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Novel chiral stationary phases based on peptoid combining a quinine/quinidine moiety through a C9-position carbamate group
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
2014-04-01
DOI10.1002/jssc.201301346
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
关键词[WOS]CINCHONA ALKALOIDS ; ANION-EXCHANGERS ; AMINO-ACIDS ; LIQUID-CHROMATOGRAPHY ; QUININE ; ENANTIOSELECTIVITY ; SEPARATIONS ; DERIVATIVES ; RESOLUTION ; RECOGNITION
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.
语种英语
WOS记录号WOS:000334059900006
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被引频次:6[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://cas-ir.dicp.ac.cn/handle/321008/145868
专题中国科学院大连化学物理研究所
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
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GB/T 7714
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.
APA Wu, Haibo,Wang, Dongqiang,Song, Guangjun,Ke, Yanxiong,&Liang, Xinmiao.(2014).Novel chiral stationary phases based on peptoid combining a quinine/quinidine moiety through a C9-position carbamate group.JOURNAL OF SEPARATION SCIENCE,37(8),934-943.
MLA Wu, Haibo,et al."Novel chiral stationary phases based on peptoid combining a quinine/quinidine moiety through a C9-position carbamate group".JOURNAL OF SEPARATION SCIENCE 37.8(2014):934-943.
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