S-Click Reaction for Isotropic Orientation of Oxidases on Electrodes to Promote Electron Transfer at Low Potentials

Lin Xia, Ming Jie Han, Lu Zhou, Aiping Huang, Zhaoya Yang, Tianyuan Wang, Fahui Li, Lu Yu, Changlin Tian, Zhongsheng Zang, Qing Zheng Yang, Chenli Liu, Wenxu Hong, Yi Lu, Lital Alfonta, Jiangyun Wang

Research output: Contribution to journalArticlepeer-review

Abstract

Electrochemical sensors are essential for point-of-care testing (POCT) and wearable sensing devices. Establishing an efficient electron transfer route between redox enzymes and electrodes is key for converting enzyme-catalyzed reactions into electrochemical signals, and for the development of robust, sensitive, and selective biosensors. We demonstrate that the site-specific incorporation of a novel synthetic amino acid (2-amino-3-(4-mercaptophenyl)propanoic acid) into redox enzymes, followed by an S-click reaction to wire the enzyme to the electrode, facilitates electron transfer. The fabricated biosensor demonstrated real-time and selective monitoring of tryptophan (Trp) in blood and sweat samples, with a linear range of 0.02–0.8 mm. Further developments along this route may result in dramatic expansion of portable electrochemical sensors for diverse health-determination molecules.

Original languageEnglish (US)
Pages (from-to)16480-16484
Number of pages5
JournalAngewandte Chemie - International Edition
Volume58
Issue number46
DOIs
StatePublished - Nov 11 2019

Keywords

  • amino acids
  • biosensors
  • electrochemistry
  • electron transfer
  • genetic code expansion

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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