메뉴 건너뛰기




Volumn 61, Issue 7, 1996, Pages 2374-2382

Gas phase reactions of the cyclic ethylenehalonium ions (CH2)2X+ (X = Cl, Br) with glycine

Author keywords

[No Author keywords available]

Indexed keywords


EID: 0001409549     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo951960k     Document Type: Article
Times cited : (17)

References (69)
  • 7
    • 5244337625 scopus 로고
    • Gardner, R. C., Hradec, J., Eds.; Plenum Press: New York
    • For some reviews: (a) Preussman, R. In Biochemistry of Chemical Carcinogenisis; Gardner, R. C., Hradec, J., Eds.; Plenum Press: New York, 1989. (b) Ehrenberg, L.; Osterman-Golkar, S. Teratog. Carcinog. Mutagen. 1980, 1, 105. For the original theory of chemical Carcinogenisis: (c) Miller, J. A.; Miller, E. C. Pharmacol. Rev. 1966, 18, 805. (d) Miller, J. A. Cancer Res. 1970, 30, 559. (e) Miller, E. C.; Miller, J. A. In Chemical Carcinogens; Searle, C. E., Ed.; ACS Monograph 173; American Chemical Society: Washington, 1976; Chapter 16. For selected reviews on the sites of modification of DNA see: (f) Lawley, P. D. In Chemical Carcinogens; Searle, C. E., Ed.; ACS Monograph 182; American Chemical Society: Washington, 1984; Chapter 7. (g) Osborne, M. R. In ref 5a, Chapter 8. (h) Basu, A. K.; Essigmann, J. M. Mutat. Res. 1990, 233, 189. For a recent review on the mass spectrometric detection of carcinogenic adducts of both DNA and proteins see: (i) Farmer, P. B.; Sweetman, G. M. A. J. Mass Spectrom. 1995, 30, 1369.
    • (1989) Biochemistry of Chemical Carcinogenisis
    • Preussman, R.1
  • 8
    • 0019239826 scopus 로고
    • For the original theory of chemical Carcinogenisis
    • For some reviews: (a) Preussman, R. In Biochemistry of Chemical Carcinogenisis; Gardner, R. C., Hradec, J., Eds.; Plenum Press: New York, 1989. (b) Ehrenberg, L.; Osterman-Golkar, S. Teratog. Carcinog. Mutagen. 1980, 1, 105. For the original theory of chemical Carcinogenisis: (c) Miller, J. A.; Miller, E. C. Pharmacol. Rev. 1966, 18, 805. (d) Miller, J. A. Cancer Res. 1970, 30, 559. (e) Miller, E. C.; Miller, J. A. In Chemical Carcinogens; Searle, C. E., Ed.; ACS Monograph 173; American Chemical Society: Washington, 1976; Chapter 16. For selected reviews on the sites of modification of DNA see: (f) Lawley, P. D. In Chemical Carcinogens; Searle, C. E., Ed.; ACS Monograph 182; American Chemical Society: Washington, 1984; Chapter 7. (g) Osborne, M. R. In ref 5a, Chapter 8. (h) Basu, A. K.; Essigmann, J. M. Mutat. Res. 1990, 233, 189. For a recent review on the mass spectrometric detection of carcinogenic adducts of both DNA and proteins see: (i) Farmer, P. B.; Sweetman, G. M. A. J. Mass Spectrom. 1995, 30, 1369.
