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“Thiol-ene” grafting of silica particles with three-dimensional branched copolymer for HILIC/cation-exchange chromatographic separation and N-glycopeptide enrichment

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Abstract

Three-dimensional branched copolymer, with N,N′-methylene bisacrylamide as the crosslinker and 3-allyloxy-2-hydroxy-1-propane sulfonic acid sodium salt as the monomer, was grafted from silica particles by thiol-ene click reaction. The obtained hydrophilic material with sulfonic acid groups was successfully applied for chromatography separation and glycopeptide enrichment. The separation mechanism was proven as the mixed mode of hydrophilic interaction and cation-exchange by investigating the effect of various chromatographic factors on the retention of polar analytes. By such mixed-mode chromatography, nucleosides, nucleobases, and acidic compounds were successfully separated. The column efficiency was up to 136,000 theoretical plates m−1 for cytidine, which was much higher than those of previous reports. Furthermore, benefitting from the large amount of hydrophilic groups provided by the branched copolymer, the material was used for the selective enrichment of glycopeptides. Results demonstrated the great potential of such material for chromatography separation and glycoproteome analysis.

The branched copolymer modified HILIC/cation-exchange particles Sil@Poly(AHPS-co-MBAAm) were prepared via thiol-ene click copolymerization reaction. Such Sil@Poly(AHPS-co-MBAAm) particles showed great performance in the separation of polar compounds and the enrichment of glycopeptides.

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Funding

The authors gratefully acknowledge the financial support from the National Natural Science Foundation of China (21235005, 91543201, 21575139), the National Basic Research Program of China (2012CB910601), and the Creative Research Group Project by NSFC (21321064).

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Authors and Affiliations

  1. Key Laboratory of Separation Science for Analytical Chemistry, National Chromatographic R. & A. Center, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, 457 Zhongshan Road, Dalian, Liaoning, 116023, China

    Wenya Shao, Jianxi Liu, Yu Liang, Kaiguang Yang, Yi Min, Xiaodan Zhang, Zhen Liang, Lihua Zhang & Yukui Zhang

  2. University of Chinese Academy of Sciences, Beijing, 100049, China

    Wenya Shao & Jianxi Liu

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  1. Wenya Shao
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  2. Jianxi Liu
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  3. Yu Liang
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  4. Kaiguang Yang
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  5. Yi Min
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  6. Xiaodan Zhang
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  7. Zhen Liang
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  8. Lihua Zhang
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  9. Yukui Zhang
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Correspondence to Lihua Zhang.

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Published in the topical collection celebrating ABCs 16th Anniversary.

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Shao, W., Liu, J., Liang, Y. et al. “Thiol-ene” grafting of silica particles with three-dimensional branched copolymer for HILIC/cation-exchange chromatographic separation and N-glycopeptide enrichment. Anal Bioanal Chem 410, 1019–1027 (2018). https://doi.org/10.1007/s00216-017-0626-x

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  • DOI: https://doi.org/10.1007/s00216-017-0626-x

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