Enantioselective binding of dipeptides using acyclic receptors

被引:23
|
作者
Botana, E
Ongeri, S
Arienzo, R
Demarcus, M
Frey, JG
Piarulli, U
Potenza, D
Gennari, C
Kilburn, JD
机构
[1] Univ Milan, Dipartimento Chim Organ & Ind, CNR, Ctr Studio Sostanze Organ Nat, I-20133 Milan, Italy
[2] Univ Southampton, Dept Chem, Southampton SO17 1BJ, Hants, England
[3] Univ Insubria, Dipartimento Sci Mat Fis & Chim, I-22100 Como, Italy
关键词
D O I
10.1039/b102383g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Novel receptors featuring a 2,6-diamidopyridine 'head' group and bearing sulfonamidopeptide sidearms have been prepared on the solid-phase; one receptor showed high selectivity for N-Cbz-D-Ala-D-AlaOH over its enantiomer N-Cbz-L-Ala-L-AlaOH, but absolute binding constants were relatively weak, which can be understood in terms of receptors which have to unfold, breaking intramolecular hydrogen bonds, in order to accommodate the guests.
引用
收藏
页码:1358 / 1359
页数:2
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