Fluorescent Detection of Tadalafil Based on Competitive Host-Guest Interaction Using p-Sulfonated Calix[6]arene Functionalized Graphene
Fluorescent Detection of Tadalafil Based on Competitive Host-Guest Interaction Using p-Sulfonated Calix[6]arene Functionalized Graphene
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DOI：
10.1021/acsami.5b07833
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发表时间：
2015-12-09
影响因子：
9.5
通讯作者：
Li, Can-Peng
中科院分区：
文献类型：
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作者：
Yang, Long;Zhao, Hui;Li, Can-Peng
以罗丹明B（RhB）和磺化杯[6]芳烃功能化的石墨烯（CX 6-Gra）为“报告分子对”，建立了一种基于主客体识别的竞争荧光检测他达拉非的方法。当他达拉非存在于所形成的CX 6-Gra-RhB复合物中时，RhB分子被他达拉非置换，导致“开启”荧光信号。观察到的荧光信号可用于定量检测他达拉非，范围为1.00 - 50.00 μ M，检测限为0.32 μ M（S/N = 3）。通过分子对接研究了他达拉非与CX 6的包合物，结果表明，1：1的主-客体化学计量比具有最低的Δ G值为-7.18 kcal/mol。对接研究表明，主要作用力包括π-π相互作用、静电相互作用和疏水相互作用是形成包合物的原因。阐明了竞争性主客体相互作用的机理。他达拉非/CX 6复合物的结合常数（K）是RhB/CX 6的5倍以上。
A competitive fluorescence method toward tadalafil detection has been developed based on host guest recognition by selecting rhodamine B (RhB) and p-sulfonated calix[6]arene functionalized graphene (CX6-Gra) as the "reporter pair". Upon the presence of tadalafil to the performed CX6-Gra-RhB complex, the RhB molecules are displaced by tadalafil, leading to a "switch-on" fluorescence signal. The observed fluorescence signal can be used for quantitative detection of tadalafil ranging from 1.00 to 50.00 mu M with a detection limit of 0.32 mu M (S/N = 3). The inclusion complex of tadalafil and CX6 was studied by molecular docking and the results indicated that a 1:1 host-guest stoichiometry had the lowest Delta G value of -7.18 kcal/mol. The docking studies demonstrated that the main forces including pi-pi interactions, electrostatic interactions, and hydrophobic interactions should be responsible for the formation of this inclusion compound. The mechanism of the competitive host-guest interaction was clarified. The binding constant (K) of the tadalafil/CX6 complex was more than 5 times greater than that of RhB/CX6.