Poly(amido amine)-Based
Mannose-Glycodendrimers As
Multielectron Redox Probes for Improving Lectin Sensing
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Abstract
An easy-to-prepare series of electroactive poly(amido
amine) (PAMAM)-based
dendrimers of generations G0 to G2 having mannopyranosylferrocenyl
moieties in the periphery to detect carbohydrate–protein interactions
is reported. The synthesis involved the functionalization of the PAMAM
surface with azidomethylferrocenyl groups and subsequent coupling
of mannoside units by the Cu(I)-catalyzed Huisgen reaction. The binding
affinity of the series of electroactive glycodendrimers was studied
by isothermal titration calorimetry (ITC) and differential pulse voltammetry
(DPV). Upon complexation of the glycodendrimers conjugates with prototypical
concanavalin A (Con A), voltammograms showed a decrease of the peak
current. Such dendrimers showed a notable improvement of redox sensing
abilities toward Con A when compared with mono- and divalent analogues,
based on both the glycoside multivalent and ferrocene dendritic effects