Obstacles and solutions for chemical synthesis of syndecan-3 (53-62) glycopeptides with two heparan sulfate chains.
Obstacles and solutions for chemical synthesis of syndecan-3 (53-62) glycopeptides with two heparan sulfate chains.
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DOI：
10.1016/j.carres.2016.10.005
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发表时间：
2016-11-29
影响因子：
3.1
通讯作者：
Huang, Xuefei
中科院分区：
文献类型：
--
作者：
Yang, Weizhun;Yoshida, Keisuke;Yang, Bo;Huang, Xuefei
蛋白聚糖在许多生物事件中起着重要作用。由于其结构的复杂性，迫切需要合成具有明确聚糖链的这类糖肽的策略。在这项工作中，我们给出了合成syndecan-3糖肽（53-62）含有两个不同的硫酸肝素链的完整的说明。对于聚糖的组装，开发了一种3+2+3聚合方法，产生了两种不同的八糖氨基酸盒，用于合成syndecan-3糖肽。糖肽在糖基化后操作、肽延伸和去保护方面存在许多障碍。通过筛选多个合成序列，首先构建含糖肽的部分去保护单糖链，然后偶联含糖片段，裂解酰基保护基团，最终确定了成功的策略。
Proteoglycans play critical roles in many biological events. Due to their structural complexities, strategies towards synthesis of this class of glycopeptides bearing well-defined glycan chains are urgently needed. In this work, we give the full account of the synthesis of syndecan-3 glycopeptide (53–62) containing two different heparan sulfate chains. For assembly of glycans, a convergent 3+2+3 approach was developed producing two different octasaccharide amino acid cassettes, which were utilized towards syndecan-3 glycopeptides. The glycopeptides presented many obstacles for post-glycosylation manipulation, peptide elongation, and deprotection. Following screening of multiple synthetic sequences, a successful strategy was finally established by constructing partially deprotected single glycan chain containing glycopeptides first, followed by coupling of the glycan-bearing fragments and cleavage of the acyl protecting groups.
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影响因子：
2.8
作者：
de Paz, JL;Martin-Lomas, M
通讯作者：
Martin-Lomas, M
DOI：
10.1016/b978-0-12-396527-1.00003-6
发表时间：
2012
影响因子：
--
作者：
Dulaney, Steven B.;Huang, Xuefei
通讯作者：
Huang, Xuefei
影响因子：
2.1
作者：
Al-Horani RA;Desai UR
通讯作者：
Desai UR
影响因子：
15
作者：
Arungundram, Sailaja;Al-Mafraji, Kanar;Asong, Jinkeng;Leach, Franklin E., III;Amster, I. Jonathan;Venot, Andre;Turnbull, Jeremy E.;Boons, Geert-Jan
通讯作者：
Boons, Geert-Jan
DOI：
10.1083/jcb.201009136
发表时间：
2011-01-10
期刊：
The Journal of cell biology
影响因子：
--
作者：
Bespalov MM;Sidorova YA;Tumova S;Ahonen-Bishopp A;Magalhães AC;Kulesskiy E;Paveliev M;Rivera C;Rauvala H;Saarma M
通讯作者：
Saarma M