Characterization of Mycobacterium tuberculosis Mycolic Acids by Multiple-Stage Linear Ion-Trap Mass SpectrometryClick to copy article linkArticle link copied!
- Cheryl FrankfaterCheryl FrankfaterMass Spectrometry Resource, Division of Endocrinology, Metabolism, and Lipid Research, Department of Medicine, Washington University School of Medicine, St. Louis, Missouri 63110 United States,More by Cheryl Frankfater
- Hideji FujiwaraHideji FujiwaraMass Spectrometry Resource, Division of Endocrinology, Metabolism, and Lipid Research, Department of Medicine, Washington University School of Medicine, St. Louis, Missouri 63110 United States,More by Hideji Fujiwara
- Spencer J. WilliamsSpencer J. WilliamsSchool of Chemistry and Bio21 Molecular Science and Biotechnology Institute, University of Melbourne, Melbourne, Victoria 3010, AustraliaMore by Spencer J. Williams
- Adriaan MinnaardAdriaan MinnaardStratingh Institute for Chemistry, University of Groningen, Nijenborgh 7, 9747 AG Groningen, The NetherlandsMore by Adriaan Minnaard
- Fong-Fu Hsu*Fong-Fu Hsu*Email: [email protected]Mass Spectrometry Resource, Division of Endocrinology, Metabolism, and Lipid Research, Department of Medicine, Washington University School of Medicine, St. Louis, Missouri 63110 United States,More by Fong-Fu Hsu
Abstract
Mycobacterium tuberculosis (Mtb) cells are known to synthesize very long chain (C60–90) structurally complex mycolic acids with various functional groups. In this study, we applied linear ion-trap (LIT) multiple-stage mass spectrometry (MSn), combined with high-resolution mass spectrometry to study the mechanisms underlying the fragmentation processes of mycolic acid standards desorbed as lithiated adduct ions by ESI. This is followed by structural characterization of a Mtb mycolic acid family (Bovine strain). Using the insight fragmentation processes gained from the study, we are able to achieve a near complete characterization of the whole mycolic acid family, revealing the identity of the α-alkyl chain, the location of the functional groups including methyl, methoxy, and keto groups along the meroaldehyde chain in each lipid species. This study showcased the power of LIT MSn toward structural determination of complex lipids in a mixture, which would be otherwise very difficult to define using other analytical techniques.
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This article is cited by 4 publications.
- Aswin T. Srivatsav, Shobhna Kapoor. Biophysical Interaction Landscape of Mycobacterial Mycolic Acids and Phenolic Glycolipids with Host Macrophage Membranes. ACS Applied Bio Materials 2023, 6
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, 5555-5562. https://doi.org/10.1021/acsabm.3c00748
- Szewczyk Rafał, Druszczynska Magdalena, Majewski Karol, Szulc Bartłomiej, Kowalski Konrad. Detection and accurate identification of Mycobacterium species by flow injection tandem mass spectrometry (FIA-MS/MS) analysis of mycolic acids. Scientific Reports 2025, 15
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https://doi.org/10.1038/s41598-025-96867-x
- Fong-Fu Hsu. Multiple stage linear ion-trap mass spectrometry toward characterization of native bacterial lipids-a critical review. Biochimie 2023, 215 , 88-99. https://doi.org/10.1016/j.biochi.2023.08.009
- Yi Liu, Nadhira Kaffah, Sufyan Pandor, Mark J. Sartain, Gerald Larrouy-Maumus. Ion mobility mass spectrometry for the study of mycobacterial mycolic acids. Scientific Reports 2023, 13
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https://doi.org/10.1038/s41598-023-37641-9
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