A novel fucosylated glycosphingolipid with a Gal beta 1-4Glc beta 1-3Gal sequence in plerocercoids of the parasite, Spirometra erinacei.

A novel fucosylated glycosphingolipid with a Gal beta 1-4Glc beta 1-3Gal sequence in plerocercoids of the parasite, Spirometra erinacei.
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一种新型岩藻糖基化鞘糖脂,在寄生虫猴头螺旋体的多尾蚴中具有 Gal beta 1-4Glc beta 1-3Gal 序列。

DOI:
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发表时间:
1993
期刊:
Journal of Biochemistry (Tokyo)
影响因子:
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通讯作者:
Y. Tamai
Y. Tamai
中科院分区:
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文献类型:
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作者:
Y. Kawakami;K. Nakamura;H. Kojima;M. Suzuki;F. Inagaki;A. Suzuki;S. Sonoki;A. Uchida;Y. Murata;Y. Tamai

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一种新型鞘糖脂 (SEGLx) 从绦虫螺旋体 (Spirometra erinacei) 的结尾蚴中分离出来。从成分分析、甲基化分析、外切糖苷酶水解、酸水解、快原子轰击质谱和质子核磁共振(NMR)分析的结果来看,其结构为[式:见正文]这是首次报道具有新颖碳水化合物结构的鞘糖脂,其特征是i)存在通过β1-3键连接到还原端半乳糖的倒数第二个葡萄糖分子和ii)存在通过 α 1-3 连接与葡萄糖相连的岩藻糖。神经酰胺含有二氢鞘氨醇或4-D-羟基-二氢鞘氨醇,以及具有16、18、26或28个碳原子的非羟基脂肪酸或羟基硬脂酸。质子核磁共振分析表明,长链碱基和脂肪酸部分的化学种类不仅影响还原性末端半乳糖,而且还影响倒数第二个葡萄糖的异头质子共振的化学位移。
A novel glycosphingolipid (SEGLx) has been isolated from the plerocercoids of a tapeworm, Spirometra erinacei. From the results of compositional analysis, methylation analysis, exoglycosidase hydrolysis, acid hydrolysis, fast atom bombardment mass spectrometry, and proton nuclear magnetic resonance (NMR) analysis, its structure was concluded to be [formula: see text] This is the first report of a glycosphingolipid with a novel carbohydrate structure which is characterized by i) the occurrence of a penultimate glucose molecule attached to the reducing end galactose through a beta 1-3 linkage and ii) the presence of a fucose attached to a glucose through an alpha 1-3 linkage. The ceramide contained sphinganine or 4-D-hydroxy-sphinganine, and either a nonhydroxy fatty acid with 16, 18, 26, or 28 carbon atoms, or hydroxystearic acid. Proton NMR analysis revealed that the chemical species of both the long chain base and fatty acid moieties affect the chemical shifts of the anomeric proton resonances of not only the reducing terminal galactose but also the penultimate glucose.