{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,15]],"date-time":"2026-09-15T05:53:14Z","timestamp":1789451594805,"version":"build-2803163510"},"reference-count":16,"publisher":"Wiley","issue":"10","license":[{"start":{"date-parts":[[2008,11,12]],"date-time":"2008-11-12T00:00:00Z","timestamp":1226448000000},"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":[[2009,11]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Liquid chromatographic enantiomer separation of several <jats:italic>N<\/jats:italic>\u2010benzyloxycarbonyl (CBZ) and <jats:italic>N<\/jats:italic>\u2010<jats:italic>tert<\/jats:italic>\u2010butoxycarbonyl (BOC) \u03b1\u2010amino acids and their corresponding ethyl esters was performed on covalently immobilized chiral stationary phases (CSPs) (Chiralpak IA and Chiralpak IB) and coated\u2010type CSPs (Chiralpak AD and Chiralcel OD) based on polysaccharide derivatives. The solvent versatility of the covalently immobilized CSPs in enantiomer separation of <jats:italic>N<\/jats:italic>\u2010CBZ and BOC\u2010\u03b1\u2010amino acids and their ester derivatives was shown and the chromatographic parameters of their enantioselectivities and resolution factors were greatly influenced by the nature of the mobile phase. In general, standard mobile phases using 2\u2010propanol and hexane on Chiralpak IA showed fairly good enantioselectivities for resolution of <jats:italic>N<\/jats:italic>\u2010CBZ and BOC\u2010\u03b1\u2010amino acids and their esters. However, 50% MTBE\/hexane (v\/v) for resolution of <jats:italic>N<\/jats:italic>\u2010CBZ\u2010\u03b1\u2010amino acids ethyl esters and 20% THF\/hexane (v\/v) for resolution of <jats:italic>N<\/jats:italic>\u2010BOC\u2010\u03b1\u2010amino acids ethyl esters afforded the greatest enantioselectivities on Chiralpak IA. Also, liquid chromatographic comparisons of the enantiomer resolution of these analytes were made on amylose tris(3,5\u2010dimethylphenylcarbamate)\u2010derived CSPs (Chiralpak IA and Chiralpak AD) and cellulose tris(3,5\u2010dimethylphenylcarbamate)\u2010derived CSPs (Chiralpak IB and Chiralcel OD). Chiralpak AD and\/or Chiralcel OD showed the highest enantioselectivities for resolution of <jats:italic>N<\/jats:italic>\u2010CBZ\u2010\u03b1\u2010amino acids and esters, while Chiralpak AD or Chiralpak IA showed the highest resolution of <jats:italic>N<\/jats:italic>\u2010BOC\u2010\u03b1\u2010amino acids and esters. Chirality 2009. \u00a9 2008 Wiley\u2010Liss, Inc.<\/jats:p>","DOI":"10.1002\/chir.20680","type":"journal-article","created":{"date-parts":[[2008,11,13]],"date-time":"2008-11-13T02:35:54Z","timestamp":1226543754000},"page":"871-877","source":"Crossref","is-referenced-by-count":33,"title":["Comparative studies between covalently immobilized and coated chiral stationary phases based on polysaccharide derivatives for enantiomer separation of <i>N<\/i>\u2010protected \u03b1\u2010amino acids and their ester derivatives"],"prefix":"10.1002","volume":"21","author":[{"given":"Jing Yu","family":"Jin","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Su Kyoung","family":"Bae","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Wonjae","family":"Lee","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2008,11,12]]},"reference":[{"key":"e_1_2_1_2_2","volume-title":"Chirotechnology: industrial synthesis of optically active compounds","author":"Sheldon RA","year":"1993"},{"key":"e_1_2_1_3_2","doi-asserted-by":"crossref","DOI":"10.1007\/978-3-642-96835-8","volume-title":"The practice of peptide synthesis","author":"Bodansky M","year":"1984"},{"key":"e_1_2_1_4_2","doi-asserted-by":"publisher","DOI":"10.1002\/0471220574"},{"key":"e_1_2_1_5_2","volume-title":"Application guide for chiral HPLC selection"},{"key":"e_1_2_1_6_2","doi-asserted-by":"publisher","DOI":"10.1016\/0021-9673(94)80539-3"},{"key":"e_1_2_1_7_2","doi-asserted-by":"publisher","DOI":"10.1021\/ac960002v"},{"key":"e_1_2_1_8_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0021-9673(97)01004-2"},{"key":"e_1_2_1_9_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0731-7085(01)00568-4"},{"key":"e_1_2_1_10_2","doi-asserted-by":"publisher","DOI":"10.1002\/jssc.200500372"},{"key":"e_1_2_1_11_2","doi-asserted-by":"publisher","DOI":"10.1002\/jssc.200600357"},{"key":"e_1_2_1_12_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.chroma.2005.03.116"},{"key":"e_1_2_1_13_2","doi-asserted-by":"publisher","DOI":"10.5012\/bkcs.2005.26.7.1132"},{"key":"e_1_2_1_14_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.talanta.2005.04.050"},{"key":"e_1_2_1_15_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.aca.2005.10.017"},{"key":"e_1_2_1_16_2","doi-asserted-by":"publisher","DOI":"10.1002\/jssc.200600006"},{"key":"e_1_2_1_17_2","doi-asserted-by":"publisher","DOI":"10.1080\/10826070601034170"}],"container-title":["Chirality"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.wiley.com\/onlinelibrary\/tdm\/v1\/articles\/10.1002%2Fchir.20680","content-type":"unspecified","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/chir.20680","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2023,11,13]],"date-time":"2023-11-13T23:09:38Z","timestamp":1699916978000},"score":1,"resource":{"primary":{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/10.1002\/chir.20680"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2008,11,12]]},"references-count":16,"journal-issue":{"issue":"10","published-print":{"date-parts":[[2009,11]]}},"alternative-id":["10.1002\/chir.20680"],"URL":"https:\/\/doi.org\/10.1002\/chir.20680","archive":["Portico"],"relation":{},"ISSN":["0899-0042","1520-636X"],"issn-type":[{"value":"0899-0042","type":"print"},{"value":"1520-636X","type":"electronic"}],"subject":[],"published":{"date-parts":[[2008,11,12]]}}}