Synthesis and binding properties of carboxylphenyl-modified calix[4]arenes and cytochrome c.
Synthesis and binding properties of carboxylphenyl-modified calix[4]arenes and cytochrome c.
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DOI：
10.1016/j.talanta.2009.03.007
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发表时间：
2009-06
期刊：
影响因子：
6.1
通讯作者：
Wenting An;Y. Jiao;X. Sun;Xiao Ling Zhang;C. Dong;S. Shuang;P. Xia;M. Wong
中科院分区：
文献类型：
--
作者：
Wenting An;Y. Jiao;X. Sun;Xiao Ling Zhang;C. Dong;S. Shuang;P. Xia;M. Wong
Two novel carboxylphenyl-modified calix[4]arenes, tetrakis-carboxylphenylcalix[4]arene (TCPC) and 1,3-bis-carboxylphenylcalix[4]arene (BCPC), as well as a corresponding analogue for comparison, tetrakis-phenylcalix[4]arene (TPC), have been synthesized by palladium-catalyzed Suzuki cross-coupling of arylboronic acid and tetrabromocalix[4]arene as a key step. The binding properties of these calix[4]arene derivatives with bovine heart cytochrome c (cyt c) in dimethylformamide (DMF) was investigated by fluorescence spectroscopy. The binding affinity in the order of TCPC>BCPC≫TPC reflects a clear dependence on the number of carboxyl ligating groups attached onto a receptor and suggests the electrostatic force may be the predominant factor driving the complexing process. The stable 1:1 complexes of TCPC and BCPC with cyt c were evidenced with the binding constants of 3.15×106and 5.85×105Lmol−1, respectively. Due to a large overlap between the emission spectrum of TCPC and the absorption spectrum of cyt c, and a short interaction distance (estimated to be 5.6nm) between them, the fluorescence quenching of TCPC upon complexation with cyt c is attributed to an efficient energy transfer.