    • (1980) Teratog. Carcinog. Mutagen. , vol.1 , pp. 105
    • Ehrenberg, L.1    Osterman-Golkar, S.2
  • 9
    • 0013887614 scopus 로고
    • For some reviews: (a) Preussman, R. In Biochemistry of Chemical Carcinogenisis; Gardner, R. C., Hradec, J., Eds.; Plenum Press: New York, 1989. (b) Ehrenberg, L.; Osterman-Golkar, S. Teratog. Carcinog. Mutagen. 1980, 1, 105. For the original theory of chemical Carcinogenisis: (c) Miller, J. A.; Miller, E. C. Pharmacol. Rev. 1966, 18, 805. (d) Miller, J. A. Cancer Res. 1970, 30, 559. (e) Miller, E. C.; Miller, J. A. In Chemical Carcinogens; Searle, C. E., Ed.; ACS Monograph 173; American Chemical Society: Washington, 1976; Chapter 16. For selected reviews on the sites of modification of DNA see: (f) Lawley, P. D. In Chemical Carcinogens; Searle, C. E., Ed.; ACS Monograph 182; American Chemical Society: Washington, 1984; Chapter 7. (g) Osborne, M. R. In ref 5a, Chapter 8. (h) Basu, A. K.; Essigmann, J. M. Mutat. Res. 1990, 233, 189. For a recent review on the mass spectrometric detection of carcinogenic adducts of both DNA and proteins see: (i) Farmer, P. B.; Sweetman, G. M. A. J. Mass Spectrom. 1995, 30, 1369.
    • (1966) Pharmacol. Rev. , vol.18 , pp. 805
    • Miller, J.A.1    Miller, E.C.2
  • 10
    • 0014757218 scopus 로고
    • For some reviews: (a) Preussman, R. In Biochemistry of Chemical Carcinogenisis; Gardner, R. C., Hradec, J., Eds.; Plenum Press: New York, 1989. (b) Ehrenberg, L.; Osterman-Golkar, S. Teratog. Carcinog. Mutagen. 1980, 1, 105. For the original theory of chemical Carcinogenisis: (c) Miller, J. A.; Miller, E. C. Pharmacol. Rev. 1966, 18, 805. (d) Miller, J. A. Cancer Res. 1970, 30, 559. (e) Miller, E. C.; Miller, J. A. In Chemical Carcinogens; Searle, C. E., Ed.; ACS Monograph 173; American Chemical Society: Washington, 1976; Chapter 16. For selected reviews on the sites of modification of DNA see: (f) Lawley, P. D. In Chemical Carcinogens; Searle, C. E., Ed.; ACS Monograph 182; American Chemical Society: Washington, 1984; Chapter 7. (g) Osborne, M. R. In ref 5a, Chapter 8. (h) Basu, A. K.; Essigmann, J. M. Mutat. Res. 1990, 233, 189. For a recent review on the mass spectrometric detection of carcinogenic adducts of both DNA and proteins see: (i) Farmer, P. B.; Sweetman, G. M. A. J. Mass Spectrom. 1995, 30, 1369.
    • (1970) Cancer Res. , vol.30 , pp. 559
    • Miller, J.A.1
  • 11
    • 5244310765 scopus 로고
    • Searle, C. E., Ed.; ACS Monograph 173; American Chemical Society: Washington, Chapter 16. For selected reviews on the sites of modification of DNA see
    • For some reviews: (a) Preussman, R. In Biochemistry of Chemical Carcinogenisis; Gardner, R. C., Hradec, J., Eds.; Plenum Press: New York, 1989. (b) Ehrenberg, L.; Osterman-Golkar, S. Teratog. Carcinog. Mutagen. 1980, 1, 105. For the original theory of chemical Carcinogenisis: (c) Miller, J. A.; Miller, E. C. Pharmacol. Rev. 1966, 18, 805. (d) Miller, J. A. Cancer Res. 1970, 30, 559. (e) Miller, E. C.; Miller, J. A. In Chemical Carcinogens; Searle, C. E., Ed.; ACS Monograph 173; American Chemical Society: Washington, 1976; Chapter 16. For selected reviews on the sites of modification of DNA see: (f) Lawley, P. D. In Chemical Carcinogens; Searle, C. E., Ed.; ACS Monograph 182; American Chemical Society: Washington, 1984; Chapter 7. (g) Osborne, M. R. In ref 5a, Chapter 8. (h) Basu, A. K.; Essigmann, J. M. Mutat. Res. 1990, 233, 189. For a recent review on the mass spectrometric detection of carcinogenic adducts of both DNA and proteins see: (i) Farmer, P. B.; Sweetman, G. M. A. J. Mass Spectrom. 1995, 30, 1369.
