Characterization of mycobacterial triacylglycerols and monomeromycolyl diacylglycerols from Mycobacterium smegmatis biofilm by electrospray ionization multiple-stage and high-resolution mass spectrometry

Georgiana E. Purdy, Sophia Pacheco, John Turk, Fong Fu Hsu

Research output: Contribution to journalArticle

9 Scopus citations

Abstract

The storage of triacylglycerols (TAGs) is essential for non-replicating persistence relevant to survival and the re-growth of mycobacteria during their exit from non-replicating state stress conditions. However, the detailed structures of this lipid family in mycobacteria largely remain unexplored. In this contribution, we describe a multiple-stage linear ion-trap mass spectrometric approach with high resolution mass spectrometry toward direct structural analysis of the TAGs, including a novel lipid subclass previously defined as monomeromycolyl diacylglycerol (MMDAG) isolated from biofilm of Mycobacterium smegmatis, a rapidly growing, non-pathogenic mycobacterium that has been used as a tool for molecular analysis of mycobacteria. Our results demonstrate that the major isomer in each of the molecular species of TAGs and MMDAGs consists of the common structure in which Δ918:1- and 16:0-fatty acyl substituents are exclusively located at sn-1 and sn-2, respectively. Several isomers were found for most of the molecular species, and thus hundreds of structures are present in this lipid family. More importantly, this study revealed the structures of MMDAG, a novel subclass of TAG that has not been previously reported by direct mass spectrometric approaches.

Original languageEnglish (US)
Pages (from-to)7415-7426
Number of pages12
JournalAnalytical and Bioanalytical Chemistry
Volume405
Issue number23
DOIs
StatePublished - Sep 1 2013

Keywords

  • Apolar lipid
  • Mass spectrometry
  • Meromycolyl chain
  • Mycobacteria smegmatis
  • Triacylglycerol

ASJC Scopus subject areas

  • Analytical Chemistry
  • Biochemistry

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