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Investigation of Peptoid Chiral Stationary Phases Terminated with N '-Substituted Phenyl-L-proline/leucine Amide
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
2012-12-01
DOI10.1002/cjoc.201201041
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
关键词[WOS]PERFORMANCE LIQUID-CHROMATOGRAPHY ; CAPILLARY-ELECTROPHORESIS ; DRUG ENANTIOMERS ; SIDE-CHAINS ; SEPARATION ; CELLULOSE ; ENANTIOSEPARATION ; DERIVATIVES ; RESOLUTION ; SELECTORS
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.
语种英语
WOS记录号WOS:000312942500012
引用统计
被引频次:5[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/321008/143137
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, Sch Pharm, Shanghai 200237, Peoples R China
2.Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Liaoning, Peoples R China
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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.
APA Wu Haibo,Song Guangjun,Liang Xinmiao,&Ke Yanxiong.(2012).Investigation of Peptoid Chiral Stationary Phases Terminated with N '-Substituted Phenyl-L-proline/leucine Amide.CHINESE JOURNAL OF CHEMISTRY,30(12),2791-2797.
MLA Wu Haibo,et al."Investigation of Peptoid Chiral Stationary Phases Terminated with N '-Substituted Phenyl-L-proline/leucine Amide".CHINESE JOURNAL OF CHEMISTRY 30.12(2012):2791-2797.
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