Citation: YANG Fan, MAO Jie, HE Xiwen, CHEN Langxing, ZHANG Yukui. Preparation of organic-inorganic hybrid boronate affinity monolith via thiol-ene click reaction for specific capture of glycoproteins[J]. Chinese Journal of Chromatography, ;2013, 31(6): 531-536. doi: 10.3724/SP.J.1123.2013.04023 shu

Preparation of organic-inorganic hybrid boronate affinity monolith via thiol-ene click reaction for specific capture of glycoproteins

YANG Fan ¹ ,
MAO Jie ¹ ,
HE Xiwen ¹ ,
CHEN Langxing ^1,, ,
ZHANG Yukui ^1,2

1.
1. College of Chemistry, Nankai University, Tianjin 300071, China;

Corresponding author: CHEN Langxing,
Received Date: 18 April 2013
Available Online: 10 May 2013
Fund Project: 国家重点基础研究发展规划(973计划)(2012CB910601) (973计划)(2012CB910601)国家自然科学基金项目(21275080) (21275080)高等学校博士学科点专项科研基金(20120031110007). (20120031110007)

A novel strategy for the preparation of the organic-inorganic hybrid boronate affinity monolith was developed via the "thiol-ene" click reaction. A thiol group-modified silica monolith was first synthesized via the sol-gel process by the in situ co-condensation with tetramethoxysilane (TMOS) and 3-mercaptopropyltrimethoxysilane (MPTMS) as precursors. Then 3-acrylamidophenylboronic acid (AAPBA) was covalently immobilized on the hybrid monolith via the "thiol-ene" click reaction to form AAPBA-silica hybrid affinity monolith. The reaction conditions for the preparation of AAPBA-silica hybrid affinity monolith were optimized, including the ratio of TMOS to MPTMS, the contents of poly(ethylene glycol) (PEG) and methanol. The morphology and mechanical stability of the boronate affinity monolith were characterized and evaluated by scanning electron microscopy and Fourier-transform infrared spectroscopy. The obtained boronate affinity hybrid monolith exhibited excellent specificity toward the nucleosides containing cis-diols under neutral conditions. It was further applied to the specific capture of the glycoproteins ovalbumin and horseradish peroxidase. The method is novel and reliable, which has a great potential for the preparation of different kinds of the boronate affinity monoliths.
- thiol-ene,
- click chemistry,
- boronate affinity monolith,
- organic-inorganic hybrid materials,
- glycoprotein
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