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题名: Novel chiral stationary phases based on peptoid combining a quinine/quinidine moiety through a C9-position carbamate group
作者: Wu, Haibo1;  Wang, Dongqiang1;  Song, Guangjun1;  Ke, Yanxiong1;  Liang, Xinmiao1, 2
关键词: Chiral stationary phases ;  Cinchona alkaloid ;  Enantiomer separation ;  Enantiorecognition ;  Peptoids
刊名: JOURNAL OF SEPARATION SCIENCE
发表日期: 2014-04-01
DOI: 10.1002/jssc.201301346
卷: 37, 期:8, 页:934-943
收录类别: SCI
文章类型: Article
WOS标题词: Science & Technology ;  Physical Sciences
类目[WOS]: Chemistry, Analytical
研究领域[WOS]: Chemistry
英文摘要: By connecting a quinine or quinidine moiety to the peptoid chain through the C9-position carbamate group, we synthesized two new chiral selectors. After immobilizing them onto 3-mercaptopropyl-modified silica gel, two novel chiral stationary phases were prepared. With neutral, acid, and basic chiral compounds as analytes, we evaluated these two stationary phases and compared their chromatographic performance with chiral columns based on quinine tert-butyl carbamate and the previous peptoid. From the resolution of neutral and basic analytes under normal-phase mode, it was found that the new stationary phases exhibited much better enantioselectivity than the quinine tert-butyl carbamate column; the peptoid moiety played an important role in enantiorecognition, which controlled the elution orders of enantiomers; the assisting role of the cinchona alkaloid moieties was observed in some separations. Under acid polar organic phase mode, it was proved that cinchona alkaloid moieties introduced excellent enantiorecognitions for chiral acid compounds; in some separations, the peptoid moiety affected enantioseparations as well. Overall, chiral moieties with specific enantioselectivity were demonstrated to improve the performance of peptoid chiral stationary phase efficiently.
关键词[WOS]: CINCHONA ALKALOIDS ;  ANION-EXCHANGERS ;  AMINO-ACIDS ;  LIQUID-CHROMATOGRAPHY ;  QUININE ;  ENANTIOSELECTIVITY ;  SEPARATIONS ;  DERIVATIVES ;  RESOLUTION ;  RECOGNITION
语种: 英语
WOS记录号: WOS:000334059900006
Citation statistics: 
内容类型: 期刊论文
URI标识: http://cas-ir.dicp.ac.cn/handle/321008/145868
Appears in Collections:中国科学院大连化学物理研究所_期刊论文

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作者单位: 1.E China Univ Sci & Technol, Engn Res Ctr Pharmaceut Proc Chem, Sch Pharm, Minist Educ, Shanghai 200237, Peoples R China
2.Chinese Acad Sci, Dalian Inst Chem Phys, Dalian, Peoples R China

Recommended Citation:
Wu, Haibo,Wang, Dongqiang,Song, Guangjun,et al. Novel chiral stationary phases based on peptoid combining a quinine/quinidine moiety through a C9-position carbamate group[J]. JOURNAL OF SEPARATION SCIENCE,2014,37(8):934-943.
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