PMID- 34169674 OWN - NLM STAT- MEDLINE DCOM- 20220404 LR - 20220405 IS - 1942-7611 (Electronic) IS - 1942-7603 (Linking) VI - 14 IP - 3 DP - 2022 Mar TI - Determination of the enantiomeric composition of amphetamine, methamphetamine and 3,4-methylendioxy-N-methylamphetamine (MDMA) in seized street drug samples from southern Germany. PG - 557-566 LID - 10.1002/dta.3118 [doi] AB - Amphetamine (speed), methamphetamine (crystal meth), and 3,4-methylenedioxy-N-methylamphetamine (MDMA, ecstasy) represent the most frequently abused amphetamine-type stimulants (ATS). Differences in pharmacological potency and metabolism have been shown for the enantiomers of all three stimulants. Legal consequences in cases of drug possession may also differ according to the German law depending on the enantiomeric composition of the seized drug. Therefore, enantioselective monitoring of seized specimens is crucial for legal and forensic casework. Various kinds of samples of amphetamine (n = 143), MDMA (n = 94), and methamphetamine (n = 528) that were seized in southern Germany in 2019 and 2020 were analyzed for their chiral composition using different chromatographic methods. Whereas all samples of amphetamine and MDMA were racemic mixtures, the chiral composition of the methamphetamine specimens was diverse. Although the vast majority (n = 502) was present as (S)-methamphetamine, also specimens containing pure (R)-methamphetamine (n = 7) were found. Furthermore, few samples (n = 8) were of racemic nature or contained non-racemic mixtures of both enantiomers (n = 10). Because methamphetamine appears in varying enantiomeric compositions, any seizure should be analyzed using an enantioselective method. Amphetamine and MDMA, on the other hand, currently appear to be synthesized exclusively via racemic pathways and are not chirally purified. Nevertheless, regular monitoring of the chiral composition should be ensured. CI - (c) 2021 The Authors. Drug Testing and Analysis published by John Wiley & Sons Ltd. FAU - Losacker, Moritz AU - Losacker M AUID- ORCID: 0000-0001-8880-1512 AD - Department of Forensic Toxicology, Institute of Legal Medicine, Johannes Gutenberg University Mainz, Mainz, Germany. FAU - Zorntlein, Siegfried AU - Zorntlein S AD - Forensic Science Institute, Dez. 33 Chemistry/Toxicology, State Office of Criminal Investigation Rhineland-Palatinate, Mainz, Germany. FAU - Schwarze, Bernd AU - Schwarze B AD - Department of Forensic Toxicology, Institute of Legal Medicine, Friedrich-Alexander University Erlangen-Nurnberg, Erlangen, Germany. FAU - Staudt, Svenja AU - Staudt S AD - Department of Forensic Toxicology, Institute of Legal Medicine, Friedrich-Alexander University Erlangen-Nurnberg, Erlangen, Germany. FAU - Rohrich, Jorg AU - Rohrich J AD - Department of Forensic Toxicology, Institute of Legal Medicine, Johannes Gutenberg University Mainz, Mainz, Germany. FAU - Hess, Cornelius AU - Hess C AUID- ORCID: 0000-0001-8405-4417 AD - Department of Forensic Toxicology, Institute of Legal Medicine, Johannes Gutenberg University Mainz, Mainz, Germany. LA - eng PT - Journal Article DEP - 20210701 PL - England TA - Drug Test Anal JT - Drug testing and analysis JID - 101483449 RN - 0 (Illicit Drugs) RN - 44RAL3456C (Methamphetamine) RN - CK833KGX7E (Amphetamine) RN - KE1SEN21RM (N-Methyl-3,4-methylenedioxyamphetamine) SB - IM MH - Amphetamine/chemistry MH - *Illicit Drugs MH - *Methamphetamine/chemistry MH - *N-Methyl-3,4-methylenedioxyamphetamine/chemistry MH - Stereoisomerism OTO - NOTNLM OT - amphetamines OT - chiral chromatography OT - enantiomers OT - forensic toxicology OT - seizures EDAT- 2021/06/26 06:00 MHDA- 2022/04/05 06:00 CRDT- 2021/06/25 07:17 PHST- 2021/06/21 00:00 [revised] PHST- 2021/04/13 00:00 [received] PHST- 2021/06/21 00:00 [accepted] PHST- 2021/06/26 06:00 [pubmed] PHST- 2022/04/05 06:00 [medline] PHST- 2021/06/25 07:17 [entrez] AID - 10.1002/dta.3118 [doi] PST - ppublish SO - Drug Test Anal. 2022 Mar;14(3):557-566. doi: 10.1002/dta.3118. Epub 2021 Jul 1.