Colorimetric chiral recognition by a molecular sensor

Colorimetric chiral recognition by a molecular sensor
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DOI:
10.1038/382522a0
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发表时间:
1996-08-08
期刊:
影响因子:
64.8
通讯作者:
Kubo, M
Kubo, M
中科院分区:
综合性期刊1区
文献类型:
--
作者:
Kubo, Y;Maeda, S;Kubo, M

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分子(1-7)设计中最紧迫的挑战之一是实现对映体之间的视觉区分。一种简单的监测系统可以区分手性药物的左旋和右旋形式,这在药理学上是非常有用的(8)。实现这一目标的分子传感器需要将对映选择性分子识别事件转化为可识别的颜色变化。在这里,我们描述了一个这样的系统,其中,手性杯芳烃受体的质子转移和构象变化是由识别手性底物引起的,导致附着在杯芳烃结合腔上的两个发色团的光谱位移,因为一个发色团的光谱位移对于底物的一个对映体比另一个对映体更大,结合伴随着可以直观观察到的颜色变化。
ONE of the most pressing challenges in the design of molecular (1-7) is to achieve visual discrimination between enantiomers. A simple monitoring system for distinguishing between the left- and right-handed forms of chiral drugs would be extremely useful in pharmacology(8). A molecular sensor that achieves this would ha, e to translate an enantioselective molecular recognition event into a discernible colour change. Here we describe a system of this sort, in which a proton transfer and conformational change in a chiral calixarene-based receptor brought about by recognition of a chiral substrate cause spectral shifts in two chromophores attached to the binding cavity of the calixarene, Because the spectral shift in one chromophore is greater for one enantiomer of the substrate than for the other, binding is accompanied by a colour change that can be observed visually.