PMID- 16714155 OWN - NLM STAT- MEDLINE DCOM- 20061222 LR - 20131121 IS - 1570-0232 (Print) IS - 1570-0232 (Linking) VI - 842 IP - 2 DP - 2006 Oct 2 TI - Sensitive, rapid and validated gas chromatography/negative ion chemical ionization-mass spectrometry assay including derivatisation with a novel chiral agent for the enantioselective quantification of amphetamine-type stimulants in hair. PG - 98-105 AB - A novel chiral derivatisation agent, (2S,4R)-N-heptafluorobutyryl-4-heptafluorobutoyloxy-prolyl chloride, was used for the indirect resolution of amphetamine (AM), methamphetamine (MA), 3,4-methylenedioxyamphetamine (MDA), 3,4-methylenedioxymethamphetamine (MDMA) and 3,4-methylenedioxyethylamphetamine (MDEA) enantiomers using gas chromatography coupled to mass spectrometry operating in the negative-ion chemical ionization mode (GC/MS-NICI). This new chiral derivatisation reagent was readily obtained in optically pure form after a simple two-step synthesis. Optimal derivatisation was accomplished in 15 min at room temperature in a carbonate buffer and the resulting diastereoisomers were base line separated by GC in 12 min only. No racemization was observed during the derivatisation. The method was applied and fully validated for the enantiomeric quantification of amphetamines and methylenedioxylated amphetamines in hair. The analyses of 24 hair specimens from suspected ATS abusers showed that 24 cases were positive for MA and/or AM enantiomers and that in most cases the concentrations of (S)-MA and (S)-AM exceeded those of the corresponding (R)-enantiomers. One hair specimen was tested positive for both enantiomers of MDMA and MDA. FAU - Martins, Liliane Ferreira AU - Martins LF AD - National Laboratory of Health, Toxicology Division, University of Luxembourg, 162A avenue de la Faiencerie, L-1511 Luxembourg, Luxembourg. liliane.martins@uni.lu FAU - Yegles, Michel AU - Yegles M FAU - Chung, Heesun AU - Chung H FAU - Wennig, Robert AU - Wennig R LA - eng PT - Journal Article DEP - 20060522 PL - Netherlands TA - J Chromatogr B Analyt Technol Biomed Life Sci JT - Journal of chromatography. B, Analytical technologies in the biomedical and life sciences JID - 101139554 RN - 0 (Amphetamines) RN - 44RAL3456C (Methamphetamine) RN - KE1SEN21RM (N-Methyl-3,4-methylenedioxyamphetamine) SB - IM MH - Amphetamines/analysis/*chemistry MH - Gas Chromatography-Mass Spectrometry/*methods MH - Hair/*chemistry MH - Humans MH - Methamphetamine/analysis/chemistry MH - Molecular Structure MH - N-Methyl-3,4-methylenedioxyamphetamine/analysis/chemistry MH - Reproducibility of Results MH - Stereoisomerism EDAT- 2006/05/23 09:00 MHDA- 2006/12/23 09:00 CRDT- 2006/05/23 09:00 PHST- 2005/12/16 00:00 [received] PHST- 2006/04/12 00:00 [revised] PHST- 2006/04/14 00:00 [accepted] PHST- 2006/05/23 09:00 [pubmed] PHST- 2006/12/23 09:00 [medline] PHST- 2006/05/23 09:00 [entrez] AID - S1570-0232(06)00348-5 [pii] AID - 10.1016/j.jchromb.2006.04.024 [doi] PST - ppublish SO - J Chromatogr B Analyt Technol Biomed Life Sci. 2006 Oct 2;842(2):98-105. doi: 10.1016/j.jchromb.2006.04.024. Epub 2006 May 22.