Univ. Orléans et CNRS, ICOA, UMR 7311, F-45067 Orléans, France.
UMR 7365 CNRS-Université de Lorraine, Biopôle-Faculté de Médecine, CS 50184, 54505 Vandoeuvre-lès-Nancy Cedex, France.
Org Biomol Chem. 2020 Jul 1;18(25):4831-4842. doi: 10.1039/d0ob00783h.
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.
蛋白聚糖（PGs）是由通过四糖连接子共价连接到核心蛋白上的糖胺聚糖（GAG）链组成的复杂大分子。PGs 的生物合成很复杂，涉及到许多糖基转移酶。我们首次报道了使用区域选择性糖基化合成各种 GlcA-1,3-β-d-Gal 二糖的磺酸酯形式以及 GlcNAc-1,4-α-d-GlcA-1,3-β-d-Gal 和 GalNAc-1,4-β-d-GlcA-1,3-β-d-Gal 三糖。还报告了这些二糖磺酸化对参与硫酸软骨素链起始的重组软骨素 4-N-乙酰半乳糖胺基转移酶-1（CSGalNAcT-1）的影响的初步结果。
