COORDINATION PROPERTIES OF 6-DEOXY-6-[1-(2-AMINO) ETHYLAMINO]-BETA-CYCLODEXTRIN AND THE ABILITY OF ITS COPPER(II) COMPLEX TO RECOGNIZE AND SEPARATE AMINO-ACID ENANTIOMERIC PAIRS

被引:63
作者
BONOMO, RP
CUCINOTTA, V
DALLESSANDRO, F
IMPELLIZZERI, G
MACCARRONE, G
RIZZARELLI, E
机构
[1] UNIV CATANIA,DIPARTIMENTO SCI CHIM,V A DORIA 8,I-95125 CATANIA,ITALY
[2] CNR,IST STUDIO SOSTANZE NAT INTERESSE ALIMENTARE & CHIMICOFARMACEUT,I-95125 CATANIA,ITALY
来源
JOURNAL OF INCLUSION PHENOMENA AND MOLECULAR RECOGNITION IN CHEMISTRY | 1993年 / 15卷 / 02期
关键词
COPPER(II) COMPLEX; FUNCTIONALIZED CYCLODEXTRIN; LEC;
D O I
10.1007/BF00710226
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The functionalized cyclodextrin 6-deoxy-6-[1-(2-amino)ethylamino]-beta-cyclodextrin was synthesized, and an NMR, EPR, pH-metric, and calorimetric investigation was carried out in aqueous solution in order to ascertain its behaviour towards protonation and copper(II) complex formation. The thermodynamic parameters of the ternary complex formation with alanine, phenylalanine and tryptophan enantiomeric pairs were also determined (25-degrees-C and I = 0.1 mol dm- 3). No thermodynamic enantioselectivity was observed in these systems, while a chiral, though poor, discrimination was observed in LEC: c.d. spectra also show enantiomeric stereoselectivity. The results of the present investigation, compared with previously reported results, suggest the occurrence of a cis-complex reversible trans-complex equilibrium in such systems.
引用
收藏
页码:167 / 180
页数:14
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