Kim Y S, Jo Y Y, Chang I M, Toida T, Park Y, Linhardt R J
Natural Products Research Institute, Seoul National University, Korea.
J Biol Chem. 1996 May 17;271(20):11750-5. doi: 10.1074/jbc.271.20.11750.
A new glycosaminoglycan has been isolated from the giant African snail Achatina fulica. This polysaccharide had a molecular weight of 29,000, calculated based on the viscometry, and a uniform repeating disaccharide structure of -->4)-2-acetyl,2-deoxy-alpha-D-glucopyranose (1-->4)-2-sulfo-alpha-L-idopyranosyluronic acid (1-->. This polysaccharide represents a new, previously undescribed glycosaminoglycan. It is related to the heparin and heparan sulfate families of glycosaminoglycans but is distinctly different from all known members of these classes of glycosaminoglycans. The structure of this polysaccharide, with adjacent N-acetylglucosamine and 2-sulfo-iduronic acid residues, also poses interesting questions about how it is made in light of our current understanding of the biosynthesis of heparin and heparan sulfate. This glycosaminoglycan represents 3-5% of the dry weight of this snail's soft body tissues, suggesting important biological roles for the survival of this organism, and may offer new means to control this pest. Snail glycosaminoglycan tightly binds divalent cations, such as copper(II), suggesting a primary role in metal uptake in the snail. Finally, this new polysaccharide might be applied, like the Escherichia coli K5 capsular polysaccharide, to the study of glycosaminoglycan biosynthesis and to the semisynthesis of new glycosaminoglycan analogs having important biological activities.
一种新的糖胺聚糖已从非洲大蜗牛(玛瑙螺)中分离出来。通过粘度测定法计算,这种多糖的分子量为29,000,具有统一的重复二糖结构:→4)-2-乙酰基,2-脱氧-α-D-吡喃葡萄糖(1→4)-2-磺基-α-L-吡喃艾杜糖醛酸(1→。这种多糖代表了一种新的、以前未描述过的糖胺聚糖。它与糖胺聚糖的肝素和硫酸乙酰肝素家族有关,但与这些类别的糖胺聚糖的所有已知成员明显不同。根据我们目前对肝素和硫酸乙酰肝素生物合成的理解,这种多糖的结构,即相邻的N-乙酰葡糖胺和2-磺基艾杜糖醛酸残基,也引发了关于其合成方式的有趣问题。这种糖胺聚糖占这种蜗牛软体组织干重的3 - 5%,表明其对该生物体的生存具有重要生物学作用,并且可能提供控制这种害虫的新方法。蜗牛糖胺聚糖能紧密结合二价阳离子,如铜(II),这表明它在蜗牛摄取金属方面起主要作用。最后,这种新的多糖可能像大肠杆菌K5荚膜多糖一样,应用于糖胺聚糖生物合成的研究以及具有重要生物活性的新糖胺聚糖类似物的半合成。