{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,4,9]],"date-time":"2026-04-09T09:13:54Z","timestamp":1775726034221,"version":"3.50.1"},"reference-count":23,"publisher":"Wiley","issue":"5","license":[{"start":{"date-parts":[[2025,4,3]],"date-time":"2025-04-03T00:00:00Z","timestamp":1743638400000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"},{"start":{"date-parts":[[2025,4,3]],"date-time":"2025-04-03T00:00:00Z","timestamp":1743638400000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/doi.wiley.com\/10.1002\/tdm_license_1.1"}],"content-domain":{"domain":["analyticalsciencejournals.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["J Mass Spectrom"],"published-print":{"date-parts":[[2025,5]]},"abstract":"<jats:title>ABSTRACT<\/jats:title>\n                  <jats:p>\n                    The fragmentation pathways for amines dissolved in methanol (CH\n                    <jats:sub>3<\/jats:sub>\n                    OH) or deuterated methanol (CD\n                    <jats:sub>3<\/jats:sub>\n                    OD) have been investigated by high\u2010resolution accurate mass gas chromatography mass spectrometry (HRAM\u2010GCMS) or GC\u2010Orbitrap. Primary and secondary amines used in this study were 1,3\u2010dimethylamylamine (1,3\u2010DMAA) and ephedrine hydrochloride (Eph), respectively. For isotopic labeling experiment,\n                    <jats:italic>1S<\/jats:italic>\n                    , 2\n                    <jats:italic>R<\/jats:italic>\n                    (+) ephedrine\u2010D\n                    <jats:sub>3<\/jats:sub>\n                    hydrochloride (D\n                    <jats:sub>3<\/jats:sub>\n                    \u2010Eph) was used. Under splitless injection mode at an inlet temperature of 250\u00b0C, formaldehyde and its deuterated form were generated from CH\n                    <jats:sub>3<\/jats:sub>\n                    OH and CD\n                    <jats:sub>3<\/jats:sub>\n                    OD, respectively. This was evidenced by the oxonium ions generated from each solvent. When 1,3\u2010DMAA was dissolved in CH\n                    <jats:sub>3<\/jats:sub>\n                    OH or CD\n                    <jats:sub>3<\/jats:sub>\n                    OD, distinct separation between the unreacted amine and condensation product fragments was observed, specifically methylene\u2010imine (M\u2009+\u200912) and deuteromethylene\u2010imine (M\u2009+\u200914) artifacts. More complex condensation patterns for Eph and D\n                    <jats:sub>3<\/jats:sub>\n                    \u2010Eph were observed, attributed to the labile hydrogen\/deuterium exchange and gradual deuteration from CH\n                    <jats:sub>3<\/jats:sub>\n                    OH to CD\n                    <jats:sub>3<\/jats:sub>\n                    OD. The fragmentation pathways were supported by the presence of oxazolidine intermediates before forming smaller condensation product fragments. Despite their close retention time and mass, the HRAM data distinguished the isobaric unreacted amine and condensation product fragments produced by Eph and D\n                    <jats:sub>3<\/jats:sub>\n                    \u2010Eph in the coeluting region.\n                  <\/jats:p>","DOI":"10.1002\/jms.5127","type":"journal-article","created":{"date-parts":[[2025,4,3]],"date-time":"2025-04-03T14:46:30Z","timestamp":1743691590000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":1,"title":["Analysis of Amine Drugs Dissolved in Methanol by High\u2010Resolution Accurate Mass Gas Chromatography Mass Spectrometry, GC\u2010Orbitrap"],"prefix":"10.1002","volume":"60","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-2648-7382","authenticated-orcid":false,"given":"Chee\u2010Leong","family":"Kee","sequence":"first","affiliation":[{"name":"Pharmaceutical Laboratory, Applied Sciences Group Health Sciences Authority  Singapore"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Xiaowei","family":"Ge","sequence":"additional","affiliation":[{"name":"Pharmaceutical Laboratory, Applied Sciences Group Health Sciences Authority  