Evaluation of two derivatization reagents for the determination by LC-MS/MS of ammonia in cigarette mainstream smoke

Journal of Agricultural and Food Chemistry

Volumn 59, Issue 1, 2011, Pages 92-97

  Mottier, Nicolas ^a   Jeanneret, Florent ^a  

^a PHILIP MORRIS PRODUCTS S A   (Switzerland)

Author keywords

Ammonia; cigarette mainstream smoke; dansyl chloride; fluorescamine; LC MS MS

Indexed keywords

ATMOSPHERIC PRESSURE CHEMICAL IONIZATION; CAMBRIDGE; CIGARETTE MAINSTREAM SMOKE; CONCENTRATION RANGES; DANSYL CHLORIDE; DERIVATIZATION REAGENT; DERIVATIZATIONS; FLUORESCAMINES; INTERNAL STANDARDS; IONIZATION MODES; LC-MS/MS; LIMIT OF DETECTION; MULTIPLE REACTION MONITORING; REFERENCE METHOD; SAMPLE MATRIX;

ACETONITRILE; ATMOSPHERIC IONIZATION; ATMOSPHERIC PRESSURE; CHEMICAL DETECTION; CHLORINE; CHLORINE COMPOUNDS; HYDROCHLORIC ACID; IONIZATION; SMOKE; TOBACCO;

AMMONIA;

AMMONIA; DANSYL CHLORIDE; FLUORESCAMINE;

ARTICLE; CHEMISTRY; EVALUATION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; INSTRUMENTATION; METHODOLOGY; SMOKE; TANDEM MASS SPECTROMETRY; TOBACCO;

AMMONIA; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; DANSYL COMPOUNDS; FLUORESCAMINE; SMOKE; TANDEM MASS SPECTROMETRY; TOBACCO;

EID: 78651069109     PISSN: 00218561     EISSN: 15205118     Source Type: Journal    
DOI: 10.1021/jf103772c     Document Type: Article

References (47)

