Issue 22, 2008

Ferrocene–mannose conjugates as electrochemical molecular sensors for concanavalin A lectin

Abstract

The binding affinity of a series of electroactive glycoconjugates, based on a ferrocene core bearing α-mannose units on one or both of its cyclopentadienyl rings, to lectin Con A was studied by isothermal titration calorimetry (ITC) and voltammetry. Voltammetric measurements were performed by differential pulse adsorptive stripping voltammetry (DPAdSV). Upon complexation of ferrocenemannose conjugates with Con A, voltammograms showed a decrease of the peak current. Both the monomannosylated ferrocene and the bis(mannosylated) ferrocene derivatives form more stable complexes with Con A than methyl α-D-mannopyranoside. Bis(mannosylated) ferrocene conjugates were found to bind to Con A with enhanced affinity due to the multivalent effect. A comparison of the thermodynamic data obtained by ITC and voltammetry is presented.

Graphical abstract: Ferrocene–mannose conjugates as electrochemical molecular sensors for concanavalin A lectin

Article information

Article type
Paper
Submitted
05 Jun 2008
Accepted
19 Aug 2008
First published
29 Sep 2008

Org. Biomol. Chem., 2008,6, 4230-4235

Ferrocenemannose conjugates as electrochemical molecular sensors for concanavalin A lectin

J. M. Casas-Solvas, E. Ortiz-Salmerón, L. García-Fuentes and A. Vargas-Berenguel, Org. Biomol. Chem., 2008, 6, 4230 DOI: 10.1039/B809542F

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