    • (1976) Chemical Carcinogens
    • Miller, E.C.1    Miller, J.A.2
  • 12
    • 5244245296 scopus 로고
    • Searle, C. E., Ed.; ACS Monograph 182; American Chemical Society: Washington, Chapter 7
    • For some reviews: (a) Preussman, R. In Biochemistry of Chemical Carcinogenisis; Gardner, R. C., Hradec, J., Eds.; Plenum Press: New York, 1989. (b) Ehrenberg, L.; Osterman-Golkar, S. Teratog. Carcinog. Mutagen. 1980, 1, 105. For the original theory of chemical Carcinogenisis: (c) Miller, J. A.; Miller, E. C. Pharmacol. Rev. 1966, 18, 805. (d) Miller, J. A. Cancer Res. 1970, 30, 559. (e) Miller, E. C.; Miller, J. A. In Chemical Carcinogens; Searle, C. E., Ed.; ACS Monograph 173; American Chemical Society: Washington, 1976; Chapter 16. For selected reviews on the sites of modification of DNA see: (f) Lawley, P. D. In Chemical Carcinogens; Searle, C. E., Ed.; ACS Monograph 182; American Chemical Society: Washington, 1984; Chapter 7. (g) Osborne, M. R. In ref 5a, Chapter 8. (h) Basu, A. K.; Essigmann, J. M. Mutat. Res. 1990, 233, 189. For a recent review on the mass spectrometric detection of carcinogenic adducts of both DNA and proteins see: (i) Farmer, P. B.; Sweetman, G. M. A. J. Mass Spectrom. 1995, 30, 1369.
    • (1984) Chemical Carcinogens
    • Lawley, P.D.1
  • 13
    • 5244323432 scopus 로고    scopus 로고
    • ref 5a, Chapter 8
    • For some reviews: (a) Preussman, R. In Biochemistry of Chemical Carcinogenisis; Gardner, R. C., Hradec, J., Eds.; Plenum Press: New York, 1989. (b) Ehrenberg, L.; Osterman-Golkar, S. Teratog. Carcinog. Mutagen. 1980, 1, 105. For the original theory of chemical Carcinogenisis: (c) Miller, J. A.; Miller, E. C. Pharmacol. Rev. 1966, 18, 805. (d) Miller, J. A. Cancer Res. 1970, 30, 559. (e) Miller, E. C.; Miller, J. A. In Chemical Carcinogens; Searle, C. E., Ed.; ACS Monograph 173; American Chemical Society: Washington, 1976; Chapter 16. For selected reviews on the sites of modification of DNA see: (f) Lawley, P. D. In Chemical Carcinogens; Searle, C. E., Ed.; ACS Monograph 182; American Chemical Society: Washington, 1984; Chapter 7. (g) Osborne, M. R. In ref 5a, Chapter 8. (h) Basu, A. K.; Essigmann, J. M. Mutat. Res. 1990, 233, 189. For a recent review on the mass spectrometric detection of carcinogenic adducts of both DNA and proteins see: (i) Farmer, P. B.; Sweetman, G. M. A. J. Mass Spectrom. 1995, 30, 1369.
