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Synthesis and Characterization of Oriented Glyco‐Capturing Macroligand
Author(s) -
Chalagalla Srinivas,
Wang Yanyang,
Ray Dale,
Zeng Xiangqun,
Sun XueLong
Publication year - 2010
Publication title -
chembiochem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.05
H-Index - 126
eISSN - 1439-7633
pISSN - 1439-4227
DOI - 10.1002/cbic.201000318
Subject(s) - cyanate , chemistry , quartz crystal microbalance , amine gas treating , covalent bond , glycoproteomics , polymer chemistry , combinatorial chemistry , organic chemistry , adsorption , glycan , biochemistry , glycoprotein
An oriented glyco‐capturing macroligand was synthesized by site‐specific immobilization of an O ‐cyanate chain‐end‐functionalized boronic acid containing polymer (boropolymer) onto an amine surface. The O ‐cyanate chain‐end‐functionalized boropolymer was synthesized by arylamine‐initiated cyanoxyl‐mediated free‐radical polymerization in a one‐pot fashion. The chain‐end O ‐cyanate was confirmed by 13 C NMR spectroscopy. The specific carbohydrate‐binding capacity of the boropolymer was evaluated by an alizarin red S assay. Oriented and covalent immobilization of the O ‐cyanate chain‐end‐functionalized boropolymer onto the amine‐modified solid surfaces and its specific glyco‐capturing capacity were confirmed by the quartz crystal microbalance (QCM) and atomic force microscopy (AFM) techniques. The oriented multivalent glyco‐capturing ligand can be used for efficient carbohydrate and glycoconjugate purification and identification, and thus is expected to constitute a core strategy of glycomics and glycoproteomics and carbohydrate‐sensing applications.