{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,22]],"date-time":"2026-09-22T01:13:22Z","timestamp":1790039602284,"version":"4.0.1"},"reference-count":21,"publisher":"SAGE Publications","issue":"2","license":[{"start":{"date-parts":[[2006,4,1]],"date-time":"2006-04-01T00:00:00Z","timestamp":1143849600000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/journals.sagepub.com\/page\/policies\/text-and-data-mining-license"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Eur J Mass Spectrom (Chichester)"],"published-print":{"date-parts":[[2006,4]]},"abstract":"<jats:p>\n                    Since January 2006, the list of prohibited substances established by the World Anti-Doping Agency includes the antidepressant\/anti-obesity drug Sibutramine. Due to its rapid degradation to its active metabolites N-desmethyl and N-bisdesmethyl sibutramine, reference compounds were synthesized and included into an existing screening assay to allow the unambiguous determination of these metabolic products in human urine using liquid\u2013liquid extraction followed by liquid chromatography\/tandem mass spectrometry. Characteristic product ions, obtained after electrospray ionization and collision-induced dissociation, were elucidated using high resolution\/high accuracy mass measurements with a hybrid linear ion trap\/orbitrap mass analyzer. Based on diagnostic product ions, the extended screening procedure was validated for both sibutramine metabolites using a triple quadrupole mass spectrometer. Items such as lower limits of detection (6\u201340 ng mL\n                    <jats:sup>\u22121<\/jats:sup>\n                    ), recoveries (39\u201342%), intraday precision (low: 5.5\u201310.6%, medium: 4.9\u20135.9%), high: 12.8\u201316.4%) and interday precision (low: 15.0\u201322.8%, medium: 17.7\u201318.6%), high: 16.5\u201325.6%) were evaluated and a clinical spot urine sample was analyzed to demonstrate the applicability of the developed assay in sports drug testing.\n                  <\/jats:p>","DOI":"10.1255\/ejms.797","type":"journal-article","created":{"date-parts":[[2006,5,25]],"date-time":"2006-05-25T07:29:59Z","timestamp":1148542199000},"page":"129-136","source":"Crossref","is-referenced-by-count":30,"title":["Determination of\n                    <i>N<\/i>\n                    -Desmethyl- and\n                    <i>N<\/i>\n                    -Bisdesmethyl Metabolites of Sibutramine in Doping Control Analysis Using Liquid Chromatography-Tandem Mass Spectrometry"],"prefix":"10.1177","volume":"12","author":[{"given":"Mario","family":"Thevis","sequence":"first","affiliation":[{"name":"Institute of Biochemistry and Center for Preventive Doping Research, German Sport University Cologne, Carl-Diem Weg 6, 50933 Cologne, Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Gerd","family":"Sigmund","sequence":"additional","affiliation":[{"name":"Institute of Biochemistry and Center for Preventive Doping Research, German Sport University Cologne, Carl-Diem Weg 6, 50933 Cologne, Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Anna-Katharina","family":"Schiffer","sequence":"additional","affiliation":[{"name":"Institute of Biochemistry and Center for Preventive Doping Research, German Sport University Cologne, Carl-Diem Weg 6, 50933 Cologne, Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Wilhelm","family":"Sch\u00e4nzer","sequence":"additional","affiliation":[{"name":"Institute of Biochemistry and Center for Preventive Doping Research, German Sport University Cologne, Carl-Diem Weg 6, 50933 Cologne, Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"179","published-online":{"date-parts":[[2006,4,1]]},"reference":[{"key":"bibr1-ejms.797","doi-asserted-by":"publisher","DOI":"10.1097\/01.mop.0000170515.35272.9e"},{"key":"bibr2-ejms.797","doi-asserted-by":"publisher","DOI":"10.2165\/00003495-199856060-00019"},{"key":"bibr3-ejms.797","first-page":"S18","volume":"22","author":"Heal D.J.","year":"1998","journal-title":"Int. J. Obes. Relat. Metab. Disord."