Singapore"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Min\u2010Yong","family":"Low","sequence":"additional","affiliation":[{"name":"Pharmaceutical Laboratory, Applied Sciences Group Health Sciences Authority  Singapore"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Laura\u00a0A.","family":"Ciolino","sequence":"additional","affiliation":[{"name":"U.S. Food and Drug Administration Forensic Chemistry Center  Cincinnati Ohio USA"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2025,4,3]]},"reference":[{"key":"e_1_2_6_2_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.chroma.2012.08.021"},{"key":"e_1_2_6_3_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.chroma.2004.06.025"},{"key":"e_1_2_6_4_1","doi-asserted-by":"publisher","DOI":"10.1002\/dta.358"},{"key":"e_1_2_6_5_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.chroma.2018.12.022"},{"key":"e_1_2_6_6_1","doi-asserted-by":"publisher","DOI":"10.1093\/chromsci\/30.10.399"},{"key":"e_1_2_6_7_1","doi-asserted-by":"publisher","DOI":"10.1002\/jms.784"},{"key":"e_1_2_6_8_1","doi-asserted-by":"publisher","DOI":"10.1002\/jms.890"},{"key":"e_1_2_6_9_1","doi-asserted-by":"publisher","DOI":"10.1002\/jms.1045"},{"key":"e_1_2_6_10_1","doi-asserted-by":"publisher","DOI":"10.1002\/jhrc.1240081108"},{"key":"e_1_2_6_11_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.chroma.2014.06.036"},{"key":"e_1_2_6_12_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.jpba.2018.02.008"},{"key":"e_1_2_6_13_1","doi-asserted-by":"publisher","DOI":"10.1080\/15563650.2018.1497171"},{"key":"e_1_2_6_14_1","doi-asserted-by":"publisher","DOI":"10.1002\/dta.1735"},{"key":"e_1_2_6_15_1","doi-asserted-by":"publisher","DOI":"10.1002\/rcm.7505"},{"key":"e_1_2_6_16_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41467\u2010021\u201023958\u20104"},{"key":"e_1_2_6_17_1","doi-asserted-by":"publisher","DOI":"10.1007\/s13361\u2010018\u20102117\u20105"},{"key":"e_1_2_6_18_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.aca.2016.06.017"},{"key":"e_1_2_6_19_1","doi-asserted-by":"publisher","DOI":"10.1007\/s00216\u2010016\u20109435\u2010x"},{"key":"e_1_2_6_20_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41597\u2010022\u201001594\u2010x"},{"key":"e_1_2_6_21_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.chemphys.2019.110420"},{"key":"e_1_2_6_22_1","doi-asserted-by":"publisher","DOI":"10.1001\/archinternmed.2012.1677"},{"key":"e_1_2_6_23_1","unstructured":"Health Canada Health Products and Food Branch \u201cClassification of 1 3\u2010Dimethylamylamine (DMAA) \u201dhttp:\/\/www.scribd.com\/doc\/82744576\/DMAA\u2010Health\u2010Canada\u20102011."},{"key":"e_1_2_6_24_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.ijms.2016.05.006"}],"container-title":["Journal of Mass Spectrometry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/analyticalsciencejournals.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/jms.5127","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/analyticalsciencejournals.onlinelibrary.wiley.com\/doi\/full-xml\/10.1002\/jms.5127","content-type":"application\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/analyticalsciencejournals.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/jms.5127","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,4,9]],"date-time":"2026-04-09T08:24:12Z","timestamp":1775723052000},"score":1,"resource":{"primary":{"URL":"https:\/\/analyticalsciencejournals.onlinelibrary.wiley.com\/doi\/10.1002\/jms.5127"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2025,4,3]]},"references-count":23,"journal-issue":{"issue":"5","published-print":{"date-parts":[[2025,5]]}},"alternative-id":["10.1002\/jms.5127"],"URL":"https:\/\/doi.org\/10.1002\/jms.5127","archive":["Portico"],"relation":{},"ISSN":["1076-5174","1096-9888"],"issn-type":[{"value":"1076-5174","type":"print"},{"value":"1096-9888","type":"electronic"}],"subject":[],"published":{"date-parts":[[2025,4,3]]},"assertion":[{"value":"2025-01-06","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2025-03-16","order":2,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication History"}},{"value":"2025-04-03","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}],"article-number":"e5127"}}