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Synthesis of oligosaccharides of the linkage region of proteoglycans using regioselective glycosylation.
Organic & Biomolecular Chemistry ( IF 3.2 ) Pub Date : 2020-06-16 , DOI: 10.1039/d0ob00783h
Hélène Ledru 1 , Benjamin Ayela 1 , Sylvie Fournel-Gigleux 2 , Sandrine Gulberti 2 , Chrystel Lopin-Bon 1
Affiliation  

Proteoglycans (PGs) are complex macromolecules that are composed of glycosaminoglycan (GAG) chains covalently attached to a core protein through a tetrasaccharide linker. Biosynthesis of PGs is complex and involves a large number of glycosyltranferases. We report herein for the first time the synthesis of a collection of various sulfoforms of the disaccharide GlcA-1,3-β-D-Gal and trisaccharides GlcNAc-1,4-α-D-GlcA-1,3-β-D-Gal and GalNAc-1,4-β-D-GlcA-1,3-β-D-Gal using a regioselective glycosylation. Preliminary results on the impact of sulfation of these disaccharides upon recombinant chondroitin sulfate N-acetylgalactosaminyltransferase-1 (CSGalNAcT-1) involved in chondroitin sulfate chain initiation is also reported.

中文翻译:

使用区域选择性糖基化合成蛋白聚糖连接区域的寡糖。

蛋白聚糖(PGs)是复杂的大分子,由通过四糖接头共价附于核心蛋白的糖胺聚糖(GAG)链组成。PG的生物合成是复杂的,并且涉及大量的糖基转移酶。我们在此首次报告了二糖GlcA-1,3-β- D - Gal和三糖GlcNAc-1,4-α- D -GlcA-1,3-β- D的各种磺化物的集合的合成-Gal和GalNAc-1,4-β- D -GlcA-1,3-β- D - Gal使用区域选择性糖基化。这些二糖硫酸化对重组硫酸软骨素N影响的初步结果还报道了涉及硫酸软骨素链起始的β-乙酰半乳糖胺基转移酶-1(CSGalNAcT-1)。
更新日期:2020-07-01
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