YU Tian,JIN Dongri*.Synthesis and acceptor performance of a new N-linked oligosaccharide acceptor: deuterium MPDPZ-Boc-Asn-GlcNAc[J].Journal of Yanbian University,2015,41(01):30-33.
新型N-糖链受体氘代MPDPZ-Boc-Asn-GlcNAc的合成及其受体性能
- Title:
- Synthesis and acceptor performance of a new N-linked oligosaccharide acceptor: deuterium MPDPZ-Boc-Asn-GlcNAc
- 关键词:
- Endo-M N175Q; 受体; 糖肽; LC-MS
- Keywords:
- Endo-M N175Q; accepter; glycopeptide; LC-MS
- 分类号:
- O626
- 文献标志码:
- A
- 摘要:
- 为利用糖链转移酶反应定量分析糖蛋白N-糖链,首先用d8-1-甲基-4-[2,4-二硝基-5-(1-哌嗪基)苯基]哌嗪(d8-PDPZ)与Nω-(2-乙酰氨基-2-脱氧-β-D-吡喃葡萄糖基)-Nα-(叔丁氧羰基)-L-天冬酰胺(Boc-Asn-GlcNAc)缩合反应生成d8-PDPZ-Boc-Asn-GlcNAc,然后d8-PDPZ-Boc-Asn-GlcNAc再与碘甲烷反应合成了新的带正电荷的糖链受体d8-MPDPZ-Boc-Asn-GlcNAc.以Endo-M N175Q为糖链转移酶、SG -Asn为糖基供体,利用UPLC-QTOF-MS对d8-MPDPZ-Boc-Asn-GlcNAc的糖链受体性能进行了初步研究.结果表明,在Endo-M N175Q的催化下,d8-MPDPZ-Boc-Asn-GlcNAc与SG-Asn发生酶促反应,生成糖链转移产物d8-MPDPZ-Boc-Asn-SG.如果优化定量反应的条件,d8-MPDPZ-Boc-Asn-GlcNAc可应用于糖链分析.
- Abstract:
- To quantitative analysis of N-linked oligosaccharides in glycoproteins using transglycosylation reaction, then a permanently positively charged kind and new accepter d8-MPDPZ-Boc-Asn-GlcNAc was synthesized based on a methylation reaction of methyliodide and d8-PDPZ-Boc-Asn-GlcNAc, which was prepared through a condensation reaction of 1-(2,4-Dinitro-5-(piperazin-1-yl)phenyl)-4-methylpiperazine(d8-PDPZ)and Nω-(2-acetanido-2-deoxy-β-D-glucopyranosyl)-Nα-(tert-butoxycarbonyl)-L-asparagine(Boc-Asn-GlcNAc). The performance of d8-MPDPZ-Boc-Asn-GlcNAc was investigated by UPLC-ESI-TOF-MS with Endo-M N175Q as enzyme, SG -Asn as donor. The results indicated that the acceptor enzymatically reacted with SG-Asn in the presence of Endo-M N175Q, tansglycosylation product d8-MPDPZ-Boc-Asn-GlcNAc-SG is obtained. Thus, d8-MPDPZ-Boc-Asn-GlcNAc will be used to analyze the oligosaccharides if the quantitative transglycosylation reaction condition is optimized.
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备注/Memo
收稿日期: 2015-01-26 基金项目: 国家自然科学基金资助项目(21365022)*通信作者: 金东日(1965—),男,教授,研究方向为药物分析.