Structure of the Tay-Sachs' ganglioside. I
Structure of the Tay-Sachs' ganglioside. I
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DOI：
10.1021/bi00886a040
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发表时间：
1965-01-01
期刊：
影响因子：
2.9
通讯作者：
SALSMAN, KENNETH
中科院分区：
文献类型：
--
作者：
LEDEEN, ROBERT;SALSMAN, KENNETH
从Tay-Sachs脑中纯化的神经节苷脂在酸水溶液中水解得到三种糖脂：葡萄糖脑苷、神经酰胺-乳糖苷和asialgangli苷。后者具有n -乙酰半乳糖胺（1[正向箭头]4）半乳糖（1[正向箭头]4）葡萄糖（1[正向箭头]1）神经酰胺的结构。神经节苷脂与甲醇HC1短暂回流得到“血苷”作为产物之一，其结构为n -乙酰神经氨酸（2[正向箭头]3）半乳糖（1[正向箭头]4）葡萄糖（1[正向箭头]1）神经酰胺。在这两种情况下的联系是通过从序列中鉴定片段来确定的：碘酸盐-硼氢化物-酸水解。该结果首次确定了NANA在半乳糖C-3位点的位置，也证实了Makita和Yamakawa在过甲基化研究基础上提出的asialo衍生物的结构。神经节苷脂的结构为：galNac(1[向前箭头]4)gal(1[向前箭头]4)glu（1[向前箭头]1）神经酰胺[图像]鞘氨酸的成分包括四个长链碱基，与正常的脑神经节苷脂相似。硬脂酸盐占脂肪酸组成的90.5%，其余19种占其余部分。经过仔细纯化的样品没有发现氨基酸或多肽。神经节苷本身对神经氨酸酶具有抗性，但其衍生的血苷很容易降解为神经酰胺-乳糖苷。摘要作者：作者
Purified ganglioside from Tay-Sachs' brain was hydrolyzed in aqueous acid to give three glycolipids glucocerebroside, ceramide-lactoside, and asialoganglioside. The latter was shown to have the structure, N-acetylgalactosamine(1[forward arrow]4)galactose(l[forward arrow]4)glucose(l[forward arrow] l)ceramide. Brief refluxing of the ganglioside with methanolic HC1 gave "hematoside" as one of the products, with the structure N-acetylneuraminic acid (2[forward arrow]3) galactose(l[forward arrow]4)glucose(1[forward arrow]1)ceramide. The linkages in both cases were determined by identification of the fragments from the sequence: peri-odate-borohydride-acid hydrolysis. The results establish for the first time the location of NANA at C-3 of galactose and also serve to confirm the structure of the asialo derivative proposed by Makita and Yamakawa on the basis of permethylation studies. The ganglioside structure was shown to be: galNac(1[forward arrow]4)gal(l[forward arrow]4)glu(l[forward arrow]l)ceramide [image] Sphingosine components included four long-chain bases, similar to those of normal brain gangliosides. Stearate comprised 90.5% of the fatty acid composition, and 19 others accounted for the remainder. A carefully purified sample showed no amino acids or peptides. The ganglioside itself was resistant to neuraminidase, but the hematoside derived from it was readily degraded to ceramide-lactoside. || ABSTRACT AUTHORS: Authors