{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,12,2]],"date-time":"2025-12-02T03:28:09Z","timestamp":1764646089921},"reference-count":29,"publisher":"Wiley","issue":"3","license":[{"start":{"date-parts":[[2016,1,15]],"date-time":"2016-01-15T00:00:00Z","timestamp":1452816000000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Chirality"],"published-print":{"date-parts":[[2016,3]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Pyriproxyfen is a chiral insecticide, and over 10 metabolites have been identified in the environment. In this work the separations of the enantiomers of pyriproxyfen and its six chiral metabolites were studied by high\u2010performance liquid chromatography (HPLC). Both normal phase and reverse phase were applied using the chiral columns Chiralpak IA, Chiralpak IB, Chiralpak IC, Chiralcel OD, Chiralcel OD\u2010RH, Chiralpak AY\u2010H, Chiralpak AD\u2010H, Chiracel OJ\u2010H, (R,R)\u2010Whelk\u2010O 1, and Lux Cellulose\u20103. The effects of the chromatographic parameters such as mobile phase composition and temperature on the separations were investigated and the enantiomers were identified with an optical rotation detector. The enantiomers of these targets could obtain complete separations (resolution factor Rs\u2009&gt;\u20091.5) on Chiralpak IA, Chiralpak IB, Chiralcel OD, Chiralpak AY\u2010H, or Chiracel OJ\u2010H under normal conditions. Chiralcel OJ\u2010H showed the best chiral separation results with <jats:italic>n<\/jats:italic>\u2010hexane as mobile phase and isopropanol (IPA) as modifier. The simultaneous enantiomeric separation of pyriproxyfen and four chiral metabolites was achieved on Chiralcel OJ\u2010H under optimized condition: <jats:italic>n<\/jats:italic>\u2010hexane\/isopropanol\u2009=\u200980\/20, 15\u00b0C, flow rate of 0.8 ml\/min, and UV detection at 230 nm. The enantiomers of pyriproxyfen and the metabolites <jats:bold>A<\/jats:bold>, <jats:bold>C<\/jats:bold>, and <jats:bold>D<\/jats:bold> obtained complete separations on Chiralpak IA, Chiralpak IC, and Lux Cellulose\u20103 under reverse phase using acetonitrile\/water as the mobile phase. The retention factors (k) and selectivity factors (\u03b1) decreased with increasing temperature, and the separations were better under low temperature in most cases. The work is of significance for the investigation of the environmental behaviors of pyriproxyfen on an enantiomeric level. <jats:italic>Chirality 28:245\u2013252, 2016<\/jats:italic>. \u00a9 2016 Wiley Periodicals, Inc.<\/jats:p>","DOI":"10.1002\/chir.22568","type":"journal-article","created":{"date-parts":[[2016,1,16]],"date-time":"2016-01-16T21:56:50Z","timestamp":1452981410000},"page":"245-252","source":"Crossref","is-referenced-by-count":9,"title":["Enantiomeric Separations of Pyriproxyfen and its Six Chiral Metabolites by High\u2010Performance Liquid Chromatography"],"prefix":"10.1002","volume":"28","author":[{"given":"Chuntao","family":"Zhang","sequence":"first","affiliation":[{"name":"Beijing Advanced Innovation Center for Food Nutrition and Human Health, Department of Applied Chemistry China Agricultural University  Beijing People's Republic of China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Hui","family":"Liu","sequence":"additional","affiliation":[{"name":"Beijing Advanced Innovation Center for Food Nutrition and Human Health, Department of Applied Chemistry China Agricultural University  Beijing People's Republic of China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Donghui","family":"Liu","sequence":"additional","affiliation":[{"name":"Beijing Advanced Innovation Center for Food Nutrition and Human Health, Department of Applied Chemistry China Agricultural University  Beijing People's Republic of China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Liying","family":"Wang","sequence":"additional","affiliation":[{"name":"Beijing Advanced Innovation Center for Food Nutrition and Human Health, Department of Applied Chemistry China Agricultural University  Beijing People's Republic of China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Jing","family":"Gao","sequence":"additional","affiliation":[{"name":"Beijing Advanced Innovation Center for Food Nutrition and Human Health, Department of Applied Chemistry China Agricultural University  Beijing People's Republic of China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Zhiqiang","family":"Zhou","sequence":"additional","affiliation":[{"name":"Beijing Advanced Innovation Center for Food Nutrition and Human Health, Department of Applied Chemistry China Agricultural University  Beijing People's Republic of China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Peng","family":"Wang","sequence":"additional","affiliation":[{"name":"Beijing Advanced Innovation Center for Food Nutrition and Human Health, Department of Applied Chemistry China Agricultural University  Beijing People's Republic of China"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2016,1,15]]},"reference":[{"key":"e_1_2_5_2_1","first-page":"40","article-title":"Pesticides pyriproxyfen","volume":"10","author":"Tan HJ","year":"2011","journal-title":"Mod Agrochem"},{"key":"e_1_2_5_3_1","first-page":"139","volume-title":"Technical guidelines for safe application of pesticide","author":"Guo YR","year":"2012"},{"key":"e_1_2_5_4_1","first-page":"18","article-title":"The development of insect growth regulator pyriproxyfen","volume":"19","author":"Xu YM","year":"1997","journal-title":"Pest Transl"},{"key":"e_1_2_5_5_1","volume-title":"Stereoselectivity of pesticides","author":"Ari\u00ebns EJ","year":"1988"},{"key":"e_1_2_5_6_1","first-page":"143","article-title":"Chiral resolution of four racemic pesticides on Chiralpak AS\u2010H chiral column by high performance liquid chromatography","volume":"45","author":"Nie M","year":"2010","journal-title":"J Gansu Agric Univ"},{"key":"e_1_2_5_7_1","doi-asserted-by":"publisher","DOI":"10.1002\/elps.1150180209"},{"key":"e_1_2_5_8_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0021-9673(97)00871-6"},{"key":"e_1_2_5_9_1","first-page":"43","article-title":"Recent advances in enantio separating chiral drugs by CSP of HPLC","volume":"6","author":"Li X","year":"2014","journal-title":"Appl Chem Ind"},{"key":"e_1_2_5_10_1","first-page":"90","article-title":"Hexaconazole by reversed phase HPLC with \u03b2\u2010cyclodextrin as a mobile phase and normal phase HPLC with CDMPC as chiral stationary phase","volume":"6","author":"Yang L","year":"2004","journal-title":"Chin J Pest Sci"},{"key":"e_1_2_5_11_1","doi-asserted-by":"publisher","DOI":"10.1016\/0021-9673(91)85020-G"},{"key":"e_1_2_5_12_1","doi-asserted-by":"publisher","DOI":"10.1002\/jssc.200600255"},{"key":"e_1_2_5_13_1","doi-asserted-by":"publisher","DOI":"10.1584\/jpestics.G10-56"},{"key":"e_1_2_5_14_1","unstructured":"SullivanJ.Environmental fate of pyriproxyfen. 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