Mass spectrometric investigation of the sequence selectivity for adduction of heterocyclic aromatic amines on single-strand oligonucleotides

Rapid Communications in Mass Spectrometry

Volumn 22, Issue 20, 2008, Pages 3100-3110

  Jamin, Emilien L ^a   Arquier, Delphine ^a   Tulliez, Jacques ^a   Debrauwer, Laurent ^a  

^a CEMAGREF   (France)

Author keywords

[No Author keywords available]

Indexed keywords

AMINES; AROMATIC COMPOUNDS; ELECTROSPRAY IONIZATION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; OLIGONUCLEOTIDES; THERMAL PROCESSING (FOODS);

ADDUCT FORMATION; BASE EFFECT; DNA BASIS; GENOTOXIC; HETEROCYCLIC AROMATIC AMINES; LOCAL ENVIRONMENTS; METABOLIC ACTIVATION; NUCLEOBASES; SEQUENCE SELECTIVITY; SYSTEMATIC STUDY;

MASS SPECTROMETRY;

2 AMINO 1 METHYL 6 PHENYLIMIDAZO(4,5 B)PYRIDINE; 2 AMINO 3,4 DIMETHYLIMIDAZO(4,5 F)QUINOLINE; 2-AMINO-1-METHYL-6-PHENYLIMIDAZO(4,5-B)PYRIDINE; 2-AMINO-3,4-DIMETHYLIMIDAZO(4,5-F)QUINOLINE; AMINE; DYES, REAGENTS, INDICATORS, MARKERS AND BUFFERS; HETEROCYCLIC COMPOUND; IMIDAZOLE DERIVATIVE; OLIGONUCLEOTIDE; QUINOLINE DERIVATIVE; SINGLE STRANDED DNA; UNCLASSIFIED DRUG;

ARTICLE; CHEMISTRY; DNA ADDUCT; MASS SPECTROMETRY;

AMINES; DNA ADDUCTS; DNA, SINGLE-STRANDED; HETEROCYCLIC COMPOUNDS; IMIDAZOLES; INDICATORS AND REAGENTS; MASS SPECTROMETRY; OLIGONUCLEOTIDES; QUINOLINES;

EID: 58149199134     PISSN: 09514198     EISSN: 10970231     Source Type: Journal    
DOI: 10.1002/rcm.3707     Document Type: Article

References (42)

