Interaction of water-soluble calix[4]arene with L-tryptophan studied by fluorescence spectroscopy

Interaction of water-soluble calix[4]arene with L-tryptophan studied by fluorescence spectroscopy
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荧光光谱研究水溶性杯[4]芳烃与L-色氨酸的相互作用

DOI:
10.1016/j.jphotochem.2008.02.002
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发表时间:
2008-06-25
影响因子:
4.3
通讯作者:
Dong, Chuan
Dong, Chuan
中科院分区:
化学3区
文献类型:
--
作者:
Li, Wen Ye;Li, Hui;Dong, Chuan

文献摘要

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采用多种技术研究了水溶性杯[4]芳烃对L-色氨酸(L-try)的络合能力。在不同温度下进行荧光分光光度滴定,以确定稳定常数,以及评估所获得的复合物的热力学参数。定量评估了pH对络合过程的影响。此外,为了获得关于相互作用的结合机制的信息,进行了H-1 NMR研究。分子模拟结果表明,水溶性杯[4]芳烃的空腔中容纳了部分L-氨基酸,而L-色氨酸的脂肪链则突出于空腔之外。根据实验数据,建立了配合物的缔合过程。水溶性杯[4]芳烃能够调节其构象以适应芳香族L-色氨酸的大小,氨基酸的苯环进入杯[4]芳烃的疏水空腔。(C)2008 Elsevier B. V.保留所有权利。
The complexing ability of water-soluble calix[4]arene for L-tryptophan (L-try) was investigated by a variety of techniques. The spectrofluorometry titrations were performed at different temperatures to determine stability constants, as well as to evaluate the thermodynamic parameters of the obtained complex. The effect of pH on the complexation process was quantitatively assessed. Moreover, to obtain information about the binding mechanism of the interaction, H-1 NMR studies were carried out. Molecular modeling showed that water-soluble calix[4]arene accommodated part of L-amino acid in its cavity meanwhile the aliphatic chain of L-tryptophan stuck out of the cavity. Based on the experiment data, the association process of complexes was established. The water-soluble calix[4]arene was found to be able to adjust its conformation to fit the size of aromatic L-tryptophan, and the benzene ring of amino acid penetrated into the hydrophobic cavity of calix[4]arene. (C) 2008 Elsevier B.V. All rights reserved.