| 基于杯[4]芳烃和S-联萘酚的荧光传感器的合成及其对N-Boc保护谷氨酸阴离子的对应选择性识别性能研究 |
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| 引用本文： | 胡晨光 黄小欢 陈芝红 何永炳. 基于杯[4]芳烃和S-联萘酚的荧光传感器的合成及其对N-Boc保护谷氨酸阴离子的对应选择性识别性能研究[J]. 中国化学, 2009, 27(1): 157-162. DOI: 10.1002/cjoc.200990009 |
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| 作者姓名： | 胡晨光 黄小欢 陈芝红 何永炳 |
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| 作者单位： | （武汉大学化学系 湖北武汉 430072） |
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| 摘 要： | 合成了一种基于杯[4]芳烃和S-联萘酚单元的新型手性大环受体4，并用荧光光谱和核磁氢谱研究了该受体与阴离子的键合性质。非线性曲线拟合结果表明受体4与N-Boc保护L-和D-谷氨酸阴离子都能通过多重氢键形成1:1的络合物，而且对N-Boc保护谷氨酸阴离子对映体显示了较好的对应选择性识别性能（Kass(L) / Kass(D) = 4.65）。不同的荧光响应表明受体4可以用作N-Boc保护谷氨酸阴离子的对应选择性的荧光化学传感器。
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| 关 键 词： | 手性 杯芳烃 N-Boc保护谷氨酸 荧光传感器 |
| 收稿时间： | 2008-04-25 |
| 修稿时间： | 2008-08-05 |
Enantioselective Fluorescent Sensor Based on Calix[4]arene and S‐Binol for the Recognition of N‐Boc‐glutamate |
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| Chenguang HU,Xiaohuan HUANG,Zhihong CHEN,Yongbing HE. Enantioselective Fluorescent Sensor Based on Calix[4]arene and S‐Binol for the Recognition of N‐Boc‐glutamate[J]. Chinese Journal of Chemistry, 2009, 27(1): 157-162. DOI: 10.1002/cjoc.200990009 |
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| Authors: | Chenguang HU Xiaohuan HUANG Zhihong CHEN Yongbing HE |
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| Affiliation: | 1. Department of Chemistry, Wuhan University, Wuhan, Hubei 430072, China;2. Tel.: 0086‐027‐87219004;3. Fax: 0086‐027‐68754067 |
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| Abstract: | A new chiral macrocyclic receptor 4 based on calix[4]arene and S‐binol units was synthesized. The binding properties for anions were examined by fluorescence and 1H NMR spectra. The results of non‐linear curve fitting indicated that the receptor 4 formed a 1:1 stoichiometry complex with N‐Boc‐L‐ or D‐glutamate by multiple hydrogen bonding interactions, exhibiting a good enantioselective fluorescent recognition for the enantiomers of N‐Boc‐glutamate. The enantioselectivity: Kass(L)/Kass(D)=4.65. The different fluorescent response indicates that the receptor 4 could be used as a fluorescent chemosensor for N‐Boc‐glutamate. |
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| Keywords: | chirality calixarene N‐Boc‐glutamate fluorescent sensor |
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