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血链球菌含异麦芽糖寡糖的脂磷壁酸。基本结构。

Isomalto-oligosaccharide-containing lipoteichoic acid of Streptococcus sanguis. Basic structure.

作者信息

Kochanowski B, Fischer W, Iida-Tanaka N, Ishizuka I

机构信息

Institut für Biochemie, Medizinischen Fakultät, Universität Erlangen-Nürnberg, Germany.

出版信息

Eur J Biochem. 1993 Jun 15;214(3):747-55. doi: 10.1111/j.1432-1033.1993.tb17976.x.

DOI:10.1111/j.1432-1033.1993.tb17976.x
PMID:8319683
Abstract

The lipoteichoic acid of Streptococcus sanguis DSM 20567 and of DSM 20068 was isolated by phenol/water extraction and hydrophobic-interaction chromatography. The preparations from both strains have an identical structure: a 1,3-linked poly(glycerophosphate) chain phosphodiester-linked to Glc-(alpha 1-2)Glc(alpha 1-3)acyl2Gro as the lipid anchor. The chain is substituted with D-alanine ester and glycosyl residues which comprise mono-, di-, tri- and tetra-alpha-D-glucopyranosyl residues with (1-6) interglycosidic linkages. The glycosylglycerols were released with 48% (by mass) hydrofluoric acid, separated and characterized by a combination of chemical procedures and modern techniques of 1H-NMR and 13C-NMR spectroscopy. The alpha-isomalto-oligosaccharides add a novel motif to lipoteichoic-acid chain substituents. 1H-NMR and 13C-NMR spectroscopy also provided a detailed picture of the basic glycosylated poly(1,3-glycerophosphate) diglucosylglycerol. It proved a single unbranched chain structure, provided evidence for the chain length, the extent of glycosylation, the structure of the lipid anchor and the site of attachment of the poly(glycerophosphate) chain on the lipid anchor. Owing to its unique glycosyl substituents the lipoteichoic acid may serve as a taxonomic marker for the redefined species S. sanguis (formerly S. sanguis type I).

摘要

通过苯酚/水萃取和疏水相互作用色谱法分离出血链球菌DSM 20567和DSM 20068的脂磷壁酸。两种菌株的制备物具有相同的结构:一条1,3-连接的聚(甘油磷酸)链通过磷酸二酯键连接到Glc-(α1-2)Glc(α1-3)acyl2Gro作为脂质锚定物。该链被D-丙氨酸酯和糖基残基取代,这些糖基残基包括具有(1-6)糖苷键的单、二、三、四-α-D-吡喃葡萄糖基残基。糖基甘油用48%(质量)的氢氟酸释放,通过化学方法和1H-NMR及13C-NMR光谱现代技术的组合进行分离和表征。α-异麦芽糖寡糖为脂磷壁酸链取代基增添了新的基序。1H-NMR和13C-NMR光谱还提供了基本糖基化的聚(1,3-甘油磷酸)二葡萄糖基甘油的详细图谱。它证明了单一的无支链结构,提供了链长、糖基化程度、脂质锚定物结构以及聚(甘油磷酸)链在脂质锚定物上的连接位点的证据。由于其独特的糖基取代基,脂磷壁酸可作为重新定义的血链球菌(以前的I型血链球菌)的分类标记。

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Eur J Biochem. 1993 Jun 15;214(3):747-55. doi: 10.1111/j.1432-1033.1993.tb17976.x.
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