Unravelling ionization and fragmentation pathways of carotenoids using orbitrap technology: A first step towards identification of unknowns

Journal of Mass Spectrometry

Volumn 48, Issue 6, 2013, Pages 740-754

  Bijttebier, Sebastiaan K A ^a,b   D'Hondt, Els ^a   Hermans, Nina ^b   Apers, Sandra ^b   Voorspoels, Stefan ^a  

^a FLEMISH INSTITUTE FOR TECHNOLOGICAL RESEARCH VITO   (Belgium)

^b UNIVERSITY OF ANTWERP   (Belgium)

Author keywords

carotenoids; fragmentation; identification; ionization; orbitrap

Indexed keywords

CHROMATOGRAPHIC ANALYSIS; DRUG PRODUCTS; IDENTIFICATION (CONTROL SYSTEMS); ION SOURCES; IONIZATION; IONS; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY;

CAROTENOIDS; CHROMATOGRAPHIC SEPARATIONS; CHRONIC DEGENERATIVE DISEASE; COLLISIONAL DISSOCIATION; FRAGMENTATION; HIGH RESOLUTION MASS SPECTROMETRY; IDENTIFICATION OF UNKNOWNS; ORBITRAP;

PIGMENTS;

ALPHA CAROTENE; ANTHERAXANTIN; ASTAXANTHIN; ASTAXANTHIN DIPALMITATE; BETA APO 8' CAROTENAL; BETA CAROTENE; CANTHAXANTHIN; CAROTENOID; FUNCTIONAL GROUP; LYCOPENE; PHYTOENE; PHYTOFLUENE; POLYENE; RADICAL; SOLVENT; TUNAXANTHIN; UNCLASSIFIED DRUG; VIOLAXANTHIN; XANTHOPHYLL; ZEAXANTHIN;

ANALYTIC METHOD; ARTICLE; CHEMICAL COMPOSITION; CHEMICAL STRUCTURE; COLLISIONALLY ACTIVATED DISSOCIATION; FRAGMENTATION REACTION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; IONIZATION; ISOMER; MASS SPECTROMETRY; MEDICAL TECHNOLOGY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PHOTO DIODE ARRAY DETECTION; PHYSICAL PHASE; PRIORITY JOURNAL; PROCESS OPTIMIZATION; PROTON TRANSPORT; SOLVENT EFFECT; STRUCTURE ANALYSIS; ULTRA PERFORMANCE LIQUID CHROMATOGRAPHY;

EID: 84878515175     PISSN: 10765174     EISSN: 10969888     Source Type: Journal    
DOI: 10.1002/jms.3203     Document Type: Article

References (34)

