{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,3,12]],"date-time":"2026-03-12T11:51:05Z","timestamp":1773316265165,"version":"3.50.1"},"reference-count":27,"publisher":"Wiley","issue":"7","license":[{"start":{"date-parts":[[2022,5,4]],"date-time":"2022-05-04T00:00:00Z","timestamp":1651622400000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Chirality"],"published-print":{"date-parts":[[2022,7]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Acyl chlorides react rapidly with hydroxyl and amino groups in the absence of catalysts and therefore hold great promise for chiral mass spectrometry. Herein, a tandem mass spectrometry method based on derivatization with (\u2212)\u2010camphanic acid chloride as a simple chiral probe was developed for the highly sensitive detection and quantitation of levodropropizine and its enantiomer, namely, dextrodropropizine. The diastereomeric derivatization products were quantified based on the relative abundances of their fragment ions produced upon collision\u2010induced dissociation in positive\u2010ion mode. The reactive site was elucidated using nuclear magnetic resonance spectroscopy and two\u2010dimensional total correlation spectroscopy, and the reaction mechanism was proved by stoichiometry studies. The degree of isomer recognition was investigated at different collision energies and determined as <jats:italic>R<\/jats:italic><jats:sub>chiral<\/jats:sub>\u00a0\u2248\u00a01.5. Thus, this study gives the way to the mass spectrometric identification and quantitation of levodropropizine and its enantiomer, and the developed method represents a new and practical technique for rapid and sensitive determination and quality control of enantiomers of chiral drugs.<\/jats:p>","DOI":"10.1002\/chir.23443","type":"journal-article","created":{"date-parts":[[2022,5,4]],"date-time":"2022-05-04T10:40:01Z","timestamp":1651660801000},"page":"955-967","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":6,"title":["Chiral probe for mass spectrometric identification and quantitation of levodropropizine and its enantiomer, dextrodropropizine"],"prefix":"10.1002","volume":"34","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-9416-8650","authenticated-orcid":false,"given":"Caiyu","family":"Zhang","sequence":"first","affiliation":[{"name":"School of Pharmacy Xi'an Jiaotong University  Xi'an China"},{"name":"National Institutes for Food and Drug Control  Beijing China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Yang","family":"Liu","sequence":"additional","affiliation":[{"name":"National Institutes for Food and Drug Control  Beijing China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Rui","family":"Liu","sequence":"additional","affiliation":[{"name":"Beijing Normal University  Beijing China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Wei","family":"Li","sequence":"additional","affiliation":[{"name":"Beijing Institute of Petrochemical Technology  Beijing China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Changxiao","family":"Liu","sequence":"additional","affiliation":[{"name":"School of Pharmacy Xi'an Jiaotong University  Xi'an China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Lan","family":"He","sequence":"additional","affiliation":[{"name":"National Institutes for Food and Drug Control  Beijing China"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2022,5,4]]},"reference":[{"key":"e_1_2_8_2_1","doi-asserted-by":"publisher","DOI":"10.1006\/pupt.1997.0083"},{"key":"e_1_2_8_3_1","doi-asserted-by":"publisher","DOI":"10.1183\/09031936.98.12010097"},{"key":"e_1_2_8_4_1","doi-asserted-by":"publisher","DOI":"10.1080\/10408347.2019.1700098"},{"key":"e_1_2_8_5_1","unstructured":"Chinese Pharmacopoeia Committee.Pharmacopoeia of People's Republic of China [M]. 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