Multiple-stage precursor ion separation and high resolution mass spectrometry toward structural characterization of 2,3-diacyltrehalose family from mycobacterium tuberculosis

Cheryl Frankfater, Robert B. Abramovitch, Georgiana Purdy, John Turk, Laurent Legentil, Loïc Lemiègre, Fong Fu Hsu

Research output: Contribution to journalArticle

Abstract

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.

Original languageEnglish (US)
Article number4
JournalSeparations
Volume6
Issue number1
DOIs
StatePublished - Mar 1 2019

Fingerprint

Trehalose
Mass spectrometry
Ions
Stereoisomerism
Complex Mixtures
Lipids
Molecules

Keywords

  • Diacyltrehalose
  • Glycolipid
  • Linear ion trap
  • Mycobacterium tuberculosis
  • Tandem mass spectrometry

ASJC Scopus subject areas

  • Filtration and Separation
  • Analytical Chemistry

Cite this

Multiple-stage precursor ion separation and high resolution mass spectrometry toward structural characterization of 2,3-diacyltrehalose family from mycobacterium tuberculosis. / Frankfater, Cheryl; Abramovitch, Robert B.; Purdy, Georgiana; Turk, John; Legentil, Laurent; Lemiègre, Loïc; Hsu, Fong Fu.

In: Separations, Vol. 6, No. 1, 4, 01.03.2019.

Research output: Contribution to journalArticle

Frankfater, Cheryl ; Abramovitch, Robert B. ; Purdy, Georgiana ; Turk, John ; Legentil, Laurent ; Lemiègre, Loïc ; Hsu, Fong Fu. / Multiple-stage precursor ion separation and high resolution mass spectrometry toward structural characterization of 2,3-diacyltrehalose family from mycobacterium tuberculosis. In: Separations. 2019 ; Vol. 6, No. 1.
@article{923da8563e1a472d85acaefce2a4d1de,
title = "Multiple-stage precursor ion separation and high resolution mass spectrometry toward structural characterization of 2,3-diacyltrehalose family from mycobacterium tuberculosis",
abstract = "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.",
keywords = "Diacyltrehalose, Glycolipid, Linear ion trap, Mycobacterium tuberculosis, Tandem mass spectrometry",
author = "Cheryl Frankfater and Abramovitch, {Robert B.} and Georgiana Purdy and John Turk and Laurent Legentil and Lo{\"i}c Lemi{\`e}gre and Hsu, {Fong Fu}",
year = "2019",
month = "3",
day = "1",
doi = "10.3390/separations6010004",
language = "English (US)",
volume = "6",
journal = "Separations",
issn = "2297-8739",
publisher = "Multidisciplinary Digital Publishing Institute",
number = "1",

}

TY - JOUR

T1 - Multiple-stage precursor ion separation and high resolution mass spectrometry toward structural characterization of 2,3-diacyltrehalose family from mycobacterium tuberculosis

AU - Frankfater, Cheryl

AU - Abramovitch, Robert B.

AU - Purdy, Georgiana

AU - Turk, John

AU - Legentil, Laurent

AU - Lemiègre, Loïc

AU - Hsu, Fong Fu

PY - 2019/3/1

Y1 - 2019/3/1

N2 - 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.

AB - 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.

KW - Diacyltrehalose

KW - Glycolipid

KW - Linear ion trap

KW - Mycobacterium tuberculosis

KW - Tandem mass spectrometry

UR - http://www.scopus.com/inward/record.url?scp=85070196292&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85070196292&partnerID=8YFLogxK

U2 - 10.3390/separations6010004

DO - 10.3390/separations6010004

M3 - Article

VL - 6

JO - Separations

JF - Separations

SN - 2297-8739

IS - 1

M1 - 4

ER -