Triphenylamine-based fluorescent conjugated glycopolymers: Synthesis, characterization and interactions with lectins |
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| Authors: | Qi Chen Yuguo Du |
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| Affiliation: | a National Center for Nanoscience and Technology, No. 11, Beiyitiao Zhongguancun, Beijing 100190, China
b State Key Laboratory of Environmental Chemistry and Ecotoxicology, Research Center for Eco-Environmental Sciences, Chinese Academy of Sciences, Beijing 100085, China |
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| Abstract: | Two well-defined triphenylamine-based fluorescent conjugated glycopolymers were easily synthesized through Suzuki coupling polymerization of peracetylated galactopyranosyl-carrying monomer and consequent efficient deacetylation under Zemplén condition. Their structures were characterized using 1H NMR, IR, and UV-vis spectroscopies. The preliminary insight into carbohydrate-lectin interactions was revealed by the titration of peanut agglutinin (PNA) to one of the final polymers, d-galactose-bearing poly(fluorene-alt-triphenylamine) copolymer (P-2), resulting in a significant fluorescence quenching of the polymer with a Stern-Volmer quenching constant of 1.56 × 105 M−1. Whereas no distinct change in the fluorescent properties of P-2 was observed when concanavalin A (Con A) was employed. |
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| Keywords: | Carbohydrate-lectin interactions Conjugated polymers Fluorescence quenching |
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