Detection of Radical Adducts with Small Molecular Weights by Matrix-Assisted Laser Desorption/Ionization with Fourier Transform Mass Spectrometry
Yao-Wei Tian
Shanghai Mass Spectrometry Center, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China
Zhengzhou Tobacco Research Institute, China National Tobacco Corporation, Zhengzhou, Henan 450001, China
Search for more papers by this authorShi-Hao Sun
Zhengzhou Tobacco Research Institute, China National Tobacco Corporation, Zhengzhou, Henan 450001, China
Search for more papers by this authorYong-Li Zong
Zhengzhou Tobacco Research Institute, China National Tobacco Corporation, Zhengzhou, Henan 450001, China
Search for more papers by this authorCong Nie
Zhengzhou Tobacco Research Institute, China National Tobacco Corporation, Zhengzhou, Henan 450001, China
Search for more papers by this authorYin-Long Guo
Shanghai Mass Spectrometry Center, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China
Search for more papers by this authorYao-Wei Tian
Shanghai Mass Spectrometry Center, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China
Zhengzhou Tobacco Research Institute, China National Tobacco Corporation, Zhengzhou, Henan 450001, China
Search for more papers by this authorShi-Hao Sun
Zhengzhou Tobacco Research Institute, China National Tobacco Corporation, Zhengzhou, Henan 450001, China
Search for more papers by this authorYong-Li Zong
Zhengzhou Tobacco Research Institute, China National Tobacco Corporation, Zhengzhou, Henan 450001, China
Search for more papers by this authorCong Nie
Zhengzhou Tobacco Research Institute, China National Tobacco Corporation, Zhengzhou, Henan 450001, China
Search for more papers by this authorYin-Long Guo
Shanghai Mass Spectrometry Center, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China
Search for more papers by this authorAbstract
As an alternative method, matrix-assisted laser desorption/ionization with Fourier transform mass spectrometry (MALDI-FTMS) has been successfully used to detect and identify free radical adducts with small molecular weights of hydroxyl and 2-cyano-2-propyl radicals trapped with 5,5-dimethylpyrroline N-oxide (DMPO). The detection and identification by MS/MS experiments using sustained offresonance irradiation collision-induced dissociation (SORI-CID) of [(DMPO+·OH–·H)+H+] (m/z 130.0868) and [DMPO+2 ·CH(CH3)2CN+H+] (m/z 250.1917) have demonstrated that MALDI-FTMS could be an effective method for detection and identification of free radical adducts. Other radical adducts have been also detected and identified. The approach of MALDI-FTMS is simple, fast, and sensitive which has potential for high-throughput analysis.
REFERENCES
- 1 Davidson, R. S.. Adv. Phys. Org. Chem., 1983, 19, 1.
- 2 Denisov, E. T.; Khudyakov, I. V.. Chem. Rev., 1987, 87, 1313.
- 3 Mill, T.; Hendry, D. G.; Richardson, H.. Science, 1980, 207, 886.
- 4 Burton, G. W.; Ingoid, K. U.. Acc. Chem. Res., 1986, 19, 194.
- 5 Porter, N. A.. Acc. Chem. Res., 1988, 19, 262.
- 6 Mason, R. P., Spin Labelling in Pharmacology, Academic Press, New York, 1984, pp. 87–129.
- 7 Johnson, C. G.; Caron, S.; Blough, N. V., Anal. Chem., 1996, 68, 867.
- 8 Perkins, M. J.. Adv. Phys. Org. Chem., 1980, 17, 1.
- 9 Janzen, E. G.. Methods Enzyrnol., 1984, 105, 188.
- 10 Kieber, D. J.; Blough, N. V.. Anal. Chem., 1990, 62, 2275.
- 11 Iwahashi, H.; Albro, P. W.; McGown, S. R.; Tomer, K. B.; Mason, R. P.. Arch. Biochem. Biophys., 1991, 285, 172.
- 12 Sinha, B. K.; Motten, A. G.. Biochem. Biophys. Res. Co., 1982, 105, 1044.
- 13 Ortiz de Montellano, P. R.; Augusto, O.; Viola, F.; Kunze, K. L.. J. Biol. Chem., 1983, 258, 8623.
- 14 Noda, A.; Noda, H.; Ohno, K.; Sendo, T.; Misaka, A.; Kanazawa, Y.; Isobe, R.; Hirata, M.. Biochem. Biophys. Res. Co., 1985, 133, 1086.
- 15 Janzen, E. G.; Krygsman, P. H.; Towner, R. A.; Haire, D. L.. Biomed. Environ. Mass Spectrom., 1988, 15, 111.
