One Molecular Probe with Opposite Enantioselective Fluorescence Enhancement at Two Distinct Emissions
One Molecular Probe with Opposite Enantioselective Fluorescence Enhancement at Two Distinct Emissions
复制标题
一种分子探针在两种不同的发射下具有相反的对映选择性荧光增强
DOI：
10.1021/acs.orglett.3c00692
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发表时间：
2023
期刊：
影响因子：
5.2
通讯作者：
Pu, Lin
中科院分区：
文献类型：
--
作者：
Mao, Yifan;Thomae, Evan;Davis, Stephanie;Wang, Chengyang;Li, Yichen;Pu, Lin
发现手性底物的一种对映异构体在一个发射信号（λ1= 517 nm）处能极大地增强一种分子探针的荧光，而底物的相反对映异构体在明显不同的发射信号（λ2= 575 nm）处能极大地增强同一种分子探针的荧光。该探针由1，1 ′-联萘基手性二醛组成，在弱酸性条件下与Zn 2+结合，对组氨酸显示化学选择性和对映选择性荧光响应。相反的对映体选择性的荧光响应的探针在两个发射允许它被用来确定浓度和对映体组合物的基板使用一个单一的探针。机理研究揭示了两个非常不同的反应途径时，两个对映体的基板处理的探针。这些反应途径产生两种不同的产物，一种是二聚体，另一种是聚合物，其排放量非常不同。
It is discovered that one enantiomer of a chiral substrate can greatly enhance the fluorescence of one molecular probe at one emitting signal (λ1= 517 nm), while the opposite enantiomer of the substrate greatly enhances the fluorescence of the same probe at a distinctively different emission (λ2= 575 nm). This probe is made of a 1,1′-binaphthyl-based chiral dialdehyde that in combination with Zn2+under slightly acidic conditions shows a chemoselective and enantioselective fluorescent response to histidine. The opposite enantioselective fluorescent responses of the probe at two emissions allow it to be used to determine both the concentration and the enantiomeric composition of the substrate using a single probe. The mechanistic study has revealed two very different reaction pathways when the two enantiomers of the substrate are treated with the probe. These reaction pathways generate two different products, one dimeric and another polymeric, with very different emissions.