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

Org Biomol Chem. 2008 Nov 21;6(22):4230-5. doi: 10.1039/b809542f. Epub 2008 Sep 29.

Abstract

The binding affinity of a series of electroactive glycoconjugates, based on a ferrocene core bearing alpha-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 ferrocene-mannose 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 alpha-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.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Calorimetry
  • Concanavalin A / analysis
  • Concanavalin A / metabolism*
  • Electrochemistry
  • Ferrous Compounds / metabolism*
  • Mannose / metabolism*
  • Metallocenes

Substances

  • Ferrous Compounds
  • Metallocenes
  • Concanavalin A
  • Mannose
  • ferrocene