A high-performance chiral selector derived from chitosan (p-methylbenzylurea) for efficient enantiomer separation
文献类型：期刊论文
| 作者 | Tang, Sheng1; Mei, Xiaomeng1; Chen, Wei1; Huang, Shao-Hua2 ; Bai, Zheng-Wu1
|
| 刊名 | TALANTA
 |
| 出版日期 | 2018-08-01 |
| 卷号 | 185页码:42-52 |
| 关键词 | Chitin Chitosan Polysaccharide Chiral Stationary Phase Enantiomer Separation |
| ISSN号 | 0039-9140 |
| DOI | 10.1016/j.talanta.2018.03.048 |
| 文献子类 | Article |
| 英文摘要 | N-Methoxycarbonyl chitosan was prepared by selectively modifying the amino group at the 2-position of chitosan with methyl chloroformate, which was further functionalized with p-methylbenzylamine to produce chitosan (p-methylbenzylurea). Then, the hydroxyl groups at the 3- and 6-positions of the glucose skeleton were modified with various phenyl isocyanates, affording a series of chitosan 3,6-bis(arylcarbamate)-2-(p-methylbenzylurea)s, which were characterized and proposed as chiral selectors for enantiomer separation. Nineteen racemates, most of which are drugs or intermediates for drugs, were selected as the model analytes to evaluate the enantioseparation performance. The structure-performance relationship of the chiral selectors was investigated in detail. It was found that the methyl-substituted chiral selectors possessed more preferable enantioseparation performance compared with the chloro-substituted ones, and the chiral selectors containing a methyl substituent at the 4-position of the benzene ring showed the best chiral recognition and separation ability with 17 racemates being recognized and 13 racemates being baseline separated. The prepared chiral separation materials derived from these chiral selectors exhibited favorable solvent tolerance towards ethyl acetate, acetone, chloroform and a low proportion of tetrahydrofuran in normal phase. To sum up, this work provided a useful reference for the design and preparation of high-performance chiral separation materials for efficient enantiomer separation. |
| WOS关键词 | LIQUID-CHROMATOGRAPHIC ENANTIOSEPARATION ; PHASE MICROEXTRACTION TECHNIQUES ; STATIONARY PHASES ; CARBAMATE DERIVATIVES ; AUTOMATION ; AMYLOSE ; SILICA ; UREA)S ; HPLC |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:000433656200007 |
| 出版者 | ELSEVIER SCIENCE BV |
| 资助机构 | National Natural Science Foundation of China(51373127) ; Natural Science Foundation of Hubei Province(2017CFB220) |
| 源URL | [http://ir.qibebt.ac.cn/handle/337004/11453]  |
| 专题 | 中国科学院青岛生物能源与过程研究所 |
| 通讯作者 | Bai, Zheng-Wu |
| 作者单位 | 1.Wuhan Inst Technol, Sch Chem & Environm Engn, Wuhan 430205, Hubei, Peoples R China 2.Chinese Acad Sci, Qingdao Inst Bioenergy & Bioproc Technol, Key Lab Biobased Mat, Qingdao 266101, Peoples R China |
| 推荐引用方式 GB/T 7714 | Tang, Sheng,Mei, Xiaomeng,Chen, Wei,et al. A high-performance chiral selector derived from chitosan (p-methylbenzylurea) for efficient enantiomer separation[J]. TALANTA,2018,185:42-52. |
| APA | Tang, Sheng,Mei, Xiaomeng,Chen, Wei,Huang, Shao-Hua,&Bai, Zheng-Wu.(2018).A high-performance chiral selector derived from chitosan (p-methylbenzylurea) for efficient enantiomer separation.TALANTA,185,42-52. |
| MLA | Tang, Sheng,et al."A high-performance chiral selector derived from chitosan (p-methylbenzylurea) for efficient enantiomer separation".TALANTA 185(2018):42-52. |
入库方式： OAI收割
来源：青岛生物能源与过程研究所
浏览0
下载0
收藏0
其他版本
除非特别说明，本系统中所有内容都受版权保护，并保留所有权利。