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Analytical and Bioanalytical Chemistry

, Volume 407, Issue 9, pp 2519–2528 | Cite as

Characterization of polar lipids of Listeria monocytogenes by HCD and low-energy CAD linear ion-trap mass spectrometry with electrospray ionization

  • Raju V. V. Tatituri
  • Benjamin J. Wolf
  • Michael B. Brenner
  • John Turk
  • Fong-Fu HsuEmail author
Research Paper

Abstract

Listeria monocytogenes (L. monocytogenes) is a facultative, Gram-positive, food-borne bacterium, which causes serious infections. Although it is known that lipids play important roles in the survival of Listeria, the detailed structures of these lipids have not been established. In this contribution, we described linear ion-trap multiple-stage mass spectrometric approaches with high-resolution mass spectrometry toward complete structural analysis including the identities of the fatty acid substituents and their position on the glycerol backbone of the polar lipids, mainly phosphatidylglycerol, cardiolipin (CL), and lysyl-CL from L. monocytogenes. The location of the methyl side group along the fatty acid chain in each lipid family was characterized by a charge-switch strategy. This is achieved by first alkaline hydrolysis to release the fatty acid substituents, followed by tandem mass spectrometry on their N-(4-aminomethylphenyl) pyridinium (AMPP) derivatives as the M+ ions. Several findings in this study are unique: (1) we confirm the presence of a plasmalogen PG family that has not been previous reported; (2) an ion arising from a rare internal loss of lysylglycerol residue was observed in the MS2 spectrum of lysyl-CL, permitting its distinction from other CL subfamilies.

Keywords

HCD Linear ion trap Lysylcardiolipin Anteiso- and iso-branched fatty acids Microbial lipids Lipidomics 

Abbreviations

ESI-MS

Electrospray ionization-MS

HCD

Higher-energy collisional dissociation

HRMS

High-resolution mass spectrometry

LIT

Linear ion trap

Notes

Acknowledgments

This research was supported by US Public Health Service Grants P41-GM103422, P60-DK-20579, P30-DK56341 (Washington University Mass spectrometry Resource) 5R01AI063428-09 and 5T32AR007530-30 (Harvard Medical School) and NIH grant 1R21HL120760-01.

Supplementary material

216_2015_8480_MOESM1_ESM.pdf (28 kb)
ESM 1 (PDF 39 kb)

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Copyright information

© Springer-Verlag Berlin Heidelberg 2015

Authors and Affiliations

  • Raju V. V. Tatituri
    • 2
  • Benjamin J. Wolf
    • 2
  • Michael B. Brenner
    • 2
  • John Turk
    • 1
  • Fong-Fu Hsu
    • 1
    Email author
  1. 1.Mass Spectrometry Resource, Division of Endocrinology, Diabetes, Metabolism, and Lipid Research, Department of Internal MedicineWashington University School of MedicineSt. LouisUSA
  2. 2.Division of Rheumatology, Immunology, and Allergy, Brigham and Women’s HospitalHarvard Medical SchoolBostonUSA

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