期刊文献+

超分子体系中的分子识别研究(一)——有机硒修饰β-环糊精的合成及其与L-和D-色氨酸的包结配位作用 被引量:12

Mpolecular Rexognigion Studies on Supram olecular Systems()——Syntheses of Organoselenium Modified β-Cyclodextrins and Their Inclusion Complexation with L- and D-Tryptophan
下载PDF
导出
摘要 Mono(2-phenylseleno-2-deoxy)-β-cyclodextrin(2) and mono[2-(p-methoxyphenylseleno)-2-deoxy]-β-cyclodextrin(4), were newly synthesized and characterized by combustion analyses, IR, 1H NMR and 13 C NMR. Spectrofluorometric titrations have been performed in aqueous phosphate buffer solution(pH 7.20, 0.1 mol/L) at 25 ℃ to give the complex K S and -ΔG° for the stoichiometric 1∶1 inclusion complexation of mono(6-phenylseleno-6-deoxy)-β-cyclodextrin(1), mono[6-(p-methoxyphenylseleno)-6-deoxy]-β-cyclodextrin(3) and the novel cyclodextrin derivatives 2 and 4 with L- and D-tryptophan. The molecular binding ability and selectivity for L- and D-tryptophan of modified β-cyclodextrins(14) are discussed from the size/shape-fit and geometrical complement relationships between the host cavity and the guest molecule. The results obtained indicate that van der Waals force and hydrophobic interactions dominate the complexation of 1—4 and the aromatic substituents introduced extend the original hydrophobicity of cavity and the molecular binding ability, but reduce the enantioselectivity for L/D-tryptophan guests. Mono(2-phenylseleno-2-deoxy)-β-cyclodextrin(2) and mono[2-(p-methoxyphenylseleno)-2-deoxy]-β-cyclodextrin(4), were newly synthesized and characterized by combustion analyses, IR, 1H NMR and 13 C NMR. Spectrofluorometric titrations have been performed in aqueous phosphate buffer solution(pH 7.20, 0.1 mol/L) at 25 ℃ to give the complex K S and -ΔG° for the stoichiometric 1∶1 inclusion complexation of mono(6-phenylseleno-6-deoxy)-β-cyclodextrin(1), mono[6-(p-methoxyphenylseleno)-6-deoxy]-β-cyclodextrin(3) and the novel cyclodextrin derivatives 2 and 4 with L- and D-tryptophan. The molecular binding ability and selectivity for L- and D-tryptophan of modified β-cyclodextrins(1_4) are discussed from the size/shape-fit and geometrical complement relationships between the host cavity and the guest molecule. The results obtained indicate that van der Waals force and hydrophobic interactions dominate the complexation of 1—4 and the aromatic substituents introduced extend the original hydrophobicity of cavity and the molecular binding ability, but reduce the enantioselectivity for L/D-tryptophan guests.
作者 尤长城 刘育
机构地区 南开大学化学系
出处 《高等学校化学学报》 SCIE EI CAS CSCD 北大核心 2000年第2期249-251,共3页 Chemical Journal of Chinese Universities
基金 国家杰出青年科学基金!(批准号:29625203) 天津市自然科学基金!(批准号:29672021和973602211)资助
关键词 环糊精 超分子配合物 手性识别 色氨酸 合成 Modified cyclodextrin Supramolecular complex Chiral recognition Tryptophan
  • 相关文献

参考文献6

二级参考文献2

共引文献29

同被引文献143

引证文献12

二级引证文献53

相关作者

内容加载中请稍等...

相关机构

内容加载中请稍等...

相关主题

内容加载中请稍等...

浏览历史

内容加载中请稍等...
;
使用帮助 返回顶部