文章基本信息

标题：Characterization of phthiocerol and phthiodiolone dimycocerosate esters of M. tuberculosis by multiple-stage linear ion-trap MS
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作者：Kelly N. Flentie ; Christina L. Stallings ; John Turk 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：2016
卷号：57
期号：1
页码：142-155
DOI：10.1194/jlr.D063735
语种：English
出版社：American Society for Biochemistry and Molecular Biology
摘要：Both phthiocerol/phthiodiolone dimycocerosate (PDIM) and phenolic glycolipids are abundant virulent lipids in the cell wall of various pathogenic mycobacteria, which can synthesize a wide range of complex high-molecular-mass lipids. In this article, we describe linear ion-trap MSⁿ mass spectrometric approach for structural study of PDIMs, which were desorbed as the [M + Li]⁺ and [M + NH₄]⁺ ions by ESI. We also applied charge-switch strategy to convert the mycocerosic acid substituents to their N -(4-aminomethylphenyl) pyridinium (AMPP) derivatives and analyzed them as M ⁺ ions, following alkaline hydrolysis of the PDIM to release mycocerosic acids. The structural information from MSⁿ on the [M + Li]⁺ and [M + NH₄]⁺ molecular species and on the M ⁺ ions of the mycocerosic acid-AMPP derivative affords realization of the complex structures of PDIMs in Mycobacterium tuberculosis biofilm, differentiation of phthiocerol and phthiodiolone lipid families and complete structure identification, including the phthiocerol and phthiodiolone backbones, and the mycocerosic acid substituents, including the locations of their multiple methyl side chains, can be achieved.
关键词：glycolipid ; microbial lipid ; lipidomics ; biofilm ; mass spectrometry ; electrospray ionization ; higher collision energy dissociation ; Mycobacterium tuberculosis