Structural identities of four glycosylated lipids in the oral bacterium Streptococcus mutans UA159.
Structural identities of four glycosylated lipids in the oral bacterium Streptococcus mutans UA159.
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DOI：
10.1016/j.bbalip.2013.03.012
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发表时间：
2012-07
期刊：
影响因子：
--
通讯作者：
Kaneshiro ES
中科院分区：
文献类型：
--
作者：
Sallans L;Giner JL;Kiemle DJ;Custer JE;Kaneshiro ES
致龋细菌变形链球菌（Streptococcus mutans）是一种重要的牙齿病原体，其在牙齿表面上形成生物膜，这为细菌提供了一个保护性的小生境，在那里它分泌有机酸，导致牙釉质脱矿。脂质，特别是糖脂可能是这些生物膜基质的关键组分。UA 159株S.变形杆菌是最早进行基因组测序的微生物之一。而其它S.虽然已经鉴定和表征了UA 159菌株，但是UA 159的脂质分析已经限于对其脂肪酸的一些研究。在这里，我们报告的四个主要糖脂的结构，从固定相S。在静置培养物中生长的变形杆菌UA 159细胞。这些被证明是单葡糖基二酰基甘油（MGDAG）、二葡糖基二酰基甘油（DGDAG）、二葡糖基单酰基甘油（DGMAG）和甘油磷酸基二葡糖基二酰基甘油（GPDGDAG）。通过高效薄层色谱、质谱和核磁共振谱确定其结构。通过准确、高分辨率和串联质谱法鉴定糖脂。糖脂中的糖单元的身份确定了一种新的和高效的NMR方法。所有糖均显示具有α-糖苷键，并且通过NMR显示DGMAG在sn-1位置被酰化。这是在任何生物体中首次观察到未取代的DGMAG，也是GPDGDAG的第一个质谱数据。
The cariogenic bacterium Streptococcus mutans is an important dental pathogen that forms biofilms on tooth surfaces, which provide a protective niche for the bacterium where it secretes organic acids leading to the demineralization of tooth enamel. Lipids, especially glycolipids are likely to be key components of these biofilm matrices. The UA159 strain of S. mutans was among the earliest microorganisms to have its genome sequenced. While the lipids of other S. mutans strains have been identified and characterized, lipid analyses of UA159 have been limited to a few studies on its fatty acids. Here we report the structures of the four major glycolipids from stationary-phase S. mutans UA159 cells grown in standing cultures. These were shown to be monoglucosyldiacylglycerol (MGDAG), diglucosyldiacylglycerol (DGDAG), diglucosylmonoacylglycerol (DGMAG) and, glycerophosphoryldiglucosyldiacylglycerol (GPDGDAG). The structures were determined by high performance thin-layer chromatography, mass spectrometry and nuclear magnetic resonance spectroscopy. The glycolipids were identified by accurate, high resolution, and tandem mass spectrometry. The identities of the sugar units in the glycolipids were determined by a novel and highly efficient NMR method. All sugars were shown to have α-glycosidic linkages and DGMAG was shown to be acylated in the sn-1 position by NMR. This is the first observation of unsubstituted DGMAG in any organism and the first mass spectrometry data for GPDGDAG.
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影响因子：
2.6
作者：
WOODWARD, M;WALKER, ARP
通讯作者：
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影响因子：
2.1
作者：
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DOI：
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发表时间：
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期刊：
BIOCHIMICA ET BIOPHYSICA ACTA-LIPIDS AND LIPID METABOLISM
影响因子：
--
作者：
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通讯作者：
RILFORS, L
影响因子：
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作者：
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通讯作者：
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