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昆虫中的糖鞘脂。两性部分，即N - 乙酰葡糖胺连接的磷酸乙醇胺，区分出一组来自红头丽蝇（昆虫纲：双翅目）蛹的神经酰胺寡糖。

Glycosphingolipids in insects. The amphoteric moiety, N-acetylglucosamine-linked phosphoethanolamine, distinguishes a group of ceramide oligosaccharides from the pupae of Calliphora vicina (Insecta: Diptera).

作者信息

Helling F, Dennis R D, Weske B, Nores G, Peter-Katalinic J, Dabrowski U, Egge H, Wiegandt H

机构信息

Institut für Physiologische Chemie der Universität Marburg, Federal Republic of Germany.

出版信息

Eur J Biochem. 1991 Sep 1;200(2):409-21. doi: 10.1111/j.1432-1033.1991.tb16199.x.

DOI:10.1111/j.1432-1033.1991.tb16199.x
PMID:1889407
Abstract

A group of Calliphora vicina pupal glycolipids could be segregated from the neutral glycosphingolipids, according to their two-dimensional TLC migration properties and positive reactions toward ninhydrin and fluorescamine spray reagents. These classified zwitterionic glycolipids were isolated by silica-gel column chromatography and characterized by the presence of a N-acetyl-glucosamine-bound phosphoethanolamine residue. The structural elucidation of the oligosaccharide moieties was performed by the determination of constituent carbohydrates as alditol acetates, linkage analysis by permethylation, exoglycosidase cleavage, fast-atom-bombardment mass spectrometry and NMR spectroscopy. The dominant fatty acid and sphingoid base species of the ceramide moieties were C20:0 (arachidic acid) and C14:1 (tetradecasphing-4-enine), respectively. The chemical structures of the zwitterionic, biogenetic glycosphingolipid series were determined as: (PEtn-6')GlcNAc(beta 1-3)Man(beta 1-4)Glc beta Cer; GalNAc(beta 1-4)(PEtn-6')GlcNAc(beta 1-3)Man(beta 1-4)Glc beta Cer; GalNAc(alpha 1-4)GalNAc(beta 1-4)(PEtn-6')GlcNAc(beta 1-3)Man(beta 1- 4)Glc beta Cer; Gal(beta 1-3)GalNAc(beta 1-4)(PEtn-6')GlcNAc(beta 1-3)Man(beta 1-4)Glc beta Cer; Gal(beta 1-3)GalNAc(alpha 1-4)GalNAc(beta 1-4)(PEtn-6')GlcNAc(beta 1- 3)Man(beta 1-4)Glc beta Cer; GlcNAc(beta 1-3)Gal(beta 1-3)GalNAc(alpha 1-4)GalNAc(beta 1-4)(PEtn- 6')GlcNAc(beta 1-3)Man(beta 1-4)Glc beta Cer.

摘要

根据其二维薄层层析迁移特性以及对茚三酮和荧光胺喷雾试剂的阳性反应，一组红头丽蝇蛹糖脂可从中性糖鞘脂中分离出来。这些分类的两性离子糖脂通过硅胶柱色谱法分离，并通过存在与N - 乙酰葡糖胺结合的磷酸乙醇胺残基来表征。寡糖部分的结构解析通过将组成碳水化合物测定为糖醇乙酸酯、通过全甲基化进行连接分析、外切糖苷酶裂解、快原子轰击质谱法和核磁共振光谱法来进行。神经酰胺部分的主要脂肪酸和鞘氨醇碱种类分别为C20:0（花生酸）和C14:1（十四碳 - 4 - 烯鞘氨醇）。两性离子、生源糖鞘脂系列的化学结构确定为：(PEtn - 6')GlcNAc(β1 - 3)Man(β1 - 4)GlcβCer；GalNAc(β1 - 4)(PEtn - 6')GlcNAc(β1 - 3)Man(β1 - 4)GlcβCer；GalNAc(α1 - 4)GalNAc(β1 - 4)(PEtn - 6')GlcNAc(β1 - 3)Man(β1 - 4)GlcβCer；Gal(β1 - 3)GalNAc(β1 - 4)(PEtn - 6')GlcNAc(β1 - 3)Man(β1 - 4)GlcβCer；Gal(β1 - 3)GalNAc(α1 - 4)GalNAc(β1 - 4)(PEtn - 6')GlcNAc(β1 - 3)Man(β1 - 4)GlcβCer；GlcNAc(β1 - 3)Gal(β1 - 3)GalNAc(α1 - 4)GalNAc(β1 - 4)(PEtn -

6')GlcNAc(β1 - 3)Man(β1 - 4)GlcβCer。

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