Chromatographic Resolution of a-Amino Acids by (R)-(3,3'-Halogen Substituted-l,l'-binaphthyl)-20-crown-6 Stationary Phase in HPLC
Chromatographic Resolution of a-Amino Acids by (R)-(3,3'-Halogen Substituted-l,l'-binaphthyl)-20-crown-6 Stationary Phase in HPLC作者机构:Department of Chemistry Yunnan Normal University Kunming Yunnan 650500 China Department of Traditional Chinese Medicine Yunnan University of Traditional Chinese Medicine Kunming Yunnan 650500 China
出 版 物:《Chinese Journal of Chemistry》 (中国化学(英文版))
年 卷 期:2017年第35卷第7期
页 面:1037-1042页
核心收录:
学科分类:081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070302[理学-分析化学] 070303[理学-有机化学] 0703[理学-化学]
基 金:This work was supported by the National Natural Science Foundation of China (Nos. 21675141 21165022)
主 题:α-amino acid chiral crown ethers stationary phase high-performance liquid chromatography
摘 要:Three new chiral stationary phases (CSPs) for high-performance liquid chromatography were prepared from R-(3,3'-halogen substituted-1,1'-binaphthyl)-20-crown-6 (halogen=C1, Br and I ). The experimental results showed that R-(3,3'-dibromo-l,l'-binaphthyl)-20-crown-6 (CSP-1) possesses more prominent enantioselectivity than the two other halogen-substituted crown ether derivatives. All twenty-one a-amino acids have different degrees of sep- aration on R-(3,3'-dibromo-l,l'-binaphthyl)-20-crown-6-based CSP-1 at room temperature. The enantioselectivity of CSP-1 is also better than those of some commercial R-(1, 1'-binaphthyl)-20-crown-6 derivatives. Both the separa- tion factors (a) and the resolution (Rs) are better than those of commercial crown ether-based CSPs [CROWNPAK CR(+) from Daicel] under the same conditions for asparagine, threonine, proline, arginine, serine, histidine and va- line, which cannot be separated by commercial CR(+). This study proves the commercial usefulness of the R-(3,3'-dibromo- 1, 1'-binaphthyl)-20-crown-6 chiral stationary phase.