Histidine-containing radicals in the gas phase

Journal of Physical Chemistry B

Volumn 113, Issue 20, 2009, Pages 7347-7366

  Tureček, František ^a   Yao, Chunxiang ^a,c   Fung, Y M Eva ^a,d   Hayakawa, Shigeo ^b   Hashimoto, Mami ^b   Matsubara, Hiroshi ^b  

^a UNIVERSITY OF WASHINGTON   (United States)

^b Osaka Prefecture University   (Japan)

^c BOSTON UNIVERSITY   (United States)

^d CHINESE UNIVERSITY OF HONG KONG   (Hong Kong)

Author keywords

[No Author keywords available]

Indexed keywords

CHEMICAL BONDS; DENSITY FUNCTIONAL THEORY; DISSOCIATION; ELECTRON TRANSITIONS; GAS DYNAMICS; GASES; ISOMERIZATION; ISOMERS; POSITIVE IONS; POTENTIAL ENERGY; POTENTIAL ENERGY SURFACES; PROTON TRANSFER; QUANTUM CHEMISTRY; RATE CONSTANTS; TWO DIMENSIONAL;

BASIS SETS; BOND CLEAVAGES; BOND DISSOCIATION; CARBOXYL GROUPS; CATION-RADICAL; COLLISION ENERGIES; DIMETHYL DISULFIDES; ELECTRON RECOMBINATIONS; ELECTRON TRANSFER; EXOTHERMIC ISOMERIZATION; FEMTOSECOND ELECTRON; GASPHASE; HISTIDINE RESIDUES; ION STRUCTURES; MASS SPECTROMETRIC DATA; POTASSIUM ATOMS; PROTONATED HISTIDINE; RADICAL STRUCTURES; REIONIZATION; RICE-RAMSPERGER-KASSEL-MARCUS; SIDE CHAINS; STABLE RADICALS; STERIC ACCESSIBILITY; TIME-SCALE; TRANSITION-STATE;

FREE RADICAL REACTIONS;

EID: 67650072859     PISSN: 15206106     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp900719n     Document Type: Article

References (95)

