Complete structure of lipid A obtained from the lipopolysaccharides of the heptoseless mutant of Salmonella typhimurium.

Complete structure of lipid A obtained from the lipopolysaccharides of the heptoseless mutant of Salmonella typhimurium.
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从鼠伤寒沙门氏菌无庚糖突变体的脂多糖中获得的脂质 A 的完整结构。

DOI:
10.1016/s0021-9258(17)44040-3
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发表时间:
1983
期刊:
The Journal of biological chemistry
影响因子:
--
通讯作者:
P. Mascagni
P. Mascagni
中科院分区:
--
文献类型:
--
作者:
K. Takayama;N. Qureshi;P. Mascagni

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从鼠伤寒沙门氏菌G30/C21的脂多糖中获得高纯度的单磷酰脂A,TLC-3组分,将其转化为二甲基五三甲基硅基衍生物,并在400 MHz下进行质子核磁共振分析。氨基葡萄糖二糖的3-碳和3‘-碳的质子的共振从3.5-4.1ppm的正常范围发生了显著的下场位移,分别为5.06和5.15ppm,表明糖环上的这两个位置是酰化的。4-碳和6‘-碳的质子的共振没有发生显著的下场位移,表明这两个位置上没有酰基。由于阳离子快原子轰击质谱仪先前证实在还原末端和远端分别存在羟基和肉豆蔻酰酯,这些酰基必须连接到脂类A相应的3-碳和3‘-碳的氧上。根据这些结果,我们现在可以描述鼠伤寒沙门氏菌单磷酰脂A的完整结构。
A highly purified monophosphoryl lipid A, TLC-3 fraction obtained from the lipopolysaccharides of the heptoseless mutant Salmonella typhimurium G30/C21 was converted to the dimethyl pentatrimethylsilyl derivative and analyzed by proton NMR spectroscopy at 400 MHz. Substantial downfield shifts of the resonances for protons at the 3- and 3'-carbons of the glucosamine disaccharide to 5.06 and 5.15 ppm, respectively, occurred from the normal range of 3.5-4.1 ppm, indicating that these two positions on the sugar rings were acylated. Significant downfield shift of the resonances for protons at the 4- and 6'-carbons did not occur, indicating the absence of acyl groups at these two positions. Since positive ion fast atom bombardment mass spectrometry previously established the presence of hydroxymyristoyl and myristoxymyristoyl esters at the reducing end and distal subunits, respectively, these acyl groups must be attached to the oxygen of the corresponding 3- and 3'-carbons of lipid A. With these results, we can now describe the complete structure of the monophosphoryl lipid A, TLC-3 from S. typhimurium.