Publication details

Combining ferrocene, thiophene and a boronic acid: a hybrid ligand for reagentless electrochemical sensing of cis-diols

Authors

LACINA Karel KONHEFR Martin NOVOTNÝ Jan POTĚŠIL David ZDRÁHAL Zbyněk SKLÁDAL Petr

Year of publication 2014
Type Article in Periodical
Magazine / Source Tetrahedron Letters
MU Faculty or unit

Central European Institute of Technology

Citation
Web http://www.sciencedirect.com/science/article/pii/S0040403914006352
Doi http://dx.doi.org/10.1016/j.tetlet.2014.04.036
Field Organic chemistry
Keywords SELF-ASSEMBLED MONOLAYER; PHENYLBORONIC ACID; ELECTRODE SURFACE; GOLD ELECTRODE; SACCHARIDES; RECOGNITION; SENSORS; BINDING; SUGARS; DEHYDROGENASE
Attached files
Description A redox-active affinity ligand suitable for reagentless sensing of cis-diols was synthesised and characterised. 4-[(Ferrocenylamino)methyl]thiophene-3-boronic acid (FcTBA) was allowed to interact with the model cis-diol, sorbitol. A discrete, cathodic shift of the redox potential was observed upon interaction of FcTBA with sorbitol thus providing simultaneous differentiation between the free and bound forms of this sensor molecule. Similar behaviour was observed also for FcTBA co-immobilised with thiophene in a mixed self-assembled monolayer on a gold electrode. (C) 2014 The Authors. Published by Elsevier Ltd. This is an open access article under the CC BY-NC-ND license
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