Accumulation of Functional Block Telomers on Metal Surfaces

Abstract

A disulfide-group-carrying novel iniferter (a compound which pursues initiation, chain transfer, and termination) (Cys-BDC) was prepared by coupling N,N-diethyldithiocarbamoylmethylbenzoic acid succinimidyl ester with cystamine dihydrochloride. Block copolymerization of methacrylic acid (MA) and 2-methacryloyloxyethyl d-glucopyranoside (MEGlc) was performed by successive UV-irradiation in the presence of the iniferter and N,N,N‘,N‘-tetraethylthiuram disulfide. The block telomer formed a self-assembled monolayer (SAM) on a gold electrode and vacuum-evaporated gold thin film, as confirmed by cyclic voltammetry and infrared reflection−absorption spectroscopy (IRRAS), respectively. The pH-responsiveness of the MA telomer block on the gold surface and silver colloid was confirmed by contact angle and ζ-potential measurements, respectively. Recognition of glucose residues in the MEGlc block by a lectin (Concanavalin A) was followed on the gold surface and silver colloid by IRRAS and turbidity measurements, respectively. Our results strongly support the usefulness of the iniferter for the preparation of various block-telomer-carrying SAMs with biorelated functions.