鞘糖脂的13C核磁共振

13C-nuclear magnetic resonance of glycosphingolipids.

作者信息

Taki T, Kuroyanagi M, Yoshioka H, Handa S

机构信息

Department of Biochemistry, Faculty of Medicine, Tokyo Medical and Dental University.

出版信息

J Biochem. 1992 May;111(5):614-9. doi: 10.1093/oxfordjournals.jbchem.a123806.

DOI:10.1093/oxfordjournals.jbchem.a123806

PMID:1639757

Abstract

Spectra of 125 MHz 13C-nuclear magnetic resonance (NMR) of glycosphingolipids, GlcCer, GalCer, sulfatide, LacCer, and nLc4Cer have been studied, and the following results were obtained. (i) Signals of ring carbons of each sugar component are distributed in a wide field (50-110 ppm) and clearly separated. (ii) Chemical shifts of anomeric carbon (C1) and methylene carbon (C6) of sugars are far from those of other methine carbons of sugars and characteristic of sugar components, which makes it possible to identify each sugar component and its molar raito. (iii) The downfield shifts (about 6-9 ppm) of alpha-carbon signals involved in the glycosidic linkages and upfield shifts (about 1.5-2 ppm) of the neighboring beta-carbons, which are known as glycosylation shifts, could be observed. (iv) Characteristic shifts of aglycon signals caused by the presence of an OH group at the alpha-position of fatty acid were assigned. These observations are useful for the characterization of glycosphingolipid structures.

摘要

已对糖鞘脂、葡萄糖神经酰胺（GlcCer）、半乳糖神经酰胺（GalCer）、硫苷脂、乳糖神经酰胺（LacCer）和神经节四糖神经酰胺（nLc4Cer）的125兆赫¹³C核磁共振（NMR）光谱进行了研究，并获得了以下结果。（i）每种糖成分的环碳信号分布在很宽的范围内（50 - 110 ppm）且明显分开。（ii）糖的端基碳（C1）和亚甲基碳（C6）的化学位移与糖的其他次甲基碳的化学位移相差很大，且具有糖成分的特征，这使得能够识别每种糖成分及其摩尔比。（iii）可以观察到糖苷键中α - 碳信号的向低场位移（约6 - 9 ppm）以及相邻β - 碳的向高场位移（约1.5 - 2 ppm），这就是所谓的糖基化位移。（iv）确定了由脂肪酸α - 位存在羟基引起的苷元信号的特征位移。这些观察结果对于糖鞘脂结构的表征很有用。