1. Trinquier, G.; Sanejouand, Y.-H. Protem Eng. 1998, 11, 153-169.
2. Schneider, F. Angew. Chem., Int. Ed. Engl. 1978, 17, 583-592.
3. Harrison, A. G. Mass Spectrom. Rev. 1997, 16, 201-217.
4. Berthomieu, C.; Boussac, A. Biochemistry 1995, 34, 1541-1548.
5. Berthomieu, C.; Boussac, A. Biospectroscopy 1995, 1, 187-206.
6. Lassmann, G.; Eriksson, L.; Himo, F.; Lendzian, F.; Lubitz, W. J. Phys. Chem. A 1999, 103, 1283-1290.
7. Tanner, C.; Navaratnam, S.; Parsons, B. J. Free Radical Biol. Med. 1998, 24, 671-678.
8. Bu, Y.; Cukier, R. I. J. Phys. Chem. B 2005, 109, 22013-22026.
9. Sibert, R.; Josowicz, M.; Porcelli, F.; Veglia, G.; Range, K.; Barry, B. A. J. Am. Chem. Soc. 2007, 129, 4393-4400.
10. Yuasa, J.; Yamada, S.; Fukuzumi, S. Angew. Chem., Int. Ed. 2007, 46, 3553-3555.
11. Yuasa, J.; Yamada, S.; Fukuzumi, S. J. Am. Chem. Soc. 2008, 130, 5808-5820.
12. Kinoshita, K.; Kawata, M.; Ogura, K.; Yamasaki, A.; Watanabe, T.; Komoto, N.; Hieda, N.; Yamanishi, M.; Tobimatsu, T.; Toraya, T. Biochemistry 2008, 47, 3162-3173.
13. For a recent review see: Tureček, F. Top. Curr. Chem. 2003, 225, 77-129.
14. Zubarev, R. A.; Kelleher, N. L.; McLafferty, F. W. J. Am. Chem. Soc. 1998, 120, 3265-3266.
15. Syka, J. E. P.; Coon, J. J.; Schroeder, M. J.; Shabanowitz, J.; Hunt, D. F. Proc. Natl. Acad. Sci. U.S.A. 2004, 101, 9528-9533.
16. Boltalina, O. V.; Hvelplund, P.; Jørgensen, T. J. D.; Larsen, M. C.; Larsson, M. O.; Sharoitchenko, D. A.; Sørensen, M. Phys. Rev. A 2000, 62, 023202.
17. (a) Cooper, H. J.; Hakansson, K.; Marshall, A. G. Mass. Spectrom Rev. 2005, 24, 201-222.
18. (b) Coon, J. J.; Ueberheide, B.; Syka, J. E. P.; Dryhurst, D. D.; Ausio, J.; Shabanowitz, J.; Hunt, D. F. Proc. Natl. Acad. Sci. U.S.A. 2005, 102, 9463-9468.
19. (c) Pitteri, S. J.; Chrisman, P. A.; Hogan, J. M.; McLuckey, S. A. Anal. Chem. 2005, 77, 1831-1839.
20. (a) Tureček, F.; Syrstad, E. A. J. Am. Chem. Soc. 2003, 125, 3353-3369.
21. (b) Tureček, F. J. Am. Chem. Soc. 2003, 125, 5954-5963.
22. (c) Tureček, F.; Syrstad, E. A.; Seymour, J. L.; Chen, X.; Yao, C. J. Mass Spectrom. 2003, 38, 1093-1104.
23. (d) Sobczyk, M.; Anusiewicz, I.; Berdys-Kochanska, J.; Sawicka, A.; Skurski, P.; Simons, J. J. Phys. Chem. A 2005, 109, 250-258.
24. (e) Anusiewicz, I.; Berdys-Kochanska, J.; Simons, J. J. Phys. Chem. A 2005, 109, 5801-5813.
25. (f) Anusiewicz, I.; Berdys-Kochanska, J.; Skurski, P.; Simons, J. J. Phys. Chem. 2006, 110, 1261-1266.
26. (g) Sobczyk, M.; Simons, J. J. Phys. Chem. B 2006, 110, 7519-7527.
27. (a) Chen, X.; Tureček, F. J. Am. Chem. Soc. 2006, 128, 12520-12530.
28. (b) Hayakawa, S.; Matsubara, H.; Panja, S.; Hvelplund, P.; Nielsen, S. B.; Chen, X; Tureček, F. J. Am. Chem. Soc. 2008, 130, 7645-7654.
29. (c) Panja, S.; Nielsen, S. B.; Hvelplund, P.; Tureček, F. J. Am. Soc. Mass Spectrom. 2008, 19, 1726-1742.
30. Turecek, F.; Jones, J. W.; Towle, T.; Panja, S.; Nielsen, S. B.; Hvelplund, P.; Paizs, B. J. Am. Chem. Soc. 2008, 130, 14584-14596.
31. (a) Curtis, P. M.; Williams, B. W.; Porter, R. F. Chem. Phys. Lett. 1979, 65, 296-299.
32. (b) Burgers, P. C.; Holmes, J. L.; Mommers, A. A.; Terlouw, J. K. Chem. Phys. Lett. 1983, 102, 1-3.
33. (c) Danis, P. O.; Wesdemiotis, C.; McLafferty, F. W. J. Am. Chem. Soc. 1983, 105, 7454-7456.
