Cavity effects on the enantioselectivity of chiral amido[4]resorcinarene stereoisomers

被引:32
作者
Botta, B
Subissati, D
Tafi, A
Delle Monache, G
Filippi, A
Speranza, M
机构
[1] Univ Roma La Sapienza, Dipartimento Chim & Tecnol Sostanze Biologicament, I-00185 Rome, Italy
[2] Univ Siena, Dipartimento Farm Chim Tecnol, I-53100 Siena, Italy
[3] Univ Cattolica Sacro Cuore, Ist Chim Riconoscimento Mol, I-00168 Rome, Italy
关键词
enantioselectivity; enzyme models; host-guest systems; kinetics; macrocycles;
D O I
10.1002/anie.200460663
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The dramatic effects of the size and hydrophilic/hydrophobic properties of cavities on the intrinsic reaction kinetics and dynamics is shown by the gas-phase reaction of (R)-(-)-2-butylamine and complexes of stereoisomeric amido[4]resorcinarene hosts with aromatic amino acids. The graph shows the kinetic plots of the base-induced loss of L-Phe (green), L-Tyr (red), and L-dopa (blue).
引用
收藏
页码:4767 / 4770
页数:4
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