    • Osborne, M.R.1
  • 14
    • 0025049853 scopus 로고
    • For a recent review on the mass spectrometric detection of carcinogenic adducts of both DNA and proteins see
    • For some reviews: (a) Preussman, R. In Biochemistry of Chemical Carcinogenisis; Gardner, R. C., Hradec, J., Eds.; Plenum Press: New York, 1989. (b) Ehrenberg, L.; Osterman-Golkar, S. Teratog. Carcinog. Mutagen. 1980, 1, 105. For the original theory of chemical Carcinogenisis: (c) Miller, J. A.; Miller, E. C. Pharmacol. Rev. 1966, 18, 805. (d) Miller, J. A. Cancer Res. 1970, 30, 559. (e) Miller, E. C.; Miller, J. A. In Chemical Carcinogens; Searle, C. E., Ed.; ACS Monograph 173; American Chemical Society: Washington, 1976; Chapter 16. For selected reviews on the sites of modification of DNA see: (f) Lawley, P. D. In Chemical Carcinogens; Searle, C. E., Ed.; ACS Monograph 182; American Chemical Society: Washington, 1984; Chapter 7. (g) Osborne, M. R. In ref 5a, Chapter 8. (h) Basu, A. K.; Essigmann, J. M. Mutat. Res. 1990, 233, 189. For a recent review on the mass spectrometric detection of carcinogenic adducts of both DNA and proteins see: (i) Farmer, P. B.; Sweetman, G. M. A. J. Mass Spectrom. 1995, 30, 1369.
    • (1990) Mutat. Res. , vol.233 , pp. 189
    • Basu, A.K.1    Essigmann, J.M.2
  • 15
    • 0028877344 scopus 로고
    • For some reviews: (a) Preussman, R. In Biochemistry of Chemical Carcinogenisis; Gardner, R. C., Hradec, J., Eds.; Plenum Press: New York, 1989. (b) Ehrenberg, L.; Osterman-Golkar, S. Teratog. Carcinog. Mutagen. 1980, 1, 105. For the original theory of chemical Carcinogenisis: (c) Miller, J. A.; Miller, E. C. Pharmacol. Rev. 1966, 18, 805. (d) Miller, J. A. Cancer Res. 1970, 30, 559. (e) Miller, E. C.; Miller, J. A. In Chemical Carcinogens; Searle, C. E., Ed.; ACS Monograph 173; American Chemical Society: Washington, 1976; Chapter 16. For selected reviews on the sites of modification of DNA see: (f) Lawley, P. D. In Chemical Carcinogens; Searle, C. E., Ed.; ACS Monograph 182; American Chemical Society: Washington, 1984; Chapter 7. (g) Osborne, M. R. In ref 5a, Chapter 8. (h) Basu, A. K.; Essigmann, J. M. Mutat. Res. 1990, 233, 189. For a recent review on the mass spectrometric detection of carcinogenic adducts of both DNA and proteins see: (i) Farmer, P. B.; Sweetman, G. M. A. J. Mass Spectrom. 1995, 30, 1369.
    • (1995) J. Mass Spectrom. , vol.30 , pp. 1369
    • Farmer, P.B.1    Sweetman, G.M.A.2
  • 37
    • 0017309508 scopus 로고
    • 2 CI conditions see: (a) Tsang, C. W.; Harrison, A. G. J. Am. Chem. Soc. 1976, 98, 1301. (b) Leclercq, P. A.; Desiderio, D. M. Org. Mass Spectrom. 1973, 7, 515.
    • (1976) J. Am. Chem. Soc. , vol.98 , pp. 1301
    • Tsang, C.W.1    Harrison, A.G.2
  • 38
    • 84987046987 scopus 로고
    • 2 CI conditions see: (a) Tsang, C. W.; Harrison, A. G. J. Am. Chem. Soc. 1976, 98, 1301. (b) Leclercq, P. A.; Desiderio, D. M. Org. Mass Spectrom. 1973, 7, 515.
    • (1973) Org. Mass Spectrom. , vol.7 , pp. 515
    • Leclercq, P.A.1    Desiderio, D.M.2
  • 44
    • 0015941049 scopus 로고
    • 2] from protonated amino acids see: (a) Yalcin, T.; Khouw, C.; Csizmadia, I. G.; Peterson, M. R.; Harrison, A. G. J. Am. Soc. Mass Spectrom. 1995, 6, 1165. (b) Meot-Ner, M.; Field, F. H. J. Am. Chem. Soc. 1973, 95, 7207.
    • (1973) J. Am. Chem. Soc. , vol.95 , pp. 7207
    • Meot-Ner, M.1    Field, F.H.2
  • 46
    • 5244290737 scopus 로고    scopus 로고
    • note
    • We recognize that these ratios should only be used in a qualitative sense since they are likely to depend on the internal energy content of the source-generated ions (see ref 2).
