Multiple-stage Precursor Ion Separation and High Resolution Mass Spectrometry toward Structural Characterization of 2,3-Diacyltrehalose Family from Mycobacterium tuberculosis
Mass spectrometry (MS)-based precursor ion isolation, collision-induced dissociation (CID) fragmentation, and detection using linear ion-trap multiple-stage mass spectrometry (LIT MSn) in combination with high resolution mass spectrometry (HRMS) provides a unique tool for structural characterization...
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| Format: | Article |
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MDPI AG
2019-01-01
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| Series: | Separations |
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| Online Access: | http://www.mdpi.com/2297-8739/6/1/4 |
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| author | Cheryl Frankfater Robert B. Abramovitch Georgiana E. Purdy John Turk Laurent Legentil Loïc Lemiègre Fong-Fu Hsu |
| author_facet | Cheryl Frankfater Robert B. Abramovitch Georgiana E. Purdy John Turk Laurent Legentil Loïc Lemiègre Fong-Fu Hsu |
| author_sort | Cheryl Frankfater |
| collection | DOAJ |
| description | Mass spectrometry (MS)-based precursor ion isolation, collision-induced dissociation (CID) fragmentation, and detection using linear ion-trap multiple-stage mass spectrometry (LIT MSn) in combination with high resolution mass spectrometry (HRMS) provides a unique tool for structural characterization of complex mixture without chromatographic separation. This approach permits not only separation of various lipid families and their subfamilies, but also stereoisomers, thereby, revealing the structural details. In this report, we describe the LIT MSn approach to unveil the structures of a 2,3-diacyl trehalose (DAT) family isolated from the cell envelope of Mycobacterium tuberculosis, in which more than 30 molecular species, and each species consisting of up to six isomeric structures were found. LIT MSn performed on both [M + Na]+ and [M + HCO2]− ions of DAT yield complimentary structural information for near complete characterization of the molecules, including the location of the fatty acyl substituents on the trehalose backbone. This latter information is based on the findings of the differential losses of the two fatty acyl chains in the MS2 and MS3 spectra; while the product ion spectra from higher stage LIT MSn permit confirmation of the structural assignment. |
| first_indexed | 2024-04-13T06:40:28Z |
| format | Article |
| id | doaj.art-a3ce67894caf433a973ab4f195bd6f79 |
| institution | Directory Open Access Journal |
| issn | 2297-8739 |
| language | English |
| last_indexed | 2024-04-13T06:40:28Z |
| publishDate | 2019-01-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Separations |
| spelling | doaj.art-a3ce67894caf433a973ab4f195bd6f792022-12-22T02:57:45ZengMDPI AGSeparations2297-87392019-01-0161410.3390/separations6010004separations6010004Multiple-stage Precursor Ion Separation and High Resolution Mass Spectrometry toward Structural Characterization of 2,3-Diacyltrehalose Family from Mycobacterium tuberculosisCheryl Frankfater0Robert B. Abramovitch1Georgiana E. Purdy2John Turk3Laurent Legentil4Loïc Lemiègre5Fong-Fu Hsu6Department of Medicine, Washington University School of Medicine, St. Louis, MO 63110, USADepartment of Microbiology and Molecular Genetics, Michigan State University, East Lansing, MI 48824, USADepartment of Molecular Microbiology and Immunology, Oregon Health & Science University, Portland, OR 97239, USADepartment of Medicine, Washington University School of Medicine, St. Louis, MO 63110, USAUniv Rennes, Ecole Nationale Supérieure de Chimie de Rennes, CNRS, ISCR–UMR 6226, F-35000 Rennes, FranceUniv Rennes, Ecole Nationale Supérieure de Chimie de Rennes, CNRS, ISCR–UMR 6226, F-35000 Rennes, FranceDepartment of Medicine, Washington University School of Medicine, St. Louis, MO 63110, USAMass spectrometry (MS)-based precursor ion isolation, collision-induced dissociation (CID) fragmentation, and detection using linear ion-trap multiple-stage mass spectrometry (LIT MSn) in combination with high resolution mass spectrometry (HRMS) provides a unique tool for structural characterization of complex mixture without chromatographic separation. This approach permits not only separation of various lipid families and their subfamilies, but also stereoisomers, thereby, revealing the structural details. In this report, we describe the LIT MSn approach to unveil the structures of a 2,3-diacyl trehalose (DAT) family isolated from the cell envelope of Mycobacterium tuberculosis, in which more than 30 molecular species, and each species consisting of up to six isomeric structures were found. LIT MSn performed on both [M + Na]+ and [M + HCO2]− ions of DAT yield complimentary structural information for near complete characterization of the molecules, including the location of the fatty acyl substituents on the trehalose backbone. This latter information is based on the findings of the differential losses of the two fatty acyl chains in the MS2 and MS3 spectra; while the product ion spectra from higher stage LIT MSn permit confirmation of the structural assignment.http://www.mdpi.com/2297-8739/6/1/4tandem mass spectrometrylinear ion trapglycolipiddiacyltrehaloseMycobacterium tuberculosis |
| spellingShingle | Cheryl Frankfater Robert B. Abramovitch Georgiana E. Purdy John Turk Laurent Legentil Loïc Lemiègre Fong-Fu Hsu Multiple-stage Precursor Ion Separation and High Resolution Mass Spectrometry toward Structural Characterization of 2,3-Diacyltrehalose Family from Mycobacterium tuberculosis Separations tandem mass spectrometry linear ion trap glycolipid diacyltrehalose Mycobacterium tuberculosis |
| title | Multiple-stage Precursor Ion Separation and High Resolution Mass Spectrometry toward Structural Characterization of 2,3-Diacyltrehalose Family from Mycobacterium tuberculosis |
| title_full | Multiple-stage Precursor Ion Separation and High Resolution Mass Spectrometry toward Structural Characterization of 2,3-Diacyltrehalose Family from Mycobacterium tuberculosis |
| title_fullStr | Multiple-stage Precursor Ion Separation and High Resolution Mass Spectrometry toward Structural Characterization of 2,3-Diacyltrehalose Family from Mycobacterium tuberculosis |
| title_full_unstemmed | Multiple-stage Precursor Ion Separation and High Resolution Mass Spectrometry toward Structural Characterization of 2,3-Diacyltrehalose Family from Mycobacterium tuberculosis |
| title_short | Multiple-stage Precursor Ion Separation and High Resolution Mass Spectrometry toward Structural Characterization of 2,3-Diacyltrehalose Family from Mycobacterium tuberculosis |
| title_sort | multiple stage precursor ion separation and high resolution mass spectrometry toward structural characterization of 2 3 diacyltrehalose family from mycobacterium tuberculosis |
| topic | tandem mass spectrometry linear ion trap glycolipid diacyltrehalose Mycobacterium tuberculosis |
| url | http://www.mdpi.com/2297-8739/6/1/4 |
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