/Copper-Catalyzed Electrooxidation of Alcohols and Amines at Low Potentials

Kyoko Sugiyama, Yusuke Sasano, Sachiko Komatsu, Kentaro Yoshida, Tetsuya Ono, Tsutomu Fujimura, Yoshiharu Iwabuchi, Yoshitomo Kashiwagi, Katsuhiko Sato

Research output: Contribution to journalArticlepeer-review

Abstract

Nitroxyl radicals, such as 2,2,6,6-tetramethylpiperidine N-oxyl (TEMPO), can catalyze the electrochemical oxidation of alcohols and amines. Because the oxidation current obtained in this process depends on the concentration of alcohols and amines, this process can be applied to their sensing. However, the relatively high oxidation potentials required by nitroxyl radicals can induce interfering oxidation currents from various reductive substances in biological samples, which affects the accuracy of analyte measurements. In this study, we examined the electrooxidation of alcohols and amines at a low potential by applying cooperative oxidation catalysis using a nitroxyl radical and a copper salt. Nortropine N-oxyl (NNO), which showed higher catalytic activity than TEMPO was used as the nitroxyl radical. An increase in the oxidation current was observed at the low potential, and this increase depended on the alcohol concentration. In the case of the electrooxidation of amines, a positive correlation between oxidation current and amine concentration was observed at low amine concentrations. Therefore, low-potential cooperative catalysis can be applied to alcohol and amine electrooxidation for the development of accurate sensors suitable for clinical settings.

Original languageEnglish
Pages (from-to)1005-1009
Number of pages5
JournalChemical and Pharmaceutical Bulletin
Volume69
Issue number10
DOIs
Publication statusPublished - 2021 Oct 1

Keywords

  • Copper
  • Electrochemical sensor
  • Electrooxidation
  • Nitroxyl radical
  • Nortropine N-oxyl

ASJC Scopus subject areas

  • Chemistry(all)
  • Drug Discovery

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