  • 47
    • 85088543948 scopus 로고    scopus 로고
    • note
    • 2H where X = Cl, Br) since there is no reported procedure for their synthesis in the literature.
  • 48
    • 0003182255 scopus 로고
    • For an excellent review of ion-molecule complexes (sometimes called ion-neutral complexes) in the gas phase (including their role in isomerization reactions) see: Bowen, R. D. Acc. Chem. Res. 1991, 24, 364.
    • (1991) Acc. Chem. Res. , vol.24 , pp. 364
    • Bowen, R.D.1
  • 51
    • 5244313376 scopus 로고    scopus 로고
    • note
    • The MS/MS spectra of ions of structures G and J were not studied since there are no literature syntheses of the neutral precursors to G or J.
  • 52
    • 5244245295 scopus 로고    scopus 로고
    • note
    • 2Br plasma were studied on two different occasions (separated by about 6 months) and gave reproducible results.
  • 54
    • 85088544964 scopus 로고    scopus 로고
    • note
    • + ions.
  • 58
    • 0007769296 scopus 로고
    • 2O, has been investigated by both MS/MS experiments and ab initio calculations: (a) Heerma, W.; Kulik, W.; Burgers, P. C.; Terlouw, J. K. Int. J. Mass Spectrom. Ion Proc. 1988, 84, R1. (b) Bouchoux, G., Hoppilliard, Y. Int. J. Mass Spectrom. Ion. Proc. 1987, 75, 1.
    • (1987) Int. J. Mass Spectrom. Ion. Proc. , vol.75 , pp. 1
    • Bouchoux, G.1    Hoppilliard, Y.2
  • 64
    • 0001658897 scopus 로고
    • We thank a reviewer for pointing out the following additional examples: (a) Meot-Ner, M.; Ross, M. M.; Campana, J. E. J. Am. Chem. Soc. 1985, 107, 4839. (b) Sunner, J. A.; Hirao, K.; Kebarle, P. J. Phys. Chem. 1989, 93, 4010. (c) Norrman, K.; McMahon, T. B. Proceedings of the 42nd ASMS Conference on Mass Spectrometry and Allied Topics, Chicago, IL, May 29-June 3, 1994, p 544.
    • (1985) J. Am. Chem. Soc. , vol.107 , pp. 4839
    • Meot-Ner, M.1    Ross, M.M.2    Campana, J.E.3
  • 65
    • 0001762410 scopus 로고
    • We thank a reviewer for pointing out the following additional examples: (a) Meot-Ner, M.; Ross, M. M.; Campana, J. E. J. Am. Chem. Soc. 1985, 107, 4839. (b) Sunner, J. A.; Hirao, K.; Kebarle, P. J. Phys. Chem. 1989, 93, 4010. (c) Norrman, K.; McMahon, T. B. Proceedings of the 42nd ASMS Conference on Mass Spectrometry and Allied Topics, Chicago, IL, May 29-June 3, 1994, p 544.
    • (1989) J. Phys. Chem. , vol.93 , pp. 4010
    • Sunner, J.A.1    Hirao, K.2    Kebarle, P.3
  • 66
    • 0001658897 scopus 로고
    • Chicago, IL, May 29-June 3
    • We thank a reviewer for pointing out the following additional examples: (a) Meot-Ner, M.; Ross, M. M.; Campana, J. E. J. Am. Chem. Soc. 1985, 107, 4839. (b) Sunner, J. A.; Hirao, K.; Kebarle, P. J. Phys. Chem. 1989, 93, 4010. (c) Norrman, K.; McMahon, T. B. Proceedings of the 42nd ASMS Conference on Mass Spectrometry and Allied Topics, Chicago, IL, May 29-June 3, 1994, p 544.
    • (1994) Proceedings of the 42nd ASMS Conference on Mass Spectrometry and Allied Topics , pp. 544
    • Norrman, K.1    McMahon, T.B.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.