1. G. A. Armstrong, J. E. Hearst,. Genetics and molecular biology of carotenoid pigment Biosynthesis. Faseb J. 1996, 10, 228.
2. T. Tanaka, M. Shnimizu, H. Moriwaki,. Cancer Chemoprevention by Carotenoids. Molecules, 2012, 17, 3202-3242.
3. G. Riccioni,. Carotenoids and cardiovascular disease. Curr. Atheroscler. Rep., 2009, 11, 434-439.
4. M. Wojcik, I. Burzynska-Pedziwiatr, L. A. Wozniak,. Review of natural and synthetic antioxidants important for health and longevity. Curr. Med. Chem. 2010, 17, 3262-3288.
5. Y. Ozawa, M. Sasaki, N. Takahashi, M. Kamoshita, S. Miyake, K. Tsubota,. Neuroprotective Effects of Lutein in the Retina. Curr. Pharm. Des., 2012, 18, 51-56.
6. M. Agarwal, R. Parameswari, H. R. Vasanthi, D. K. Das,. Dynamic Action of Carotenoids in Cardioprotection and Maintenance of Cardiac Health. Molecules, 2012, 17, 4755-4769.
7. M. Chatterjee, K. Roy, M. Janarthan, S. Das, M. Chatterjee,. Biological Activity of Carotenoids: Its Implications in Cancer Risk and Prevention. Curr. Pharm. Biotechnol., 2012, 13, 180-190.
8. D. Ilic, M. Misso,. Lycopene for the prevention and treatment of benign prostatic hyperplasia and prostate cancer: A systematic review. Maturitas, 2012, 72, 269-276.
9. Q. Su, K. G. Rowley, N. D. H. Balazs,. Carotenoids: separation methods applicable to biological samples. J. Chromatogr. B 2002, 781, 393-418.
10. G. Britton, S. Liaaen-Jensen, H. Pfander, A. Z. Mercadante, E. S. Egeland,. Carotenoids-Handbook. Birkhäuser Verlag: Basel, 2004.
11. A. Rodríguez-Bernaldo de Quirõs, H. S. Costa,. Analysis of carotenoids in vegetable and plasma samples: A review. J. Food Compos. Anal., 2006, 19, 97-111.
12. L. C. Sander, K. E. Sharpless, N. E. Craft, S. A. Wise,. Development of engineered stationary phases for the separation of carotenoid isomers. Anal. Chem., 1994, 66 (10), 1667-1674.
13. I. Guzman, G. G. Yousef, F. A. Brown,. Simultaneous Extraction and Quantitation of Carotenoids, Chlorophylls, and Tocopherols in Brassica Vegetables. J. Agric. Food Chem. 2012, 60 (29), 7238-7244.
14. H. Li, Z. Deng, R. Liu, S. Loewen, R. Tsao,. Ultra-performance liquid chromatographic separation of geometric isomers of carotenoids and antioxidant activities of 20 tomato cultivars and breeding lines. Food Chem. 2012, 132 (1), 508-517.
15. B. Chauveau-Duriot, M. Doreau, P. Noziere, B. Graulet,. Simultaneous quantification of carotenoids, retinol, and tocopherols in forages, bovine plasma, and milk: validation of a novel UHPLC method. Anal. Bioanal. Chem. 2010, 397 (2), 777-790.
16. U. Schweiggert, D. R. Kammerer, R. Carle, A. Schieber,. Characterization of carotenoids and carotenoid esters in red pepper pods (Capsicum annuum L.) by high-performance liquid chromatography/atmospheric pressure chemical ionization mass spectrometry. Rapid Commun. Mass Spectrom., 2005, 19, 2617-2628.
17. R. B. van Breemen, C.-R. Huang, Y. Tan, L. C. Sander, A. B. Schilling,. Liquid Chromatography/Mass Spectrometry of Carotenoids Using Atmospheric Pressure Chemical Ionization. J. Mass Spectrom., 1996, 31, 975-981.
18. R. B. van Breemen,. Mass spectrometry of carotenoids. Curr. Protocol. Food Anal. Chem., Champaign, IL, 2001, 1, F2.4.1-F2.4.13.
19. T. Kind, O. Fiehn,. Metabolomic database annotations via query of elemental compositions: Mass accuracy is insufficient even at less than 1 ppm. BMC Bioinformatics 2006, 7, 234.
20. C. von Bargen, F. Hübner, B. Cramer, S. Rzeppa, H.-U. Humpf,. Systematic approach for structure elucidation of polyphenolic compounds using a bottom-up approach combining ion trap experiments and accurate mass measurements. J. Agric. Food Chem., 2012, 60 (45), 11274-82.
21. R. B. van Breemen, L. Dong, N. D. Pajkovic,. Atmospheric pressure chemical ionization tandem mass spectrometry of carotenoids. Int. J. Mass Spectrom., 2012, 312, 163-172.
22. J. L. Bushee, A. A. Upendra,. An experimental approach to enhance precursor ion fragmentation for metabolite identification studies: application of dual collision cells in an orbital trap. Rapid Commun. Mass Spectrom. 2011, 25, 1356-1362.
23. J. J. J. van der Hooft, J. Vervoort, R. J. Bino, J. Beekwilder, R. C. H. de Vos,. Polyphenol Identification Based on Systematic and Robust High-Resolution Accurate Mass Spectrometry Fragmentation. Anal. Chem. 2011, 83, 409-416.
24. L. C. Herrera, J. S. Grossert, L. Ramaley,. Quantitative aspects of and ionization mechanisms in positive-ion atmospheric pressure chemical ionization mass spectrometry. J. Am. Soc. Mass Spectrom. 2008, 19, 1926-1941.
25. N. Pajkovic, R. B. van Breemen,. Analysis of carotenoids using atmospheric pressure chemical ionization mass spectrometry. In Modern methods for lipid analysis by liquid chromatography/ mass spectrometry and related techniques, W. C. Byrdwell, (Ed.), AOCS Press, Champaign, IL: 2005, pp. 413-430.
26. C. Kurz, R. Carle, A. Schieber,. HPLC-DAD-MSn characterisation of carotenoids from apricots and pumpkins for the evaluation of fruit product authenticity. Food Chem. 2008, 110, 522-530.
27. J. Gao, D. J. Borton II, B. C. Owen, Z. Jin, M. Hurt, L. M. Amundson, J. T. Madden, K. Qian, H. I. Kenttämaa,. Laser-Induced Acoustic Desorption/Atmospheric Pressure Chemical Ionization Mass Spectrometry. J. Am. Soc. Mass Spectrom. 2011, 22 (3), 531-538.
28. M. Dachtler, T. Glaser, K. Kohler, K. Albert,. Combined HPLC-MS and HPLC-NMR on-line coupling for the separation and determination of lutein and zeaxanthin stereoisomers in spinach and in retina. Anal. Chem. 2001, 73 (3), 667-74.
29. Z. Jin, S. Daiya, H. I. Kenttämaa,. Characterization of nonpolar lipids and selected steroids by using laser-induced acoustic desorption/chemical ionization, atmospheric pressure chemical ionization, and electrospray ionization mass spectrometry. Int. J. Mass Spectrom. 2011, 301, 234-239.
30. D. Giuffrida, L. La Torre, S. Manuela, T. M. Pellicanò, G. Dugo,. Application of HPLC-APCI-MS with a C-30 reversed phase column for the characterization of carotenoid esters in mandarin essential oil. Flavour. Frag. J. 2006, 21, 319-323.
31. G. Britton, S. Liaaen-Jensen, H. Pfander, A. Z. Mercadante, E. S. Egeland,. Carotenoids-Volume 1B: Spectroscopy. Birkhäuser Verlag: Basel, 1995.
32. L. Dong, H. Y. Shion, R. Davis, B. Terry-Penak, J. Castro-Perez, R. B. van Breemen,. Collision cross-section determination and tandem mass spectrometric analysis of isomeric carotenoids using electrospray ion mobility time-of-flight mass spectrometry. Analytical Chemistry 2010, 82 (21), 9014-9021.
33. Y. Tai, S. Pei, J. Wan, X. Cao, Y. Pan,. Fragmentation study of protonated chalcones by atmospheric pressure chemical ionization and tandem mass spectrometry. Rapid Comm. Mass Spectrom., 2006, 20, 994-1000.
34. S. Moco, R. J. Bino, R. C. H. De Vos, J. Vervoort,. Metabolomics technologies and metabolite identification. Trends Anal. Chem., 2007, 26, 855-866.