首页|基于圆偏振发光的缺电子受体选择性识别

基于圆偏振发光的缺电子受体选择性识别

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由于集成了激发态信息和手性信息,圆偏振发光可以为荧光探针设计提供新的信息维度,有望在分子识别领域发挥独特作用.在本工作中,我们设计并合成了含有两个芘发光单元的"Y"型芘-谷氨酸乙酯手性分子(Py-Glu),利用Py-Glu与缺电子受体的共组装圆偏振发光实现了八氟萘(OFN)的选择性识别.在较低浓度下(1 × 10-5 M),Py-Glu在N,N-二甲基甲酰胺(DMF)和水的混合溶剂中可以自组装成纳米球结构,增加浓度可以诱导纳米球融合成一维纳米纤维,这些纳米结构具有明显的圆二色光谱信号,表明谷氨酸的分子手性通过自组装有效传递到超分子层次.富电子的Py-Glu与十余种卤代芳烃和氰基取代芳烃的共组装结果表明,加入不同受体后Py-Glu组装体的荧光强度呈无规律的增强或减弱,但是只有L-Py-Glu/OFN体系具有明显的圆偏振发光现象,从而为通过圆偏振发光选择性识别缺电子受体提供了一种新方法.
Circularly polarized luminescence enables selective recognition of electron-deficient acceptors
Due to the integration of excited state information and chiral information,circularly polarized luminescence can provide an additional information channel for common fluorescent probes,which is expected to play a unique role in the field of molecular recognition.In this work,we designed and synthesized a Y-type pyrene-glutamate chiral molecule(Py-Glu)containing two pyrene chromophores.Selective recognition of octafluoronaphthalene(OFN)among 11 electron-deficient acceptors was realized by using the turn-on circularly polarized luminescence from Py-Glu/acceptor co-assemblies.Py-Glu self-assembled into nanosphere structures at a low concentration(1 × 10-5 M in N,N-dimethylformamide(DMF)/water,v/v=1∶9),which could transform into nanofibers upon nanosphere fusion by increasing concentration to 3 × 10-4 M.Obvious circular dichroism signals of the nanospheres and nanofibers indicated an effective chirality transfer from molecular to supramolecular level.Co-assembly of electron-rich Py-Glu with a library of electron-deficient halogenated or cyano-substituted aromatic hydrocarbons caused irregularly changed fluorescence intensity,which was difficult to achieve precise molecular recognition.In contrast,L-Py-Glu/OFN system showed the ability of turn-on circularly polarized luminescence(CPL)while other acceptors remained CPL silence,which provided a new method for the selective recognition of electron-deficient acceptors by circularly polarized luminescence.

circularly polarized luminescenceself-assemblymolecular recognitionelectron-deficient acceptorssupramolecular chirality

赵晨阳、冀璐康、欧阳光辉、刘鸣华

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中国科学院化学研究所,中国科学院胶体、界面与化学热力学重点实验室,北京 100190

郑州大学化学学院(绿色催化中心),郑州 450001

圆偏振发光 自组装 分子识别 缺电子受体 超分子手性

国家自然科学基金国家自然科学基金

2232220792356307

2024

中国科学(化学)
中国科学院

中国科学(化学)

CSTPCD北大核心
影响因子:0.685
ISSN:1674-7224
年,卷(期):2024.54(8)