PMID- 21157865
OWN - NLM
STAT- MEDLINE
DCOM- 20110331
LR  - 20201209
IS  - 1097-0231 (Electronic)
IS  - 0951-4198 (Linking)
VI  - 25
IP  - 1
DP  - 2011 Jan 15
TI  - Lyso-form fragment ions facilitate the determination of stereospecificity of 
      diacyl glycerophospholipids.
PG  - 205-17
LID - 10.1002/rcm.4846 [doi]
AB  - In this work we report the development of a novel methodology for the 
      determination of stereospecificity of diacyl glycerophospholipids, including 
      glycerophosphatidic acids (PA), glycerophosphoserines (PS), 
      glycerophosphoglycerols (PG), glycerophosphoinositols (PI), and 
      glycerophosphoethanolamines (PE), which can be conventionally ionized in negative 
      ion mode. This methodology uses MS(2) recorded on a hybrid quadrupole 
      time-of-flight mass spectrometer to determine the stereospecificity of diacyl 
      glycerophospholipids based on the lyso-form fragment ions, attributed to the 
      neutral loss of fatty acyl moieties. The fragmentation patterns of a variety of 
      diacyl glycerophospholipid standards were first fully examined over a wide range 
      of collision energy. We observed that lyso-form fragment ions corresponding to 
      the neutral loss of fatty acyl moieties attached to the sn2 position as free 
      fatty acids ([M-Sn2](-) ) and as ketenes ([M-(Sn2-H(2) O)](-) ) exhibited 
      consistently higher intensity than their counterpart ions due to the neutral loss 
      of fatty acyl moieties attached to the sn1 position ([M-Sn1](-) and [M-(Sn1-H(2) 
      O)](-) ). Therefore, we concluded that an empirical fragmentation rule can be 
      used to precisely determine the stereospecificity of diacyl glycerophospholipids, 
      primarily on the basis of relative abundance of the lyso-form fragment ions. We 
      then examined the product ion spectra of diacyl glycerophospholipids recorded 
      from lipid extracts of rat hepatoma cells, where the stereospecific information 
      of these lipids was conclusively determined. Combining the novel methodology 
      reported in this work with the currently widely practiced mass spectrometric 
      techniques such as multiple precursor ion scans (MPIS), fatty acyl scans (FAS), 
      and multidimensional mass spectrometry based shotgun lipidomics (MDMS-SL), should 
      enable a reliable and convenient platform for comprehensive glycerophospholipid 
      profiling.
CI  - Copyright (c) 2010 John Wiley & Sons, Ltd.
FAU - Hou, Weimin
AU  - Hou W
AD  - Ottawa Institute of Systems Biology, Faculty of Medicine, University of Ottawa, 
      451 Smyth Road, Ottawa, Ontario, Canada.
FAU - Zhou, Hu
AU  - Zhou H
FAU - Bou Khalil, Maroun
AU  - Bou Khalil M
FAU - Seebun, Deeptee
AU  - Seebun D
FAU - Bennett, Steffany A L
AU  - Bennett SA
FAU - Figeys, Daniel
AU  - Figeys D
LA  - eng
GR  - MOP89999/Canadian Institutes of Health Research/Canada
PT  - Journal Article
PT  - Research Support, Non-U.S. Gov't
PL  - England
TA  - Rapid Commun Mass Spectrom
JT  - Rapid communications in mass spectrometry : RCM
JID - 8802365
RN  - 0 (Diglycerides)
RN  - 0 (Glycerophospholipids)
RN  - 0 (Lipids)
RN  - 0 (Lpin1 protein, rat)
RN  - 0 (Nuclear Proteins)
SB  - IM
MH  - Animals
MH  - Diglycerides/*chemistry
MH  - Glycerophospholipids/*chemistry
MH  - Lipids/chemistry
MH  - Mass Spectrometry/*methods
MH  - Nuclear Proteins/metabolism
MH  - Rats
MH  - Stereoisomerism
MH  - Tumor Cells, Cultured
EDAT- 2010/12/16 06:00
MHDA- 2011/04/01 06:00
CRDT- 2010/12/16 06:00
PHST- 2010/12/16 06:00 [entrez]
PHST- 2010/12/16 06:00 [pubmed]
PHST- 2011/04/01 06:00 [medline]
AID - 10.1002/rcm.4846 [doi]
PST - ppublish
SO  - Rapid Commun Mass Spectrom. 2011 Jan 15;25(1):205-17. doi: 10.1002/rcm.4846.