期刊
CARBOHYDRATE POLYMERS
卷 218, 期 -, 页码 30-36出版社
ELSEVIER SCI LTD
DOI: 10.1016/j.carbpol.2019.03.052
关键词
Amylose derivatives; Chiral recognition; Enantioseparation; Chiral stationary phase; HPLC
资金
- National Natural Science Foundation of China [51673052, 21474024, 51073046, 51603054]
- Natural Science Foundation of Heilongjiang Province [B2015022]
- Postdoctoral Science Foundation of Heilongjiang Province [LBH-Z15050]
- Daicel Corporation (Tokyo, Japan)
Seven amylose derivatives bearing two regioselective carbamate pendants at 2,3- and 6-positions of a glucose unit were synthesized through protection and deprotection at the 6-position. The chiral recognition abilities of the obtained derivatives were evaluated as the chiral stationary phases (CSPs) for high-performance liquid chromatography (HPLC). Each derivative had its own characteristic recognition ability depending on the arrangement of carbamate pendants at the three positions. The nature, position and number of the substituents on the aromatic moieties of pendants play a significant role on the chiral recognition ability of these derivatives. Most amylose derivatives exhibit good enantioselectivity for the racemates in this study, and those bearing electron-withdrawing para-chlorophenylcarbamates at 2- and 3-positions possessed relatively better chiral recognition than others. Some racemates could be better resolved on the amylose derivatives with different pendants than on Chiralpak AD, one of the most powerful commercially available chiral columns derived from amylose tris(3,5-dimethylphenylcarbamate).
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