- 16 Janzen, D. J.; Towner, R. A.; Krygsman, P. H.; Lai, E. K.; Poyer, J. L.; Brueggemann, G.; McCay, P. B.. Free Radic. Res. Commun., 1990, 9, 353.
- 17 Iwahashi, H.; Parker, C. E.; Mason, R. P.; Tomer, K. B.. Rapid Commun. Mass Spectrom., 1990, 4, 352.
- 18 Iwahashi, H.; Parker, C. E.; Mason, R. P.; Tomer, K. B.. Biochem. J., 1991, 276, 447.
- 19 Parker, C. E.; Iwahashi, H.; Tomer, K. B.. J. Am. Soc. Mass Spectrom., 1991, 2, 413.
- 20 Iwahashi, H.; Parker, C. E.; Mason, R. P.; Tomer, K. B.. Anal. Chem., 1992, 64, 2244.
- 21 Rokushika, S.; Taniguchi, H.; Hatano, H.. Anal. Lett., 1975, 8, 205.
- 22 Makino, K.; Moriya, F.; Hatano, H.. J. Chromatogr., A, 1985, 332, 71.
- 23 Jones, J. J.; Borgmann, S.; Wilkins, C. L.; O'Brien, R. M.. Anal. Chem., 2006, 78, 3062.
- 24 Tyers, M.; Mann, M.. Nature, 2003, 422, 193.
- 25 Amado, F. M. L.; Santana-Marques, M. G.; Ferrer-Correia, A. J.; Tomer, K. B.. Anal. Chem., 1997, 69, 1102.
- 26 Cohen, L. H.; Gusev, A. I.. Anal. Bioanal. Chem., 2002, 373, 571.
- 27 Sun, S. H.; Cheng, ZH. H.; Xie, J. P.; Zhang, J. X.; Liao, Y. X.; Wang, H. Y.; Guo, Y. L.. Rapid Commun. Mass Spectrom., 2005, 19, 1025.
- 28 Cheng, ZH. H.; Guo, Y. L.; Wang, H. Y.; Chen, G. Q.. Anal. Chim. Acta, 2006, 555, 269.
- 29 Wang, H. Y.; Tang, Q. H.; Zhang, X.; Guo, Y. L.; Lu, L.. J. Am. Soc. Mass Spectrom., 2006, 17, 253.
- 30 Keller, B. O.; Li, L.. J. Am. Soc. Mass Spectrom., 2001, 12, 1055.
- 31 Jones, J. J.; Stump, M. J.; Fleming, R. C.; Lay, J. O.; Wilkins, C. L.. Anal. Chem., 2003, 75, 1340.
- 32 Stump, M. J.; Jones, J. J.; Fleming, R. C.; Lay, J. O.; Wilkins, C. L.. J. Am. Soc. Mass Spectrom., 2003, 14, 1306.
- 33 Jones, J. J.; Stump, M. J.; Fleming, R. C.; Lay, J. O.; Wilkins, C. L.. J. Am. Soc. Mass Spectrom., 2004, 15, 1665.
- 34 Sleno, L.; Volmer, D. A.; Marshall, A. G.. J. Am. Soc. Mass Spectrom., 2005, 16, 183.
- 35 Mason, R. P.. Free Radic. Biol. Med., 2004, 36, 1214.
- 36 Pignatello, J. J.. Environ. Sci. Technol., 1992, 26, 944.
- 37 Pedro Domingues, M.; Domingues, R. M.; Amado, F. M. L.; Ferrer-Correia, A. J.. J. Am. Soc. Mass Spectrom., 2001, 12, 1214.
- 38 Janzen, E. G.; Krygsman, P. H.; Lindsay, D. A.; Haire, D. L.. J. Am. Chem. Soc., 1990, 112, 8279.
- 39 Jazen, E. G.. Acc. Chem. Res., 1971, 4, 31.
- 40 Perkins, M. J.. Adv. Phys. Org. Chem., 1980, 17, 1.
- 41 Hatsis, P.; Brombacher, S.; Corr, J.; Kovarik, P.; Volmer, D. A.. Rapid Commun. Mass Spectrom., 2003, 17, 2303.
- 42 Horak, J.; Werther, W.; Schmid, E. R.. Rapid Commun. Mass Spectrom., 2001, 15, 241.
- 43 Xie, J. P.; Sun, S. H.; Wang, H. Y.; Zong, Y. L.; Nie, C.; Guo, Y. L.. Rapid Commun. Mass Spectrom., 2006, 20, 3061.
