{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,20]],"date-time":"2025-10-20T00:44:59Z","timestamp":1760921099671,"version":"build-2065373602"},"reference-count":21,"publisher":"Wiley","issue":"3","license":[{"start":{"date-parts":[[2012,1,19]],"date-time":"2012-01-19T00:00:00Z","timestamp":1326931200000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["J of Separation Science"],"published-print":{"date-parts":[[2012,2]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>The aim of this work was to synthesize morphine\u20103\u2010<jats:italic>O<\/jats:italic>\u2010sulfate and morphine\u20106\u2010<jats:italic>O<\/jats:italic>\u2010sulfate for use as reference substances, and to determine the sulfate conjugates as possible heroin and morphine metabolites in plasma and urine by a validated LC\u2010MS\/MS method. Morphine\u20106\u2010<jats:italic>O<\/jats:italic>\u2010sulfate and morphine\u20103\u2010<jats:italic>O<\/jats:italic>\u2010sulfate were prepared as dihydrates from morphine hydrochloride, in overall yields of 41 and 39% with product purities of &gt;99.5% and &gt;98%, respectively. For bioanalysis, the chromatographic system consisted of a reversed\u2010phase column and gradient elution. The tandem mass spectrometer was operated in the positive electrospray mode using selected reaction monitoring, of transition <jats:italic>m<\/jats:italic>\/<jats:italic>z<\/jats:italic> 366.15 to 286.40. The measuring range was 5\u2013500\u2009ng\/mL for morphine\u20103\u2010<jats:italic>O<\/jats:italic>\u2010sulfate and 4.5\u2013454\u2009ng\/mL for morphine\u20106\u2010<jats:italic>O<\/jats:italic>\u2010sulfate in plasma. In urine, the measuring range was 50\u20135000\u2009ng\/mL for morphine\u20103\u2010<jats:italic>O<\/jats:italic>\u2010sulfate and 45.4\u20134544\u2009ng\/mL for morphine\u20106\u2010<jats:italic>O<\/jats:italic>\u2010sulfate. The intra\u2010assay and total imprecision (coefficient of variation) was below 11% for both analytes in urine and plasma. Quantifiable levels of morphine\u20103\u2010<jats:italic>O<\/jats:italic>\u2010sulfate in authentic urine and plasma samples were found. Only one authentic urine sample contained a detectable level of morphine\u20106\u2010<jats:italic>O<\/jats:italic>\u2010sulfate, while no detectable morphine\u20106\u2010<jats:italic>O<\/jats:italic>\u2010sulfate was found in plasma samples.<\/jats:p>","DOI":"10.1002\/jssc.201100739","type":"journal-article","created":{"date-parts":[[2012,1,19]],"date-time":"2012-01-19T06:01:51Z","timestamp":1326952911000},"page":"367-375","source":"Crossref","is-referenced-by-count":5,"title":["Synthesis and bioanalytical evaluation of morphine\u20103\u2010O\u2010sulfate and morphine\u20106\u2010O\u2010sulfate in human urine and plasma using LC\u2010MS\/MS"],"prefix":"10.1002","volume":"35","author":[{"given":"Maria","family":"Andersson","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Tomasz","family":"Janosik","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Hamid","family":"Shirani","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Johnny","family":"Sl\u00e4tt","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Andreas","family":"Fischer","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Olof","family":"Beck","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2012,1,19]]},"reference":[{"key":"e_1_2_6_2_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0378-4347(00)80494-6"},{"key":"e_1_2_6_3_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0378-4347(00)83707-X"},{"key":"e_1_2_6_4_2","doi-asserted-by":"publisher","DOI":"10.1016\/0378-4347(91)80410-E"},{"key":"e_1_2_6_5_2","doi-asserted-by":"publisher","DOI":"10.1097\/00007691-199101000-00001"},{"key":"e_1_2_6_6_2","doi-asserted-by":"publisher","DOI":"10.1007\/s00228-008-0570-y"},{"key":"e_1_2_6_7_2","doi-asserted-by":"publisher","DOI":"10.1002\/jps.2600600330"},{"key":"e_1_2_6_8_2","first-page":"763","volume":"32","author":"Yeh S. 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