文章基本信息

标题：Asymmetric synthesis and structure elucidation of a glycerophospholipid from Mycobacterium tuberculosis
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作者：Bjorn ter Horst ; Chetan Seshadri ; Lindsay Sweet 等
期刊名称：JLR Papers In Press
印刷版ISSN：0022-2275
电子版ISSN：1539-7262
出版年度：2010
卷号：51
期号：5
页码：1017-1022
DOI：10.1194/jlr.M001982
语种：English
出版社：American Society for Biochemistry and Molecular Biology
摘要：A glycerophospholipid (1- O -tuberculostearoyl-2- O -palmitoyl- sn -glycero-3-phosphoethanolamine) from Mycobacterium tuberculosis was isolated from the reference strain H37Rv. The molecular structure of this tuberculostearoyl [( R )-10-methyloctadecyl] and palmitoyl containing phosphatidylethanolamine (PE) has been resolved. The substitution pattern on the glycerol backbone could be determined by comparison of the isolate to the two synthetically prepared regioisomers. MS/MS analysis was used to determine its molecular structure. Production of this synthetic version of mycobacterial PE in high yield, with a stereochemically correct and pathogen-specific fatty acyl group, can be used as a standard in LC-MS based lipidomic analyses to detect trace amounts of mycobacterial PE in human blood, sputum, or tissues as a marker of infection by mycobacteria.
关键词：tuberculostearic acid ; MS/MS analysis ; asymmetric 1,4-addition