Simultaneous chiral analysis of methamphetamine and its metabolites by capillary electrophoresis/mass spectrometry with direct injection of urine

Journal of Health Science

Volumn 51, Issue 6, 2005, Pages 693-701

  Iio, Reiko ^a,b   Chinaka, Satoshi ^a   Takayama, Nariaki ^a   Hayakawa, Kazuichi ^b  

^a Forensic Science Laboratory   (Japan)

^b KANAZAWA UNIVERSITY   (Japan)

Author keywords

Capillary electrophoresis; Chiral separation; Direct injection; Mass spectrometry; Methamphetamine; Urine

Indexed keywords

AMMONIUM FORMATE; AMPHETAMINE; CYCLODEXTRIN DERIVATIVE; DIMETAMFETAMINE; ELECTROLYTE; EPHEDRINE; FORMIC ACID; HEPTAKIS(2,6 DIACETYL 6 SULFATO) BETA CYCLODEXTRIN; METHAMPHETAMINE; METHYLEPHEDRINE; NOREPHEDRINE; PHOLEDRINE; UNCLASSIFIED DRUG;

ANALYTIC METHOD; ARTICLE; CAPILLARY ELECTROPHORESIS; CHIRALITY; CONTROLLED STUDY; ENANTIOMER; FILTER; FILTRATION; HUMAN; INJECTION; ISOMER; MASS SPECTROMETRY; METABOLITE; MONITORING; REPRODUCIBILITY; SEPARATION TECHNIQUE; STANDARD; URINALYSIS; URINE;

EID: 28444468432     PISSN: 13449702     EISSN: 13475207     Source Type: Journal    
DOI: 10.1248/jhs.51.693     Document Type: Article

References (36)

