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题名: Investigation of Peptoid Chiral Stationary Phases Terminated with N '-Substituted Phenyl-L-proline/leucine Amide
作者: Wu Haibo1;  Song Guangjun1;  Liang Xinmiao1, 2;  Ke Yanxiong1
关键词: chiral stationary phase ;  peptoid ;  enantiomeric separation ;  proline amide ;  leucine amide
刊名: CHINESE JOURNAL OF CHEMISTRY
发表日期: 2012-12-01
DOI: 10.1002/cjoc.201201041
卷: 30, 期:12, 页:2791-2797
收录类别: SCI
文章类型: Article
WOS标题词: Science & Technology ;  Physical Sciences
类目[WOS]: Chemistry, Multidisciplinary
研究领域[WOS]: Chemistry
英文摘要: Eight peptoid chiral stationary phases (CSPs) terminated with N'-substituted phenyl-L-proline or L-leucine amide were prepared and evaluated under normal phase mode. With 59 racemic analytes, we compared the enantiomeric separations on CSPs terminated with p-methylphenyl, p-chlorophenyl and unsubstituted phenyl. For short peptoid selectors containing only one S-N-(1-phenylethyl) glycine (Nspe) unit, the terminal p-methyl substituent did not affect chiral recognition abilities significantly. In L-proline amide terminated CSPs, p-chloro substituent resulted in obviously inferior selectivity while in L-leucine amide terminated CSPs, it worked much better. Longer peptoid selectors containing two more Nspe units generally performed much better than the shorter ones, due to the great contributions of peptoid chain to chiral recognition. Meanwhile, the effects of the terminal substituent on selectivity were found changed on these CSPs. For CSPs terminated with L-leucine amide, the terminal p-chloro substituent in longer selector no longer produced the best recognition ability; the CSP with unsubstituted phenyl instead performed best. Comparison of these peptoid CSPs varied in terminal substituents and chain length was conducted to gain a better understanding of the chiral recognition mechanism of this type CSP and promote the development of more useful CSPs.
关键词[WOS]: PERFORMANCE LIQUID-CHROMATOGRAPHY ;  CAPILLARY-ELECTROPHORESIS ;  DRUG ENANTIOMERS ;  SIDE-CHAINS ;  SEPARATION ;  CELLULOSE ;  ENANTIOSEPARATION ;  DERIVATIVES ;  RESOLUTION ;  SELECTORS
语种: 英语
WOS记录号: WOS:000312942500012
Citation statistics: 
内容类型: 期刊论文
URI标识: http://cas-ir.dicp.ac.cn/handle/321008/143137
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, Sch Pharm, Shanghai 200237, Peoples R China
2.Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Liaoning, Peoples R China

Recommended Citation:
Wu Haibo,Song Guangjun,Liang Xinmiao,et al. Investigation of Peptoid Chiral Stationary Phases Terminated with N '-Substituted Phenyl-L-proline/leucine Amide[J]. CHINESE JOURNAL OF CHEMISTRY,2012,30(12):2791-2797.
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