},{"key":"bibr4-ejms.797","unstructured":"Jeffery J.E., Kozlik A., Wilmhurst E.C.\n                      United States Patent 4806570\n                      , United States (1989)."},{"key":"bibr5-ejms.797","doi-asserted-by":"publisher","DOI":"10.1016\/0278-5846(88)90003-6"},{"key":"bibr6-ejms.797","doi-asserted-by":"publisher","DOI":"10.1038\/sj.ijo.0802216"},{"key":"bibr7-ejms.797","doi-asserted-by":"publisher","DOI":"10.1016\/0028-3908(89)90048-8"},{"key":"bibr8-ejms.797","doi-asserted-by":"publisher","DOI":"10.1016\/S0014-2999(00)00216-8"},{"key":"bibr9-ejms.797","first-page":"345","volume":"7","author":"Abolfathi Z.","year":"2004","journal-title":"J. Pharm. Pharm. Sci."},{"key":"bibr10-ejms.797","doi-asserted-by":"publisher","DOI":"10.1007\/s002280050565"},{"key":"bibr11-ejms.797","doi-asserted-by":"publisher","DOI":"10.1111\/j.1365-2125.1988.tb05303.x"},{"key":"bibr12-ejms.797","doi-asserted-by":"publisher","DOI":"10.1211\/0022357055678"},{"key":"bibr13-ejms.797","unstructured":"World Anti-Doping Agency, The 2006 Prohibited List,\n                      http:\/\/www.wada-ama.org\/rtecontent\/document\/2006LIST.pdf\n                      ; 01-09-2006"},{"key":"bibr14-ejms.797","doi-asserted-by":"publisher","DOI":"10.1016\/S1570-0232(02)00818-8"},{"key":"bibr15-ejms.797","doi-asserted-by":"publisher","DOI":"10.1016\/S0003-2670(03)00209-5"},{"key":"bibr16-ejms.797","doi-asserted-by":"publisher","DOI":"10.1002\/jms.542"},{"key":"bibr17-ejms.797","doi-asserted-by":"crossref","unstructured":"Jeffery J.E., Kerrigan F., Miller T.K., Smith G.J., Tometzki G.B. \u201cSynthesis of Sibutramine, a Novel Cyclobutylalkylamine Useful in the Treatment of Obesity, and Its Major Human Metabolites\u201d, J. Chem. Soc. Perkin Trans. 1 2583 (1996). doi:\n                      10.1039\/p19960002583","DOI":"10.1039\/p19960002583"},{"key":"bibr18-ejms.797","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4039(02)00297-6"},{"key":"bibr19-ejms.797","doi-asserted-by":"publisher","DOI":"10.1016\/S0957-4166(02)00086-1"},{"key":"bibr20-ejms.797","volume-title":"Catalytic Hydrogenation in Organic Synthesis: Procedures and Commentary.","author":"Freifelder M.","year":"1978"},{"key":"bibr21-ejms.797","volume-title":"Validierung in Der Analytik.","author":"Kromidas A.","year":"1999"}],"container-title":["European Journal of Mass Spectrometry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/journals.sagepub.com\/doi\/pdf\/10.1255\/ejms.797","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/journals.sagepub.com\/doi\/pdf\/10.1255\/ejms.797","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,4,28]],"date-time":"2026-04-28T20:02:29Z","timestamp":1777406549000},"score":1,"resource":{"primary":{"URL":"https:\/\/journals.sagepub.com\/doi\/10.1255\/ejms.797"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2006,4]]},"references-count":21,"journal-issue":{"issue":"2","published-print":{"date-parts":[[2006,4]]}},"alternative-id":["10.1255\/ejms.797"],"URL":"https:\/\/doi.org\/10.1255\/ejms.797","relation":{},"ISSN":["1469-0667","1751-6838"],"issn-type":[{"value":"1469-0667","type":"print"},{"value":"1751-6838","type":"electronic"}],"subject":[],"published":{"date-parts":[[2006,4]]}}}