Harada K, Yuan Q, Nakayama M, Sugii A
Faculty of Pharmaceutical Sciences, Kumanoto University, Japan.
J Chromatogr A. 1996 Aug 2;740(2):207-13. doi: 10.1016/0021-9673(96)00128-8.
We prepared three columns containing bovine serum albumin immobilized on silica by different means and the effects of organic modifiers in the eluent on chiral separation were studied using N-substituted amino acids. Adsorption on silica, covalent immobilization to diol-silica with carbonyldiimidazole (CSP-II) and covalent immobilization to amino-silica with glutaraldehyde were studied. CSP-II had the highest stereoselectivity and was the most affected by organic modifiers in the eluent. The hydrophobicity of amino acid moiety affected the chiral recognition of N-benzoylamino acids and the aromaticity of the N-substituted group was important.