{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,29]],"date-time":"2026-09-29T19:17:41Z","timestamp":1790709461576,"version":"4.1.0"},"reference-count":40,"publisher":"Oxford University Press (OUP)","issue":"6","license":[{"start":{"date-parts":[[2023,6,3]],"date-time":"2023-06-03T00:00:00Z","timestamp":1685750400000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/academic.oup.com\/pages\/standard-publication-reuse-rights"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":[],"published-print":{"date-parts":[[2023,7,22]]},"abstract":"<jats:title>Abstract<\/jats:title>\n               <jats:p>2-Fluorodeschloroketamine (2F-DCK) is a ketamine derivative involved in acute intoxications and deaths. The aim of this study is to investigate its metabolism using pooled human liver microsomes (pHLMs) and to apply it to authentic samples (urine, hair and seized materials) from a drug user. 2F-DCK (100\u2009\u00b5M) incubates with pHLMs were analyzed by liquid chromatography\u2013high-resolution accurate mass (LC\u2013HRAM; Q-Exactive, Thermo Fisher Scientific\u00ae) according to a previously published protocol. Spectra annotation was performed using Compound Discoverer\u00ae software and the metabolic scheme was drawn using ChemDraw software. Urine (200\u2009\u00b5L) and hair (previously decontaminated using dichloromethane and segmented into three segments: A, 0\u20133\u2009cm; B, 3\u20136\u2009cm; C, 6\u20139\u2009cm) were extracted with a mixture of hexane:ethyl acetate (1:1) and chloroform:isopropanol (4:1). About 10\u2009\u00b5L of both reconstituted residues were analyzed by LC\u2013HRAM. Hair was also analyzed by LC\u2013MS-MS (TSQ Vantage, Thermo Fisher Scientific\u00ae) for 2F-DCK and deschloroketamine (DCK) quantification. The two presumed 2F-DCK crystals consumed by the patient were dissolved in methanol (1\u2009mg\/mL) and 10\u2009\u00b5L were analyzed by LC\u2013MS-MS (Quantum Access Max, Thermo Fisher Scientific\u00ae). Twenty-six putative 2F-DCK metabolites were identified, 15 being reported for the first time. Thirteen metabolites were detected in pHLMs, 10 confirmed in both the patient\u2019s urine and hair and all were found in at least one of the two samples. Twenty-three metabolites were detected in urine and 20 in hair. Our research confirms the reliability of nor-2F-DCK as a target analyte and suggests OH-dihydro-nor-2F-DCK and dehydro-nor-2F-DCK as new target analytes in urine and hair, respectively. This is the first study to report DCK as a 2F-DCK metabolite using pHLMs and to determine its concentrations in hair (A\/B\/C, 885\/1,500\/1,850 pg\/mg) following chronic use. Finally, the two seized crystals contained 2F-DCK at 67% and 96% with traces of DCK (0.4% and 0.6%) related to cross-contamination by container exchange.<\/jats:p>","DOI":"10.1093\/jat\/bkad030","type":"journal-article","created":{"date-parts":[[2023,6,9]],"date-time":"2023-06-09T13:27:52Z","timestamp":1686317272000},"page":"504-516","source":"Crossref","is-referenced-by-count":11,"title":["Characterization of\u00a0extensive 2-fluorodeschloroketamine metabolism in\u00a0pooled human liver microsomes, urine and\u00a0hair from an addicted patient using high-resolution accurate mass spectrometry"],"prefix":"10.1093","volume":"47","author":[{"given":"Delphine","family":"Joseph","sequence":"first","affiliation":[{"name":"Universit\u00e9 Paris-Saclay, CNRS, BioCIS , Ch\u00e2tenay-Malabry 92290, France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Camille","family":"Lesueur","sequence":"additional","affiliation":[{"name":"Department of Pharmacology and Toxicology, Raymond Poincar\u00e9 Hospital, AP-HP , Garches 92380, France"},{"name":"Universit\u00e9 Paris-Saclay, UVSQ, Inserm U1018, CESP, \u00c9quipe MOODS, MasSpecLab , Montigny-le-Bretonneux 78180, France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Fanny","family":"Zerizer","sequence":"additional","affiliation":[{"name":"Department of Pharmacology and Toxicology, Raymond Poincar\u00e9 Hospital, AP-HP , Garches 92380, France"},{"name":"Universit\u00e9 Paris-Saclay, UVSQ, Inserm U1018, CESP, \u00c9quipe MOODS, MasSpecLab , Montigny-le-Bretonneux 78180, France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Alexia","family":"Fenot","sequence":"additional","affiliation":[{"name":"Department of Pharmacology and Toxicology, Raymond Poincar\u00e9 Hospital, AP-HP , Garches 92380, France"},{"name":"Universit\u00e9 Paris-Saclay, UVSQ, Inserm U1018, CESP, \u00c9quipe MOODS, MasSpecLab , Montigny-le-Bretonneux 78180, France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5344-9475","authenticated-orcid":false,"given":"Jean Claude","family":"Alvarez","sequence":"additional","affiliation":[{"name":"Department of Pharmacology and Toxicology, Raymond Poincar\u00e9 Hospital, AP-HP , Garches 92380, France"},{"name":"Universit\u00e9 Paris-Saclay, UVSQ, Inserm U1018, CESP, \u00c9quipe MOODS, MasSpecLab , Montigny-le-Bretonneux 78180, France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9015-5342","authenticated-orcid":false,"given":"Islam Amine","family":"Larabi","sequence":"additional","affiliation":[{"name":"Department of Pharmacology and Toxicology, Raymond Poincar\u00e9 Hospital, AP-HP , Garches 92380, France"},{"name":"Universit\u00e9 Paris-Saclay, UVSQ, Inserm U1018, CESP, \u00c9quipe MOODS, MasSpecLab , Montigny-le-Bretonneux 78180, France"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"286","published-online":{"date-parts":[[2023,6,3]]},"reference":[{"key":"2023072218584680300_R1","article-title":"European drug report 2021: Trends and\u00a0developments","author":"European Monitoring Centre for Drugs and Drug Addiction","year":"2021"},{"key":"2023072218584680300_R2","article-title":"Stimulants: World Drug Report 2019"},{"key":"2023072218584680300_R3","doi-asserted-by":"crossref","DOI":"10.1016\/j.drugalcdep.2019.06.011","article-title":"Prevalence of\u00a0New Psychoactive Substances (NPS) and\u00a0conventional drugs of\u00a0abuse (DOA) in\u00a0high risk populations from Paris (France) and\u00a0its suburbs","volume":"204","author":"Larabi","year":"2019","journal-title":"Drug and Alcohol Dependence"},{"key":"2023072218584680300_R4","doi-asserted-by":"crossref","first-page":"1085","DOI":"10.1007\/s00204-020-02693-7","article-title":"Designer drugs: Mechanism of\u00a0action and\u00a0adverse 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