1. Davis, D. L.; Nielsen, M. T. Tobacco: Production, Chemistry and Technology; Blackwell: Oxford, U.K., 1999.
2. ISO 4387:2000. Cigarettes - Determination of Total and Nicotine-Free Dry Matter Using a Routine Analytical Smoking Machine; International Organization for Standardization, Geneva, Switzerland, 2000.
3. ISO 10315:2000. Cigarettes - Determination of Nicotine in Smoke Condensates - Gas-Chromatographic Method; International Organization for Standardization, Geneva, Switzerland, 2000.
4. ISO 8454:2007. Cigarettes - Determination of Carbon Monoxide in the Vapour Phase of Cigarette Smoke - NDIR Method; International Organization for Standardization, Geneva, Switzerland, 2007.
5. ISO 22634:2008. Cigarettes - Determination of Benzo[ a ]pyrene in Cigarette Mainstream Smoke - Method Using Gas Chromatography/Mass Spectrometry; International Organization for Standardization, Geneva, Switzerland, 2008.
6. Chen, P. X.; Moldoveanu, S. C. Mainstream smoke chemical analyses for 2R4F Kentucky reference cigarette Beitr. Tabakforsch. Int. 2003, 20 (7) 448-458
7. Counts, M. E.; Hsu, F. S.; Laffoon, S. W.; Dwyer, R. W.; Cox, R. H. Mainstream smoke constituent yields and predicting relationships from a worldwide market sample of cigarette brands: ISO smoking conditions Regul. Toxicol. Pharmacol. 2004, 39 (2) 111-134
8. Hyodo, T.; Maruta, Y.; Itaya, H.; Mikita, A.; Kodera, T.; Meger, M. Evaluation of functional relationships for predicting mainstream smoke constituent machine yields for conventional cigarettes from the Japanese market Regul. Toxicol. Pharmacol. 2007, 48 (2) 194-224
9. Counts, M. E.; Hsu, F. S.; Tewes, F. J. Development of a commercial cigarette "market map" comparison methodology for evaluating new or non-conventional cigarettes Regul. Toxicol. Pharmacol. 2006, 46 (3) 225-242
10. Purkis, S. W.; Hill, C. A.; Bailey, I. A. Current measurement reliability of selected smoke analytes Beitr. Tabakforsch. Int. 2003, 20 (5) 314-324
11. Huang, C. B.; Bassfield, R.; Dabney, B.; Hsu, F. Determination of total ammonia in mainstream smoke Beitr. Tabakforsch. Int. 2003, 20 (6) 389-393
12. Risner, C. H.; Conner, J. M. Collection of ammonia in indoor air by means of a weak cation exchange cartridge Environ. Toxicol. Chem. 1991, 10 (11) 1417-1423
13. Health Canada. Determination of ammonia in mainstream tobacco smoke - Method T101, (1999
14. Brunnemann, K. D.; Hoffmann, D. Chemical studies on tobacco smoke. XXXIV. Gas-chromatographic determination of ammonia in cigarette and cigar smoke J. Chromatogr. Sci. 1975, 13 (4) 159-63
15. Baker, G.; Cox, R. H.; Grantham, P. F.; Vilcins, G. Optical Spectroscopy of Tobacco and Smoke Total Ammonia in Cigarette Smoke; 1987; http://tobaccodocuments.org/pm/2023954021-4068.html.
16. Nanni, E. J.; Lovette, M. E.; Hicks, R. D.; Fowler, K. W.; Borgerding, M. F. Separation and quantitation of monovalent anionic and cationic species in mainstream cigarette smoke aerosols by high-performance ion chromatography J. Chromatogr. Sci. 1990, 28 (8) 432-436
17. Sloan, C. H.; Morie, G. P. Determination of ammonia in tobacco smoke with an ammonia electrode Anal. Chim. Acta 1974, 69, 243
18. Harrel, T. G.; Rush, K. L.; Sensabaugh, A. A., Jr. Colorimetric method for the determination of ammonia in tobacco smoke Tob. Sci. 1975, 19, 145-147
19. Swauger, J. E.; Steichen, T. J.; Murphy, P. A.; Kinsler, S. An analysis of the mainstream smoke chemistry of samples of the U.S. cigarette market acquired between 1995 and 2000 Regul. Toxicol. Pharmacol. 2002, 35 (2 I) 142-156
20. Intorp, M.; Purkis, S.; Whittaker, M.; Wright, W. Determination of "Hoffmann analytes" in cigarette mainstream smoke. The Coresta 2006 Joint experiment Beitr. Tabakforsch. Int. 2009, 23 (4) 161-202
21. Counts, M. E.; Morton, M. J.; Laffoon, S. W.; Cox, R. H.; Lipowicz, P. J. Smoke composition and predicting relationships for international commercial cigarettes smoked with three machine-smoking conditions Regul. Toxicol. Pharmacol. 2005, 41 (3) 185-227
22. Szokan, G. Pre-column derivatization in HPLC of amino acids and peptides J. Liq. Chromatogr. 1982, 5 (8) 1493-1498
23. Sahasrabuddhey, B.; Jain, A.; Verma, K. K. Determination of ammonia and aliphatic amines in environmental aqueous samples utilizing pre-column derivatization to their phenylthioureas and high performance liquid chromatography Analyst 1999, 124 (7) 1017-1021