34. For recent reviews see: (a) Zagorevskii, D. V. In ComprehensiVe Coordination Chemistry II; McCleverty, J. A., Meyer, T. J., Eds.; Elsevier: Oxford, U.K., 2004; pp 381-386.
35. (b) Tureček, F. In Encyclopedia of Mass Spectrometry; Armentrout, P. B., Ed.; Elsevier: Amsterdam, The Netherlands, 2003; Vol. 1, Chapter 7, pp 528-541.
36. (c) Zagorevskii, D. V. Coord. Chem. Rev. 2002, 225, 5-34.
37. (d) Gerbaux, P.; Wentrup, C.; Flammang, R. Mass Svectrom. Rev. 2000, 19, 367-389.
38. (e) Zagorevskii, D. V.; Holmes, J. L. Mass Spectrom. Rev. 1999, 18, 87-118.
39. (f) Schalley, C.; Hornung, G; Schröder, D.; Schwarz, H. Chem. Soc. Rev. 1998, 27, 91-104.
40. Hao, C.; Seymour, J. L.; Tureček, F. J. Phys. Chem. A 2007, 111, 8829-8843.
41. Nguyen, V. Q.; Tureček, F. J. Mass Spectrom. 1996, 31, 1173-1184.
42. (a) Schroder, D. Charge Reversal. In The Encyclopedia of Mass Spectrometry; Armentrout, P. B., Ed.; Elsevier: Amsterdam, The Netherlands, 2003; Vol. 1, Chapter 8, pp 521-528.
43. (b) Hayakawa, S. J. Mass Spectrom. 2004, 39, 111-135.
44. Hayakawa, S.; Hashimoto, M.; Matsubara, H.; Tureček, F. J. Am. Chem. Soc. 2007, 129, 7936-7949.
45. Tureček, F.; Chen, X.; Hao, C. J. Am. Chem. Soc. 2008, 130, 8818-8833.
46. Kelley, J. A.; Miller, C. A.; White, H. L. J. Med. Chem. 1977, 20, 506-509.
47. Reddy, A. V.; Ravindranath, B. Synth. Commun. 1992, 22, 257-264.
48. (a) Tureček, F.; Gu, M.; Shaffer, S. A. J. Am. Soc. Mass Spectrom. 1992, 3, 493-501.
49. (b) Tureček, F. Org. Mass Spectrom. 1992, 27, 1087-1097.
50. Seymour, J. L.; Syrstad, E. A.; Langley, C. C; Tureček, F. Int. J. Mass Spectrom. 2003, 228, 687-702.
51. (a) Hayakawa, S.; Endoh, H.; Arakawa, K.; Morishita, N.; Sugiura, T. Int. J. Mass Spectrom. 1995, 151, 89-95.
52. (b) Hayakawa, S.; Kabuki, N. Eur.Phys. J. 2006, 38, 163-173.
53. Shirinzadeh, B.; Wang, C. C. Appl. Opt. 1983, 22, 3265-3270.
54. Bondi, A. J. Phys. Chem. 1964, 68, 441-451.
55. MacDonald, B. I.; Thachuk, M. Rapid Commun. Mass Spectrom. 2008, 22, 2946-2954.
56. (a) Becke, A. D. J. Chem. Phys. 1993, 98, 1372-1377.
57. (b) Becke, A. D. J. Chem. Phys. 1993, 98, 5648-5652.
58. (c) Stephens, P. J.; Devlin, F. J.; Chabalowski, C. F.; Frisch, M. J. J. Phys. Chem. 1994, 98, 11623-11627.
59. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Montgomery, J. A., Jr.; Vreven, T.; Kudin, K. N.; Burant, J. C.; Millam, J. M.; Iyengar, S. S.; Tomasi, J.; Barone, V.; Mennucci, B.; Cossi, M.; Scalmani, G.; Rega, N.; Petersson, G. A.; Nakatsuji, H.; Hada, M.; Ehara, M.; Toyota, K.; Fukuda, R.; Hasegawa, J.; Ishida, M; Nakajima, T.; Honda, Y.; Kitao, O.; Nakai, H.; Klene, M.; Li, X.; Knox, J. E.; Hratchian, H. P.; Cross, J. B.; Bakken, V.; Adamo, C.; Jaramillo, J.; Gomperts, R.; Stratmann, R. E.; Yazyev, O.; Austin, A. J.; Cammi, R.; Pomelli, C.; Ochterski, J. W.; Ayala, P. Y.; Morokuma, K.; Voth, G. A.; Salvador, P.; Dannenberg, J. J.; Zakrzewski, V. G.; Dapprich, S.; Daniels, A. D.; Strain, M. C.; Farkas, O.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Ortiz, J. V.; Cui, Q.; Baboul, A. G.; Clifford, S.; Cioslowski, J.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Martin, R. L.; Fox, D. J.; Keith, T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Challacombe, M.; Gill, P. M. W.; Johnson, B.; Chen, W.; Wong, M. W.; Gonzalez, C.; Pople, J. A. Gaussian 03, Revision B.05; Gaussian, Inc.: Pittsburgh PA, 2003.
