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

• Sugiyama Kyoko

  Faculty of Pharmaceutical Science, Tohoku Medical and Pharmaceutical University

• Sasano Yusuke

  Graduate School of Pharmaceutical Sciences, Tohoku University

• Komatsu Sachiko

  Faculty of Pharmaceutical Science, Tohoku Medical and Pharmaceutical University

• Yoshida Kentaro

  School of Pharmaceutical Sciences, Ohu University

• Ono Tetsuya

  School of Pharmaceutical Sciences, Ohu University

• Fujimura Tsutomu

  Faculty of Pharmaceutical Science, Tohoku Medical and Pharmaceutical University

• Iwabuchi Yoshiharu

  Graduate School of Pharmaceutical Sciences, Tohoku University

• Kashiwagi Yoshitomo

  School of Pharmaceutical Sciences, Ohu University

• Sato Katsuhiko

  Faculty of Pharmaceutical Science, Tohoku Medical and Pharmaceutical University Department of Creative Engineering, National Institute of Technology, Tsuruoka College

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.

Journal

• Chemical and Pharmaceutical Bulletin

  Chemical and Pharmaceutical Bulletin 69 (10), 1005-1009, 2021-10-01

  The Pharmaceutical Society of Japan

Keywords

• electrooxidation
• nitroxyl radical
• copper
• electrochemical sensor
• nortropine <i>N</i>-oxyl

Details

• CRID: 1390008089762763904
• NII Article ID: 130008095525
• NII Book ID: AA00602100
• DOI: 10.1248/cpb.c21-00409
• ISSN: 13475223
• ISSN: 00092363
• NDL BIB ID: 031714046
• PubMed: 34602569
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I031714046
• Web Site: https://www.jstage.jst.go.jp/article/cpb/69/10/69_c21-00409/_pdf
• Web Site: https://search.jamas.or.jp/link/ui/2022251283
• Text Lang: en
• Data Source:
  • JaLC
  • NDL
  • Crossref
  • PubMed
  • CiNii Articles
  • KAKEN
• Abstract License Flag: Disallowed