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Screening method for amines by derivatization reaction on TLC

TLC 상 유도체화 반응을 이용한 아민 계 화합물의 Screening 방법

  • Choi, Sung-Woon (Department of Scientific Criminal Investigation, Chungnam National University) ;
  • Lee, Hye-In (Department of Scientific Criminal Investigation, Chungnam National University) ;
  • Sung, Nack-Do (Department of Scientific Criminal Investigation, Chungnam National University)
  • 최성운 (충남대학교 평화안보대학원 과학수사학과) ;
  • 이혜인 (충남대학교 평화안보대학원 과학수사학과) ;
  • 성낙도 (충남대학교 평화안보대학원 과학수사학과)
  • Received : 2013.03.18
  • Accepted : 2013.06.28
  • Published : 2013.08.25

Abstract

Methamphetamine is an amine-containing illegal drug and is distributed unlawfully in South Korea. Finding a rapid, convenient and semi-quantitative determination method for methamphetamine is a very important issue in the area of forensic drug testing. As an effort to develop new screening method, the reactions between three organic compounds which are structurally similar to methamphetamine and N-(9-fluorenylmethoxycarbonyloxy) succinimide (FMOC-NHS) were performed on silica gel ($SiO_2$) TLC plates. Three reference compounds were synthesized and used for the identification, comparison and study of the limit of detection (LOD) of the products obtained from a direct reaction on a TLC plate. As a result, FMOC-NHS as a derivatization reagent generated compounds containing highly UV-active functional groups on the TLC plate after reacting with primary- and secondary amines. In the experiment 2D the LOD of amines was in the range of 0.045 and 0.01 mg/mL ($2{\mu}L/spot$), and in 1D the LOD was in the range of 0.002 and 0.007 mg/mL ($2{\mu}L/spot$). The LODs of the compounds tested were dependent on the concentration of the derivatizing reagent.

Keywords

TLC;derivatization with FMOC-NHS;LOD;amphetamine;UV

Acknowledgement

Supported by : 충남대학교

References

  1. 강규복, '마약류범죄에 대한 경찰수사 효율화 방안에 관한 연구' 석사학위논문, 원광대 행정대학원, 2008.
  2. 조성권, 마약연구, 3, 1-12 (2006).
  3. B. Levine, In 'Principles of Forensic Toxicology', 3rd Ed., AACCPress, Washington DC (2010).
  4. E. Hahn-Deinstrop, In 'Applied Thin-layer chromatography', 2nd Ed., WILEY, Germany (2007).
  5. E. Stahl, In 'Thin-layer chromatography', 2nd Ed., Springer-Verlag, Berlin (1969).
  6. R. Liu and D. Gadzala, In 'Handbook of drug analysis: applications in forensic and clinical laboratories', p367, Washington, DC, American Chemical Society (1997).
  7. R. Ad. Zeeuw, J. Hartstra and J. P. Franke, J. Chromatogr. A, 674, 3-13 (1994). https://doi.org/10.1016/0021-9673(94)85214-6
  8. R. L. Brunelle and M. J. Pro, JAOAC, 55, 823 (1972).
  9. K. E. Toole, S. Fu, G. S. Ronald, N. Kraymen and S. Taflaga, Microgram J., 9(1), 27-32 (2012).
  10. S. Udenfriend, S. Stein, P. Bohlen, W. Dairman, W. Leimgruber and M. Weigele. Science, 178, 871-872 (1972). https://doi.org/10.1126/science.178.4063.871
  11. N. Kato and A. Ogamo, Sci. Justice, 41(4), 239-244 (2001). https://doi.org/10.1016/S1355-0306(01)71907-7
  12. G. Gubitz and R. Wintersteiger, J. Anal. Toxicol., 4(3), 141-143 (1980). https://doi.org/10.1093/jat/4.3.141
  13. S. B. Gock and V. A. Skrinska, Clin. Lab. Sci., 18, 114-118 (2005).
  14. S. B. Gock and V. A. Skrinska, Clin. Lab. Sci., 18, 119-123 (2005).
  15. S. Wawrzycki, E. Pyra and B. Wawrzycki, J. Planar Chromatogr., 14, 21-23 (2001).
  16. P. J. Ryan, R. Lesicki and J. Roberts, J. Chromatogr., 465, 448-450 (1989). https://doi.org/10.1016/S0021-9673(01)92687-1
  17. R. M. Linares, J. H. Ayala, A. M. Afonso and V. Gonzalez, Analyst, 123, 725-729 (1998). https://doi.org/10.1039/a708500a
  18. C. R. Clark and M. M. Wells, J. Chromatogr. Sci., 16, 332-339 (1978). https://doi.org/10.1093/chromsci/16.8.332
  19. B. M. Farrell and T. M. Jefferies, J. Chromatogr., 272, 111-128 (1983). https://doi.org/10.1016/S0378-4347(00)86108-3
  20. P. Leroy, A. Nicolas and A. Moreau, J. Chromatogr., 282, 561-569 (1983). https://doi.org/10.1016/S0021-9673(00)91632-7
  21. G. Maeder, M. Pelletier and W. Haerdi, J. Chromatogr., 593, 9-14 (1992). https://doi.org/10.1016/0021-9673(92)80258-V
  22. D. Kazmierczak, W. Ciesielski and R. Zakrzewski, J. Liq. Chromatogr. R. T., 29, 2425-2436 (2006). https://doi.org/10.1080/10826070600864908
  23. G. Maeder, M. Pelletier and W. Haerdi, J. Chromatogr., 593, 9-14 (1992). https://doi.org/10.1016/0021-9673(92)80258-V
  24. R. Wintersteiger, G. Giibitz and A. Hartinger, Chromatographia, 13(5), 291-294 (1980). https://doi.org/10.1007/BF02265644
  25. J. M. Stoddard, L. Nguyen, H. Mata-Chavez and K. Nguyen, Chem. Commun., 1240-1241 (2007).
  26. L. Williams, Chem. Commun., 435-436 (2000).
  27. Z. Harduf, T. Nir and B. J. Juven, J. Chromatogr., 437(2), 379-86 (1988). https://doi.org/10.1016/S0021-9673(00)90411-4
  28. N. Jinkui and D. S. Lawrence, J. Biol. Chem., 272(3), 1493-1499 (1997). https://doi.org/10.1074/jbc.272.3.1493
  29. H. Kazuhito, K. Mizuho, K. Michiko, F. Miho, T. Shohei and K. Munetaka Synthesis, 12, 1931-1933 (2006).
  30. M. Shimizu and M. Sodeoka, Org. Lett., 9(25), 5231-5234 (2007). https://doi.org/10.1021/ol7024108
  31. H. M. L. Davies and V. Chandrasekar, Angew. Chem. Int. Ed., 41(12), 2197-2199 (2002). https://doi.org/10.1002/1521-3773(20020617)41:12<2197::AID-ANIE2197>3.0.CO;2-N
  32. S.-W. Choi, S.-G. Lee and H.-I. Lee, Kor. J. Sci. Crim. Investig., 6, 265-270 (2012).
  33. N. Kato, S. Fujita, H. Ohta, M. Fukuba, A. Toriba and K. Hayakawa, J. Forensic. Sci., 53(6), 1367-1371 (2008).

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