Chiral recognition of amino acids and dipeptides by a water-soluble zinc porphyrin

被引:72
作者
Imai, H [1 ]
Munakata, H [1 ]
Uemori, Y [1 ]
Sakura, N [1 ]
机构
[1] Hokuriku Univ, Fac Pharmaceut Sci, Kanazawa, Ishikawa 9201181, Japan
关键词
D O I
10.1021/ic0302837
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A chiral water-soluble zinc porphyrin was optically resolved on a chiral HPLC column, and the binding of chiral amino acids and peptides to each of the enantiomers was examined spectrophotometrically in basic aqueous solution. The binding data apparently indicated that the zinc porphyrin has chiral selectivity for amino acids and dipeptides. This was reasonably explained in terms of the triple cooperation of coordination, Coulomb, and steric interactions of the chiral amino carboxylates with the porphyrin. A compensatory relationship among the thermodynamic parameters for chiral recognition was also shown.
引用
收藏
页码:1211 / 1213
页数:3
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