ArticleBiochemistry2011
Characterization of sulfolipids of Mycobacterium tuberculosis H37Rv by multiple-stage linear ion-trap high-resolution mass spectrometry with electrospray ionization reveals that the family of sulfolipid II predominates.
Article in Biochemistry, 2011. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 14 papers.
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Who cites it
14 citing papers in PubMed, 30 citations in OpenAlex.
- Multiple stage linear ion-trap mass spectrometry toward characterization of native bacterial lipids-a critical review.Biochimie · 2023Review
- A Mycobacterium tuberculosis fingerprint in human breath allows tuberculosis detection.Nature communications · 2022Article
- Complete Characterization of Polyacyltrehaloses fromBiochemistry · 2021Article
- Lipid and Lipoarabinomannan Isolation and Characterization.Methods in molecular biology (Clifton, N.J.) · 2021Article
- Mass Spectrometry-Based Shotgun Lipidomics Using Charge-Switch Derivatization for Analysis of Complex Long-Chain Fatty Acids.Methods in molecular biology (Clifton, N.J.) · 2021Article
- Trehalose and bacterial virulence.Virulence · 2020Review
- Mycobacterial Virulence Factors: Surface-Exposed Lipids and Secreted Proteins.International journal of molecular sciences · 2020Review
- Mycobacterium tuberculosis requires glyoxylate shunt and reverse methylcitrate cycle for lactate and pyruvate metabolism.Molecular microbiology · 2019Article
- A novel mutation alters the stability of PapA2 resulting in the complete abrogation of sulfolipids in clinical mycobacterial strains.FASEB bioAdvances · 2019Article
- Underestimated Manipulative Roles ofFrontiers in immunology · 2019Review
- The Effect of Combining Natural Terpenes and Antituberculous Agents against Reference and Clinical Mycobacterium tuberculosis Strains.Molecules (Basel, Switzerland) · 2018Article
- Characterization of Hydroxyphthioceranoic and Phthioceranoic Acids by Charge-Switch Derivatization and CID Tandem Mass Spectrometry.Journal of the American Society for Mass Spectrometry · 2016Article
- Palyosulfonoceramides A and B: unique sulfonylated ceramides from the Brazilian zoanthids Palythoa caribaeorum and Protopalythoa variabilis.Marine drugs · 2012Article
- Structural determination of glycopeptidolipids of Mycobacterium smegmatis by high-resolution multiple-stage linear ion-trap mass spectrometry with electrospray ionization.Journal of mass spectrometry : JMS · 2012Article
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Authors and funding
4 authors at 2 institutions in 1 country.
Funding
Abstract
Mycobacterium tuberculosis, the causative agent of tuberculosis, is unique among bacterial pathogens in that it contains a wide array of complex lipids and lipoglycans on its cell wall. Among them, the sulfated glycolipid, termed the sulfolipid, is thought to mediate specific host-pathogen interactions during infection. Sulfolipids (SLs), including sulfolipid I (SL-I) and sulfolipid II (SL-II), are 2,3,6,6'-tetraacyltrehalose 2'-sulfates. SL-I was identified as a family of homologous 2-palmitoyl(stearoyl)-3-phthioceranoyl-6,6'-bis(hydroxyphthioceranoy1)trehalose 2'-sulfates and was believed to be the principal sulfolipid of M. tuberculosis strain H37Rv. We cultured and extracted sulfolipids using various conditions, including those originally described, and employed high-resolution multiple-stage linear ion-trap mass spectrometry with electrospray ionization to characterize the structure of the principal SL. We revealed that SL-II, a family of homologous 2-stearoyl(palmitoyl)-3,6,6'-tris(hydroxyphthioceranoy1)trehalose 2'-sulfates, rather than SL-I is the principal sulfolipid class. We identified a great number of isomers resulting from permutation of the various hydroxyphthioceranoyl substituents at positions 6 and 6' of the trehalose backbone for each of the SL-II species in the entire family. We redefined the structure of this important lipid family that was misassigned using the traditional methods 40 years ago.
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