1. Murkovic M. J. Chromatogr. B 2004; 802: 3.
2. Sugimura T, Nagao M, Kawachi T, Hoda M, Yahagi T, Seino Y, Sato S, Matsukara N, Shirai A, Sawamura M, Matsumoto H. Origins of Human Cancer, Book C, Hiatt HH, Watson JD, Winsten JA (eds). Cold Spring Harbor Laboratory: New York, 1977; 1561.
3. Sugimura T. Mutat. Res. 1997; 376: 211.
4. Ohgaki H, Takayama S, Sugimura T. Mutat. Res. 1991; 259: 399.
5. Adamsson RH, Thorgeirsson UP, Snyderwine EG, Thorgeirsson SS, Reeves J, Dalgard DW, Takayama S, Sugimura T. Jpn. J. Cancer Res. 1990; 81: 10.
6. IARC. IARC Monographs on the Evaluation of Carcinogenic Risks to Humans 1993; 56: 165.
7. IARC. IARC Monographs on the Evaluation of Carcinogenic Risks to Humans 1987; 40: 222.
8. IARC. IARC Monographs on the Evaluation of Carcinogenic Risks to Humans. 1987; 31: 247.
9. Turesky RJ. Mol. Nutr. Food Res. 2005; 49: 101.
10. Novak M, Rajagopal S, Xu L, Kazerani S, Toth K, Brooks M, Nguyen T-M. J. Phys. Org. Chem. 2004; 17: 615.
11. Turesky RJ, Vouros P. J. Chromatogr. B 2004; 802: 155.
12. Nagao M. Mutat. Res. 1999; 431: 3.
13. Kakiuchi H, Watanabe M, Ushijima T, Toyota M, Imai K, Weisburger JH, Sugimura T, Nagao M. Proc. Natl. Acad. Sci. USA 1995; 92: 910.
14. Okonogi H, Stuart GR, Okochi E, Ushijima T, Sugimura T, Glickman BW, Nagao M. Mutat. Res. 1997; 395: 93.
15. Okochi E, Watanabe N, Shimada Y, Takahashi S, Wakazono K, Shirai T, Sugimura T, Nagao M, Ushijima T. Carcinogenesis 1999; 20: 1933.
16. Okonogi H, Ushijima T, Zhang XB, Heddle JA, Suzuki T, Sofumi T, Felton JS, Tucker JD, Sugimura T, Nagao M. Carcinogenesis 1997; 18: 745.
17. Yu M, Jones ML, Gong M, Sinha R, Schut HAJ, Snyderwine EG. Carcinogenesis 2002; 23: 877.
18. Andreassen Å, Møllersen L, Vikse R, Steffensen I-L, Mikalsen A, Paulsen JE, Alexander J. Mutat. Res. 2002; 517: 157.
19. Møllersen L, Vikse R, Andreassen Å, Steffensen I-L, Mikalsen A, Paulsen JE, Alexander J. Mutat. Res. 2004; 557: 29.
20. Shibutani S, Fernandes A, Suzuki N, Zhou L, Johnson F, Grollman AP. Z. Lebensm. Unters. Forsch. A 1998; 207: 459.
21. Bol SAM, Horlbeck J, Markovic J, de Boer JG, Turesky RJ, Constable A. Carcinogenesis 2000; 21: 1.
22. Leong-Morgenthaler PM, Op Het Velt C, Jaccaud E, Turesky RJ. Carcinogenesis 1998; 19: 1749.
23. Lobanenkov VV, Plumb M, Goodwin GH, Grover PL. Carcinogenesis 1986; 7: 1689.
24. Rill RL, Marsch GA. Biochemistry 1990; 29: 6050.
25. Combates NJ, Winkle SA. J. Biomol. Struct. Dyn. 1992; 10: 63.
26. Mallamaci MA, Bascoy ML, Brown J, Combates NJ, Winkle SA. J. Biomol. Struct. Dyn. 1992; 10: 83.
27. Harsch A, Sayer JM, Jerina DM, Vouros P. Chem. Res. Toxicol. 2000; 13: 1342.
28. Andrews CL, Harsch A, Vouros P. Int. J. Mass Spectrom. 2004; 231: 169.
29. de Kok TMCM, Moonen HJJ, van Delft J, van Schooten FJ. J. Chromatogr. B 2002; 778: 345.
30. Vanhoutte K, Van Dongen W, Hoes I, Lemière F, Esmans EL, Van Onckelen H, Van den Eeckhout E, van Soest REJ, Hudson AJ. Anal. Chem. 1997; 69: 3161.
31. Harsch A, Vouros P. Anal. Chem. 1998; 70: 3021.
32. Wu J, McLuckey SA. Int. J. Mass Spectrom. 2004; 237: 197.
33. McLuckey SA, Van Berkel GJ, Glish GL. J. Am. Soc. Mass Spectrom. 1992; 3: 60.
34. McLuckey SA, Habibi-Goudarzi S. J. Am. Soc. Mass Spectrom. 1994; 5: 740.
35. Marzilli LA, Wang D, Kobertz WR, Essigmann JM, Vouros P. J. Am. Soc. Mass Spectrom. 1998; 9: 676.
36. Debrauwer L, Rathahao E, Couve C, Poulain S, Pouyet C, Jouanin I, Paris A. J. Chromatogr. A 2002; 976: 123.
37. Brown K, Harvey CA, Turteltaub KW, Shields SJ. J. Mass Spectrom. 2003; 38: 68.
38. Jamin EL, Arquier D, Canlet C, Rathahao E, Tulliez J, Debrauwer L. J. Am. Soc. Mass Spectrom. 2007; 18: 2107.
39. Wan KX, Gross ML. J. Am. Soc. Mass Spectrom. 2001; 12: 580.
40. Goodenough AK, Schut HAJ, Turesky RJ. Chem. Res. Toxicol. 2007; 20: 263.
41. Wu X, Shapiro R, Broyde S. Chem. Res. Toxicol. 1999; 12: 895.
42. Brown K, Hingerty BE, Guenther EA, Krishnan VV, Broyde S, Turteltaub KW, Cosman M. Proc. Natl. Acad. Sci. USA 2001; 98: 8507.