Galaverna G, Corradini R, Dossena A, Marchelli R, Vecchio G
Dipartimento di Chimica Organica e Industriale, Università di Parma, Italy.
Electrophoresis. 1997 Jun;18(6):905-11. doi: 10.1002/elps.1150180609.
Two novel monosubstituted beta-cyclodextrins (CD) bearing the histamine moiety linked to the upper CD rim, either through the amino group or the imidazole nitrogen 1N, CD-hm and CD-mh, were successfully used as chiral selectors in capillary electrophoresis for the enantiomeric discrimination of dansyl (Dns)-amino acids. Good results were obtained by using low concentrations of the selectors (1-3 mM). The effect of pH on the chiral discrimination was studied in order to modulate the number and the position of the positive charges. By increasing the pH from 5 to 7.5, chiral discrimination decreased along with the deprotonation of the imidazolyl moiety. Inversion of the migration order was observed with the two CDs, depending on the relative position of the charged moieties on the upper rim. Ion pair interaction coupled to inclusion complexation seems to account for the discrimination process. The effects of the temperature, CD concentration and capillary length on chiral resolution were also examined.
两种新型的单取代β-环糊精（CD），即CD-hm和CD-mh，成功用作毛细管电泳中的手性选择剂，用于丹磺酰基（Dns）-氨基酸的对映体拆分。组胺部分通过氨基或咪唑氮1N连接到CD上缘。使用低浓度的选择剂（1-3 mM）可获得良好的结果。研究了pH对手性拆分的影响，以调节正电荷的数量和位置。随着pH从5增加到7.5，手性拆分能力下降，同时咪唑基部分发生去质子化。观察到两种CD的迁移顺序相反，这取决于上缘带电部分的相对位置。离子对相互作用与包合络合似乎共同构成了拆分过程。还研究了温度、CD浓度和毛细管长度对手性拆分的影响。