24. Udenfriend, S.; Stein, S.; Bohlen, P.; Dairman, W.; Leimgruber, W.; Weigele, M. Fluorescamine: a reagent for assay of amino acids, peptides, proteins, and primary amines in the picomole range Science 1972, 178 (63) 871-872
25. Weigele, M. Novel reagent for the fluorometric assay of primary amines J. Am. Chem. Soc. 1972, 94 (16) 5927-5928
26. Buteau, C.; Duitschaever, C. L.; Ashton, G. C. High-performance liquid chromatographic detection and quantitation of amines in must and wine J. Chromatogr., A 1984, 284 (1) 201-210
27. Meseguer Lloret, S.; Molins Legua, C.; Verd Andrés, J.; Campins Falcó, P. Sensitive determination of aliphatic amines in water by high-performance liquid chromatography with chemiluminescence detection J. Chromatogr., A 2004, 1035 (1) 75-82
28. Meseguer-Lloret, S.; Molins-Legua, C.; Campíns-Falcó, P. Selective determination of ammonium in water based on HPLC and chemiluminescence detection Anal. Chim. Acta 2005, 536 (1-2) 121-127
29. Mizobuchi, M.; Tamase, K.; Kitada, Y.; Sasaki, M.; Tanigawa, K. Liquid chromatographic determination of ammonium in water Anal. Chem. 1984, 56 (3) 603-605
30. Mizobuchi, M.; Tamase, K.; Kitada, Y. High-performance liquid chromatographic analysis of ammonium in human urine Anal. Biochem. 1984, 137 (1) 88-92
31. Mou, S.; Ding, X.; Liu, Y. Separation methods for taurine analysis in biological samples J. Chromatogr., B: Anal. Technol. Biomed. Life Sci. 2002, 781 (1-2) 251-267
32. Seiler, N. Assay procedures for polyamines in urine, serum, and cerebrospinal fluid Clin. Chem. 1977, 23 (9) 1519-1526
33. Marce, M.; Brown, D. S.; Capell, T.; Figueras, X.; Tiburcio, A. F. Rapid high-performance liquid chromatographic method for the quantitation of polyamines as their dansyl derivatives: application to plant and animal tissues J. Chromatogr., B 1995, 666 (2) 329-335
34. Parris, N. An improved fluorometric method for the determination of ammonia and volatile amines in meat tissue by high-performance liquid chromatography J. Agric. Food Chem. 1984, 32 (4) 829-831
35. Berthier, L.; Marchal, R.; Maujean, A. Comparison of pectolytic and proteolytic activities of six clarifying commercial preparations. Incidence of secondary enzymatic activities on proteins in champagne musts J. Int. Sci. Vigne Vin 1996, 30 (2) 103-111
36. Chiacchierini, E.; Restuccia, D.; Vinci, G. Evaluation of two different extraction methods for chromatographic determination of bioactive amines in tomato products Talanta 2006, 69 (3) 548-555
37. De Bernardo, S.; Weigele, M.; Toome, V.; Böhlen, P.; Stein, S.; Udenfriend, S. Studies on the reaction of fluorescamine with primary amines Arch. Biochem. Biophys. 1974, 163 (1) 390-399
38. Hougaard, D. M. Polyamine cytochemistry: localization and possible functions of polyamines Int. Rev. Cytol. 1992, 138, 51-88
39. Huff, T.; Maller, C.; Hannappel, E. HPLC and post-column derivatization with fluorescamine: isolation of actin-sequestering β-thymosins by reversed-phase HPLC Anal. Chim. Acta 1997, 352 (1-3) 239-248
40. Neuhoff, V. Micro-electrophoresis on polyacrylamide gels Mol. Biol. Biochem. Biophys. 1973, 14, 85-147
41. Pearse, A. G. E. The common peptides and the cytochemistry of their cells of origin Basic Appl. Histochem. 1980, 24 (2) 63-73
42. Sabatino, G.; Chelli, M.; Brandi, A.; Papini, A. M. Analytical methods for solid phase peptide synthesis Curr. Org. Chem. 2004, 8 (4) 291-301
43. Stein, S.; Boehlen, P.; Udenfriend, S. Studies on the kinetics of reaction and hydrolysis of fluorescamine Arch. Biochem. Biophys. 1974, 163 (1) 400-403
44. Bravo, M.; Eran, H.; Zhang, F. X.; McKenna, C. E. A rapid, sensitive high-performance liquid chromatography analysis of ammonia and methylamine for nitrogenase assays Anal. Biochem. 1988, 175 (2) 482-491
45. Grego, B.; Hearn, M. T. W. High-performance liquid chromatography of amino acids, peptides and proteins. XXXIX. Reversed-phase high-performance liquid chromatographic analysis of Dns-amino acids: comparison of several different elution systems J. Chromatogr. 1983, 255, 67-77
46. Seiler, N. Use of the dansyl reaction in biochemical analysis Methods Biochem. Anal. 1970, 18, 259-337
47. Tapuhi, Y.; Schmidt, D. E.; Lindner, W.; Karger, B. L. Dansylation of amino acids for high-performance liquid chromatography analysis Anal. Biochem. 1981, 115 (1) 123-129