1. United Nations Office on Drug and Crime (2005) World Drug Report 2004, http://www.unodc.org/unodc/en/world_drug_report_2004.html.
2. Katagi, M., Nishioka, H., Nakajima, K., Tsuchihashi, H., Fujima, H., Wada, H., Nakamura, K. and Makino, K. (1996) Direct high-performance liquid chromatographic and high-performance liquid chromatographic-thermospray-mass spectrometric determination of enantiomers of methamphetamine and its main metabolites amphetamine and p-hydroxymethamphetamine in human urine. J. Chromatogr. B, 676, 35-43.
3. Nagai, T., Matsushima, K., Nagai, T., Yanagisawa, Y., Fujita, A., Kurosu, A. and Tokudome, S. (2000) Interpretation and enantiomer analysis of methamphetamine abusers' urine and illegally brewed methamphetamine crystals. J. Anal. Toxicol., 24, 140-145.
4. Hasegawa, M., Matsubara, K., Fukushima, S., Maseda, C., Uezono, T. and Kimura, K. (1999) Stereoselective analyses of selegiline metabolites: possible urinary markers for selegiline therapy. Forensic Sci. Int., 101, 95-106.
5. Katagi, M., Nishikawa, M., Tatsuno, M., Miyazawa, T., Tsuchihashi, H., Suzuki, A. and Shirota, O. (1998) Direct analysis of methamphetamine and amphetamine enantiomers in human urine by semimicrocolumn HPLC/electrospray ionization mass spectrometry. Jpn. J. Toxicol. Environ. Health, 44, 107-115.
6. Tanaka, K., Ohmori, T. and Inoue, T. (1990) Gas chromatographic analysis of optical isomers of methamphetamine and amphetamine in urine. Kakeikenhoukoku (REPORTS of National Research Institute of Police Science), 43, 145-153 (in Japanese).
7. Al-Dirbashi, O., Kuroda, N., Menichini, F., Noda, S., Minemoto, M. and Nakashima, K. (1998) Enantioselective high-performance liquid chromatography with fluorescence detection of methamphetamine and its metabolites in human urine. Analyst (London), 123, 2333-2337.
8. Yashiki, M., Kojima, T., Miyazaki, T., Nagasawa, N., Iwasaki, Y. and Hara, K. (1995) Detection of amphetamines in urine using head space-solid phase microextraction and chemical ionization selected ion monitoring. Forensic Sci. Int., 76, 169-177.
9. Lord, H. L. and Pawliszyn, J. (1997) Method optimization for the analysis of amphetamines in urine by solid-phase microextraction. Anal. Chem., 69, 3899-3906.
10. Namera, A., Yashiki, M. and Kojima, T. (2002) Automated headspace solid-phase microextraction and in-matrix derivatization for the determination of amphetamine-related drugs in human urine by gas chromatography-mass spectrometry. J. Chromatogr. Sci., 40, 19-25.
11. Namera, A. (2003) Application of microextraction methods in forensic toxicology. In Jpn. J. Forensic Toxicol. (proceedings), 21 (Suzuki, O., Ed.), Japanese association of forensic toxicology, Chiba, Japan, pp. 106-109 (in Japanese).
12. Miki, A. (2003) Liquid chromatography-mass spectrometry with column-switching techniques for the determination of drugs and metabolites in biological samples. In Jpn. J. Forensic Toxicology, (proceedings), 21 (Suzuki. O., Ed.), Japanese association of forensic toxicology, Chiba, Japan, pp. 110-113 (in Japanese).
13. Lurie, I. S., Klein, R. F. X., Dal Cason, T. A., LeBelle, M. J., Brenneisen, R. and Weinberger, R. E. (1994) Chiral resolution of cationic drugs of forensic interest by capillary electrophoresis with mixtures of neutral and anionic cyclodextrins. Anal. Chem., 66, 4019-4026.
14. Flurer, C. L., Lin, L. A., Satzger, R. D. and Wolnik, K. A. (1995) Determination of ephedrine compounds in nutritional supplements by cyclodextrin-modified capillary electrophoresis. J. Chromatogr. B Biomed. Appl., 669, 133-139.
15. Lurie, I. S., Odeneal, N. G., 2nd, McKibben, T. D. and Casale, J. F. (1998) Effects of various anionic chiral selectors on the capillary electrophoresis separation of chiral phenethylamines and achiral neutral impurities present in illicit methamphetamine. Electrophoresis, 19, 2918-2925.
16. Hellriegel, C., Händel, H., Wedig, M., Steinhauer, S., Sörgel, F., Albert, K. and Holzgrabe, U. (2001) Study on the chiral recognition of the enantiomers of ephedrine derivatives with neutral and sulfated heptakis(2,3-O-diacetyl)-β-cyclodextrins using capillary electrophoresis, UV, nuclear magnetic resonance spectroscopy and mass spectrometry. J. Chromatogr. A, 914, 315-324.
17. Iwata, Y. T., Garcia, A., Kanamori, T., Inoue, H., Kishi, T. and Lurie, I. S. (2002) The use of a highly sulfated cyclodextrin for the simultaneous chiral separation of amphetamine-type stimulants by capillary electrophoresis. Electrophoresis, 23, 1328-1334.
18. Iwata, Y. T., Kanamori, T., Ohmae, Y., Tsujikawa, K., Inoue, H. and Kishi, T. (2003) Chiral analysis of amphetamine-type stimulants using reversed-polarity capillary electrophoresis/positive ion electrospray ionization tandem mass spectrometry. Electrophoresis, 24, 1770-1776.
