Comparison of photo- and Cu(i)-catalyzed “click” chemistries for the formation of carbohydrate SPR interfaces

Literature Information

Publication Date 2012-11-13
DOI 10.1039/C2AN36272D
Impact Factor 4.616
Authors

Alexandre Barras, Aloysius Siriwardena, Mohamed Bouazaoui, Rabah Boukherroub, Sabine Szunerits


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Abstract

Understanding interactions of glycans with proteins in key biological events has seen the development of various analytical methods such as microarray techniques. Label-free approaches, such as surface plasmon resonance (SPR) techniques are particularly attractive and we explore here the potential of a novel interface composed of lamellar Ti/Au/silicon dioxide derivatized with sugars to probe lectin–sugar interactions by SPR. Two parallel surface functionalization strategies have been developed: one in which azide-functionalized surfaces are linked via a Cu(I) “click” method to alkynyl-derivatized glycan partners and another wherein perfluorophenyl azide-functionalized surfaces are reacted through a C–H insertion photocoupling reaction with underivatized glycans. The effectiveness of the two interfaces is assessed for their lectin-recognition abilities in an SPR format.

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