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

A bis(β-cyclodextrin)-fullerene conjugate (3) linked at the secondary hydroxyl side was prepared in a good...

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Bibliographic Details
Main Authors: Liu, Yu, Liang, Peng, Chen, Yong, Zhao, Yanli, Ding, Fei, Yu, Ao
Format: Article
Published: 2011
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Online Access:https://hdl.handle.net/10356/101875
http://hdl.handle.net/10220/6997
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Institution: Nanyang Technological University
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Summary:A bis(β-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(β-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(β-cyclodextrin)-fullerene conjugate displayed an intramolecular capsuletype conformation in aqueous solution. Because of the multiple binding of bis(β-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.