Electrospray ionization multiple-stage linear ion-trap mass spectrometry for structural elucidation of triacylglycerols: Assignment of fatty acyl groups on the glycerol backbone and location of double bonds

Journal of the American Society for Mass Spectrometry

Volumn 21, Issue 4, 2010, Pages 657-669

  Hsu, Fong Fu ^a   Turk, John ^a  

^a WASHINGTON UNIVERSITY SCHOOL OF MEDICINE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ABUNDANT ION; ACYL GROUP; ADDUCT ION; CHARGE-REMOTE FRAGMENTATION; DOUBLE BONDS; FATTY ACID CHAINS; FREE ACIDS; GLYCEROL BACKBONE; INTERNAL LOSS; ION PAIRS; ION SERIES; ION TRAPS; ION-TRAP MASS SPECTROMETRY; LITHIUM SALTS; LONG-CHAIN FATTY ACIDS; STRUCTURAL ELUCIDATION; TRIACYLGLYCEROLS;

ACIDS; ELECTROSPRAY IONIZATION; FATTY ACIDS; GLYCEROL; IONS; LOCATION; MASS SPECTROMETRY;

LITHIUM;

GLYCEROL; LITHIUM SALT; LONG CHAIN FATTY ACID; TRIACYLGLYCEROL; UNSATURATED FATTY ACID;

ARTICLE; CONTROLLED STUDY; DISSOCIATION; ELECTROSPRAY MASS SPECTROMETRY; FATTY ACID ANALYSIS; FRAGMENTATION REACTION; ION TRAP MASS SPECTROMETRY; STRUCTURE ANALYSIS;

ACYLATION; COMPUTER SIMULATION; FATTY ACIDS; GLYCEROL; MODELS, CHEMICAL; MODELS, MOLECULAR; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION;

EID: 77950339312     PISSN: 10440305     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jasms.2010.01.007     Document Type: Article

References (19)

1. Cheng C., Gross M.L., Pittenauer E. Complete Structural Elucidation of Triacylglycerols by Tandem Sector Mass Spectrometry. Anal. Chem. 1998, 70:4417-4426.
2. Duffin K.L., Henion J.D., Shieh J.J. Electrospray and Tandem Mass Spectrometric Characterization of Acylglycerol Mixtures That Are Dissolved in Nonpolar Solvents. Anal. Chem. 1991, 63:1781-1788.
3. Pittenauer E., Allmaier G. The Renaissance of High-Energy CID for Structural Elucidation of Complex Lipids: MALDI-TOF/RTOF-MS of Alkali Cationized Triacylglycerols. J. Am. Soc. Mass Spectrom. 2009, 20:1037-1047.
4. Hsu F.-F., Turk J. Structural Characterization of Triacylglycerols as Lithiated Adducts by Electrospray Ionization Mass Spectrometry Using Low-Energy Collisionally Activated Dissociation on a Triple Stage Quadrupole Instrument. J. Am. Soc. Mass Spectrom. 1999, 10:587-599.
5. Lin J.-T., Arcinas A. Regiospecific Analysis of Diricinoleoylglycerols in Castor (Ricinus communis L.) Oil by Electrospray Ionization-Mass Spectrometry. J. Agric. Food Chem. 2007, 55:2209-2216.
6. Thomas M.C., Mitchell T.W., Blanksby S.J. Ozonolysis of Phospholipid Double Bonds During Electrospray Ionization: A New Tool for Structure Determination. J. Am. Chem. Soc. 2006, 128:58-59.
7. Thomas M.C., Mitchell T.W., Harman D.G., Deeley J.M., Murphy R.C., Blanksby S.J. Elucidation of Double Bond Position in Unsaturated Lipids by Ozone Electrospray Ionization Mass Spectrometry. Anal. Chem. 2007, 79:5013-5022.
8. Thomas M.C., Mitchell T.W., Harman D.G., Deeley J.M., Nealon J.R., Blanksby S.J. Ozone-Induced Dissociation: Elucidation of Double Bond Position within Mass-Selected Lipid Ions. Anal. Chem. 2008, 80:303-311.
9. Hsu F.-F., Turk J. Electrospray Ionization/Tandem Quadrupole Mass Spectrometric Studies on Phosphatidylcholines: The Fragmentation Processes. J. Am. Soc. Mass Spectrom. 2003, 14:352-363.
10. Hsu F.-F., Turk J. Electrospray Ionization with Low-Energy Collisionally Activated Dissociation Tandem Mass Spectrometry of Glycerophospholipids: Mechanisms of Fragmentation and Structural Characterization. J. Chromatogr. B 2009, 877:2673-2695.
11. Hsu F.-F., Turk J. Structural Characterization of Unsaturated Glycerophospholipids by Multiple-Stage Linear Ion-Trap Mass Spectrometry with Electrospray Ionization. J. Am. Soc. Mass Spectrom. 2008, 19:1681-1691.
12. Hsu F.-F., Turk J. Elucidation of the Double Bond Position of Long-Chain Unsaturated Fatty Acids by Multiple-Stage Linear Ion-Trap Mass Spectrometry with Electrospray Ionization. J. Am. Soc. Mass Spectrom. 2008, 19:1673-1680.
13. Hsu F.-F., Turk J. Studies on Phosphatidylserine by Tandem Quadrupole and Multiple Stage Quadrupole Ion-Trap Mass Spectrometry with Electrospray Ionization: Structural Characterization and the Fragmentation Processes. J. Am. Soc. Mass Spectrom. 2005, 16:1510-1522.
14. Hsu F.-F., Turk J., Owens R.M., Rhoades E.R., Russell D.G. Structural Characterization of Phosphatidyl-Myo-Inositol Mannosides from Mycobacterium bovis Bacillus Calmette Guerin by Multiple-Stage Quadrupole Ion-Trap Mass Spectrometry with Electrospray Ionization. I. PIMs and Lyso-PIMs. J. Am. Soc. Mass Spectrom 2007, 18:466-478.
15. Hsu F.-F., Turk J., Owens R.M., Rhoades E.R., Russell D.G. Structural Characterization of Phosphatidyl-Myo-Inositol Mannosides from Mycobacterium bovis Bacillus Calmette Guerin by Multiple-Stage Quadrupole Ion-Trap Mass Spectrometry with Electrospray Ionization. II. Monoacyl- and Diacyl-PIMs. J. Am. Soc. Mass Spectrom. 2007, 18:479-492.
16. Adams J., Gross M.L. Energy Requirement for Remote Charge Site Ion Decomposition and Structural Information from Collisional Activation of Alkali Metal Cationized Fatty Alcohols. J. Am. Chem. Soc. 1986, 108:6915-6921.
17. McAnoy A.M., Wu C.C., Murphy R.C. Direct Qualitative Analysis of Triacylglycerols by Electrospray Mass Spectrometry Using a Linear Ion Trap. J. Am. Soc. Mass Spectrom. 2005, 16:1498-1509.
18. Momchilova S., Tsuji K., Itabashi Y., Nikolova-Damyanova B., Kuksis A. Resolution of Triacylglycerol Positional Isomers by Reversed-Phase High-Performance Liquid Chromatography. J. Sep. Sci. 2004, 27:1033-1036.
19. Ikeda K., Oike Y., Shimizu T., Taguchi R. Global Analysis of Triacylglycerols Including Oxidized Molecular Species by Reverse-Phase High Resolution LC/ESI-QTOF MS/MS. J. Chromatogr. B 2009, 877:2639-2647.