60. Møller, C.; Plesset, M. S. Phys. Rev. 1934, 46, 618-622.
61. Dunning, T. H., Jr. J. Chem. Phys. 1989, 90, 1007-1023.
62. (a) Schlegel, H. B. J. Chem. Phys. 1986, 84, 4530-4534.
63. (b) Mayer, I. Adv. Quantum. Chem. 1980, 12, 189-262.
64. Tureček, F. J. Phys. Chem. A 1998, 102, 4703-4713.
65. (a) Tureček, F.; Polášek, M.; Frank, A. J.; Sadílek., M. J. Am. Chem. Soc. 2000, 122, 2361-2370.
66. (b) Polašek, M.; Tureček, F. J. Am. Chem. Soc. 2000, 122, 9511-9524.
67. (c) Tureček, F.; Yao, C. J. Phys. Chem. A 2003, 107, 9221-9231.
68. (d) Rablen, P. R. J. Am. Chem. Soc. 2000, 122, 357-368.
69. (e) Rablen, P. R. J. Org. Chem. 2000, 65, 7930-7937.
70. (f) Rablen, P. R.; Bentrup, K. H. J. Am. Chem. Soc. 2003, 125, 2142-2147.
71. (g) Hirama, M.; Tokosumi, T.; Ishida, T.; Aihara, J. Chem. Phys. 2004, 305, 307-316.
72. Rassolov, V. A.; Ratner, M. A.; Pople, J. A. J. Chem. Phys. 2000, 112, 4014-4019.
73. See supporting information for ref 20.
74. Stratmann, R. E.; Scuseria, G. E.; Frisch, M. J. J. Chem. Phys. 1988, 109, 8218-8224.
75. Reed, A. E.; Weinstock, R. B.; Weinhold, F. J. Chem. Phys. 1985, 83, 735-745.
76. Gilbert, R. G.; Smith, S. C. Theory of Unimolecular and Recombination Reactions; Blackwell Scientific Publications: Oxford, U.K., 1990; pp 52-132.
77. Zhu, L.; Hase, W. L. Quantum Chemistry Program Exchange; Indiana University: Bloomington, IN, 1994; Program No. QCPE 644.
78. Frank, A. J.; Sadílek, M.; Ferrier, J. G.; Tureček, F. J. Am. Chem. Soc. 1997, 119, 12343-12353.
79. (a) Roepstorff, P.; Fohlman, J. Biomed. Mass Spectrom. 1984, 11, 601.
80. (b) Johnson, R. S.; Martin, S. A.; Biemann, K. Int. J. Mass Spectrom. Ion Processes 1988, 86, 137-54.
81. Breuker, K.; Oh, H. B.; Cerda, B. A.; Horn, D. M.; McLafferty, F. W. Eur. J. Mass Spectrom. 2002, 8, 177-180.
82. Ke, Y.; Zhao, J.; Verkerk, U. H.; Hopkinson, A. C.; Siu, K. W. M. J. Phys. Chem. B 2007, 111, 14318-14328.
83. Gil, A.; Simon, S.; Sodupe, M.; Bertran, J. Chem.Phys. Lett. 2008, 451, 276-281.
84. Hop, C. E. C. A.; Holmes, J. L. Int. J. Mass Spectrom. Ion Processes 1991, 104, 213-226.
85. Bouchoux, G.; Salpin, J.-Y. Eur. J. Mass Spectrom. 2003, 9, 391-402.
86. Bleiholder, C.; Suhai, S.; Paizs, B. J . Am. Soc. Mass Spectrom. 2006, 17, 1275-1281.
87. NIST Standard Reference Database Number 69, September, 2008 (http://webbook.nist.gov/chemistry).
88. Syrstad, E. A.; Stephens, D. D.; Tureček, F. J. Phys. Chem. A 2003, 107, 115-126.
89. Yao, C.; Syrstad, E. A.; Tureček, F. J. Phys. Chem. A 2007, 111, 4167-4180.
90. Frison, G.; Bull, A.; van der Rest, G.; Tureček, F.; Besson, T.; Lemaire, J.; Maître, P.; Chamot-Rooke, J. J. Am. Chem. Soc. 2008, 130, 14916-14917.
91. (a) Wolken, J. K.; Tureček, F. J. Phys. Chem. A 1999, 103, 6268-6281.
92. (b) Tureček, F. Int. J. Mass. Spectrom. 2003, 227, 327-338.
93. (a) Nguyen, V. Q.; Sadílek, M.; Frank, A. J.; Ferrier, J. G.; Tureček, F. J. Phys. Chem. A 1997, 101, 3789-3799.
94. (b) Wolken, J. K.; Tureček, F. J. Phys. Chem. A 2001 , 105, 8352-8360.
95. (c) Syrstad, E. A.; Vivekananda, S.; Tureček, F. J. Phys. Chem. A 2001, 105, 8339-8351.