19. Scarcella, D., Tagliaro, F., Turrina, S., Manetto, G., Nakahara, Y., Smith, F. P. and Marigo, M. (1997) Optimization of a simple method for the chiral separation of phenethylamines of forensic interest based on cyclodextrin complexation capillary electrophoresis and its preliminary application to the analysis of human urine and hair. Forensic Sci. Int., 89, 33-46.
20. Ramseier, A., Caslavska, J. and Thormann, W. (1999) Stereoselective screening for and confirmation of urinary enantiomers of amphetamine, methamphetamine, designer drugs, methadone and selected metabolites by capillary electrophoresis. Electrophoresis, 20, 2726-2738.
21. Kim, E. M., Chung, H. S., Lee, K. J. and Kim, H. J. (2000) Determination of enantiomeric metabolites of l-deprenyl, d-methamphetamine, and racemic methamphetamine in urine by capillary electrophoresis: comparison of deprenyl use and methamphetamine use. J. Anal. Toxicol., 24, 238-244.
22. Heo, Y. J., Whang, Y. S., In, M. K. and Lee, K. J. (2000) Determination of enantiomeric amphetamines as metabolites of illicit amphetamines and selegiline in urine by capillary electrophoresis using modified β-cyclodextrin. J. Chromatogr. B, 741, 221-230.
23. Liau, A. S., Liu, J. T., Lin, L. C., Chiu, Y. C., Shu, Y. R., Tsai, C. C. and Lin, C. H. (2003) Optimization of a simple method for the chiral separation of methamphetamine and related compounds in clandestine tablets and urine samples by β-cyclodextrine modified capillary electrophoresis: a complementary method to GC-MS. Forensic Sci. Int., 134, 17-24.
24. Chinaka, S., Iio, R., Tanaka, S., Takayama, N., Komai, K., Ohshima, T. and Ueda, K. (2003) Simultaneous chiral determination of methamphetamine and its metabolites in urine by capillary electrophoresis using two internal standards. Jpn. J. Forensic Toxicol., 21, 29-37.
25. Chinaka, S., Iio, R., Tanaka, S., Takayama, N. and Hayakawa, K. (2004) Development of chiral screening test method of methamphetamine and its metabolites in urine by capillary electrophoresis. Jpn. J. Sci. Technol. Identification, 9, 103-111 (in Japanese).
26. Iio, R., Chinaka, S., Tanaka, S., Takayama, N. and Hayakawa, K. (2003) Simultaneous chiral determination of methamphetamine and its metabolites in urine by capillary electrophoresis-mass spectrometry. Analyst (London), 128, 646-650.
27. Iio, R., Chinaka, S., Takayama, N. and Hayakawa, K. (2005) Simultaneous chiral analysis of methamphetamine and related compounds by capillary electrophoresis/mass spectrometry using anionic cyclodextrin. Anal. Sci., 21, 15-19.
28. Soga, T. and Heiger, D. N. (2000) Amino acid analysis by capillary electrophoresis electrospray ionization mass spectrometry. Anal. Chem., 72, 1236-1241.
29. Inoue, T. and Niwaguchi, T. (1981) Studies on effects of administration of furosemide on urinary excretion of methamphetamine and its metabolites in rats. Kakeiken-houkoku (REPORTS of National Research Institute of Police Science), 34, 142-146 (in Japanese).
30. Amemiya, M. and Nagai, T. (2000) Studies on the Triage system for screening test of methamphetamine abuser's urine. Jpn. J. Sci. Technol. Identification, 4, 95-98 (in Japanese).
31. Katagi, M., Nishioka, H., Nakajima, K. and Tsuchihashi, H. (1996) Analysis of abused drugs in human urine with commercial enzyme immunoassay reagents. Jpn. J. Toxicol. Environ. Health, 42, 159-166 (in Japanese).
32. Kira, K., Shimizu, M., Maseda, C., Okamoto, T., Sakata, T., Oda, H., Yamamoto, K., Sakai, K., Ikeda, H., Inoue, H. and Fukui, Y. (1980) Term of methamphetamine excretion in urine. Kakeiken-houkoku (REPORTS of National Research Institute of Police Science), 33, 237-241 (in Japanese).
33. U.S. Department of Justice, Office of Justice Programs, National Institute of Justice (2003) Annual Report 2000 Arrestee Drug Abuse Monitoring, http://www.ncjrs.org/pdffiles1/nij/193013.pdf
34. Australian Institute of Criminology (2005) 2004 Annual Report on Drug Use Among Police Detainees No. 65, http://www.aic.gov.au/publications/rpp/65/rpp65. pdf.
35. The Research Development and Statistics Directorate, Home Office (2004) The results of the first two years of the NEW-ADAM programme, http://www. homeoffice.gov.uk/rds/pdfs04/rdso1r1904.pdf.
36. Katagi, M., Tatsuno, M., Miki, A., Nishikawa, M. and Tsuchihashi, H. (2000) Discrimination of dimethylamphetamine and methamphetamine use: simultaneous determination of dimethylamphetamine-N-oxide and other metabolites in urine by high-performance liquid chromatography-electrospray ionization mass spectrometry. J. Anal. Toxicol., 24, 354-358.