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Electrochemical evidences of chiral molecule recognition using L/D-cysteine modified gold electrodes

journal contribution
posted on 2017-05-01, 00:00 authored by Fangli Yang, Na Kong, Xavier ConlanXavier Conlan, H Wang, Colin BarrowColin Barrow, F Yan, J Guo, Wenrong YangWenrong Yang
Ultrasensitive determination of the chiral nature of a molecule is important for fully understanding protein and DNA structures, and for the design, synthesis and purification of drug molecules. Consequently, development of ultrasensitive detection of chiral molecules is a grand challenge and at the heart of many of today's research fields, including chemistry, biology, biotechnology and pharmacology. Here a novel method afforded by electrochemically tracing the Cu 2+ ions that are replaced by L/D -carnitine on an L/D -cysteine modified gold electrode is described. The electrochemical signal of copper ionswas monitored, these were immobilized on the L/D -cysteine functionalized gold electrode surface via cooperative metal-ligand interaction, followed by replacing the Cu 2+ with L -carnitine or D -carnitine chiral molecules based on the hetero- or homo- chiral interaction between carnitine and cysteine molecules. The results illustrated that the Cu 2+ replacement ratio between L/D -carnitine and D/L -cysteine were higher than that between L/D -carnitine and L/D -cysteine, which is consistent with previous studies that hetero-chiral interaction is stronger than homo-chiral interaction. This study demonstrates a facile, but innovative electrochemical method to probe the chiral recognition of carnitine molecules.

History

Journal

Electrochimica acta

Volume

237

Pagination

22 - 28

Publisher

Elsevier

Location

Amsterdam, The Netherlands

ISSN

0013-4686

Language

eng

Publication classification

C Journal article; C1 Refereed article in a scholarly journal

Copyright notice

2017 Elsevier