Capillary zone electrophoresis study of naphthylethylcarbamoylated beta-cyclodextrins.

Capillary zone electrophoresis study of naphthylethylcarbamoylated beta-cyclodextrins.
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DOI:
10.1021/ac00097a005
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发表时间:
1995
影响因子:
7.4
通讯作者:
K. Gahm;A. Stalcup
K. Gahm;A. Stalcup
中科院分区:
化学1区
文献类型:
--
作者:
K. Gahm;A. Stalcup

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研究了N-(3,5-二硝基苯甲酰基)苯甘氨酸(3,5-DNB-PG)、苯丙氨酸(3,5-DNB-PA)和高苯丙氨酸(3,5-DNB-HPA)在毛细管区带电泳(CZE)中的手性分离。比较了不同位置取代的NEC-β-CD与天然β-CD在CZE中的对映选择性。结果表明:3,5-DNB-L-HPA,473+/-9 M-1;3,5-DNB-D-HPA,460+/-10 M-1;3,5-DNB-L-PA,2 60+/-4 M-1;3,5-DNB-D-PA,161+/-3 M-1;3,5-DNB-D,L-PG,43+/-4 M-1。
Regiospecifically monosubstituted 1-(1-naphthyl)ethylcarbamoylated beta-cyclodextrins (NEC-beta-CDs) were successfully employed as chiral additives in capillary zone electrophoresis (CZE) to achieve chiral separation of N-(3,5-dinitrobenzoyl)phenylglycine (3,5-DNB-PG), phenylalanine (3,5-DNB-PA), and homophenylalanine (3,5-DNB-HPA). The enantioselectivity of the various site-substituted NEC-beta-CDs in CZE was compared with that of native beta-CD. Complexation constants of the three 3,5-DNB amino acids with beta-CD were determined from the CZE results: 3,5-DNB-L-HPA, 473 +/- 9 M-1; 3,5-DNB-D-HPA, 460 +/- 10 M-1; 3,5-DNB-L-PA, 260 +/- 4 M-1; 3,5-DNB-D-PA, 161 +/- 3 M-1; and 3,5-DNB-D, L-PG, 43 +/- 4 M-1.