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基于杯[4]芳烃的对N-乙酰基-天冬氨酸盐对映选择性识别的荧光传感器
引用本文:卿光焱 陈芝红 王凤 杨洗 孟令芝 何永炳. 基于杯[4]芳烃的对N-乙酰基-天冬氨酸盐对映选择性识别的荧光传感器[J]. 中国化学, 2008, 26(4): 721-728. DOI: 10.1002/cjoc.200890135
作者姓名:卿光焱 陈芝红 王凤 杨洗 孟令芝 何永炳
作者单位:武汉大学化学系,武汉 430072
摘    要:
合成了携带有丹磺酰基荧光团和(1R,2R)- 或(1S,2S)-1,2-二苯基乙二胺键合单元的双臂杯[4]芳烃手性阴离子受体(1和2)。通过荧光光谱检测了受体对手性氨基酸阴离子的键和能力。非线型曲线拟合的结果表明受体(1或2)与N-乙酰基-L或D-天冬氨酸盐通过多重氢键的相互作用形成了1:1的络合物。并且展现了对N-乙酰基天冬氨酸盐对映体良好的对映选择性的荧光识别(受体1: Kass(D)/ Kass(L)=6.74;受体2: Kass(L)/ Kass (D)=6.48)。明显不同的荧光响应说明受体1和2能被用作为对N-乙酰基天冬氨酸盐的荧光化学传感器。

关 键 词:对映选择性识别  杯芳烃   N-乙酰天冬氨酸盐  荧光传感器
收稿时间:2007-08-15
修稿时间:2007-11-22

Calix[4]arene‐Based Enantioselective Fluorescent Sensors for the Recognition of N‐Acetyl‐aspartate
Guang‐Yan QING,Zhi‐Hong CHEN,Feng WANG,Xi YANG,Ling‐Zhi MENG,Yong‐Bing HE. Calix[4]arene‐Based Enantioselective Fluorescent Sensors for the Recognition of N‐Acetyl‐aspartate[J]. Chinese Journal of Chemistry, 2008, 26(4): 721-728. DOI: 10.1002/cjoc.200890135
Authors:Guang‐Yan QING  Zhi‐Hong CHEN  Feng WANG  Xi YANG  Ling‐Zhi MENG  Yong‐Bing HE
Affiliation:1. Department of Chemistry, Wuhan University, Wuhan, Hubei 430072, China;2. Tel.: 0086‐027‐87219004;3. Fax: 0086‐027‐68754067
Abstract:
Two‐armed chiral anion receptors ( 1 and 2 ), calix[4]arenes bearing dansyl fluorophore and (1R,2R)‐ or (1S,2S)‐1,2‐diphenylethylenediamine binding sites, were prepared and examined for their chiral amino acid anion binding abilities by the fluorescence spectra in dimethylsulfoxide (DMSO). The results of non‐linear curve fitting indicate that 1 or 2 forms a 1:1 stoichiometry complex with N‐acetyl‐L‐ or D‐aspartate by multiple hydrogen bonding interactions, exhibiting good enantioselective fluorescent recognition for the enantiomers of N‐acetyl‐aspartate, [receptor 1 :Kass(D)/Kass(L)=6.74; receptor 2 :Kass(L)/Kass(D)=6.48]. The clear fluorescent response difference indicates that receptors 1 and 2 could be used as a fluorescent chemosensor for N‐Acetyl‐aspartate.
Keywords:enantioselective recognition  calixarene  N‐acetyl‐aspartate  fluorescent sensor
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