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Synthesis of a novel type of terminal alkyne-functionalized magnetic beads and its application in enriching glycopeptides

LU Fei-jie, XU Zhi-jue, ZOU Xia, GUO Xun-xiang, ZHANG Yan   

  1. Shanghai Center for Systems Biomedicine, Key Laboratory of Systems Biomedicine, Ministry of Education, Shanghai Jiao Tong University, Shanghai 200240, China
  • Online:2016-10-28 Published:2016-11-29
  • Supported by:

    National Basic Research Program of China, “973”Program， 2012CB822103

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Abstract:

Objective·To effectively and specifically enrich glycopeptides or glycoproteins by synthesizing a novel type of terminal alkyne-functionalized magnetic beads with a hydrophilic structure.Methods·An alkynyl carbons chain with multiple hydrophilic groups was linked to the surface of magnetic beads using chemical synthesis and the enrichment effect of synthesized magnetic beads were verified by GalNAz labeled fluorescent peptide.Results·The results of fluorescence value detection and mass spectrometry showed that synthesized magnetic beads could specifically enrich glycopeptides and were able to enrich glycopeptides from the mixture of bovine serum albumin peptides and azido glycopeptides in a mass ratio of 1 000∶1 with the same efficiency.Conclusion·Magnetic beads with a hydrophilic structure that can efficiently and specifically enrich glycopeptides were successfully synthesized and can provide a novel method for enriching various glycopeptides or glycoproteins and identifying the sites of glycosylation in complex samples.

Key words: glycopeptides, enrichment, alkynyl magnetic beads, hydrophily, click chemistry reaction