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2,2'-桥联双(β-环糊精)及其水溶性富勒烯共轭物对生化底物的荧光传感和选择性结合的分光光度研究。

Spectrophotometric study of fluorescence sensing and selective binding of biochemical substrates by 2,2'-bridged bis(beta-cyclodextrin) and its water-soluble fullerene conjugate.

作者信息

Liu Yu, Liang Peng, Chen Yong, Zhao Yan-Li, Ding Fei, Yu Ao

机构信息

Department of Chemistry, State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, P. R. China.

出版信息

J Phys Chem B. 2005 Dec 15;109(49):23739-44. doi: 10.1021/jp0527507.

DOI:10.1021/jp0527507
PMID:16375355
Abstract

A bis(beta-cyclodextrin)-fullerene conjugate (3) linked at the secondary hydroxyl side was prepared in a good yield from its precursor N,N'-bis(2-(2-aminoethylamino)ethyl)malonamide-bridged bis(beta-cyclodextrin) (2). Spectrophotomeric studies on the conformation and the inclusion complexation behavior of 3 with a variety of organic and biochemical substrates by means of UV-vis, FT-IR, NMR, fluorescence, and circular dichroism spectroscopy showed that the bis(beta-cyclodextrin)-fullerene conjugate displayed an intramolecular capsule-type conformation in aqueous solution. Because of the multiple binding of bis(beta-cyclodextrin) with substrates, 2 can act as an efficient fluorescence sensor for biochemical substrates, while its fullerene conjugate 3 displays a capability of cleaving DNA under visible-light irradiation.

摘要

通过其前体N,N'-双(2-(2-氨基乙氨基)乙基)丙二酰胺桥连的双(β-环糊精)(2)以良好的产率制备了在仲羟基侧连接的双(β-环糊精)-富勒烯共轭物(3)。通过紫外可见光谱、傅里叶变换红外光谱、核磁共振光谱、荧光光谱和圆二色光谱对3与多种有机和生化底物的构象和包合络合行为进行的分光光度研究表明,双(β-环糊精)-富勒烯共轭物在水溶液中呈现分子内胶囊型构象。由于双(β-环糊精)与底物的多重结合,2可以作为生化底物的高效荧光传感器,而其富勒烯共轭物3在可见光照射下具有切割DNA的能力。

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