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White light generation by regulating hydrogen bond-sensitive ESPT of naphthalimide dyes

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Chinese Chemical Letters 2024年第1期35卷 361-365页

作者： Jin Li Qinglong Qiao Ning xu Wei Zhou Jingli Yuan zhaochao xu State Key Laboratory of Fine Chemicals School of ChemistryDalian University of TechnologyDalian 116024China CAS Key Laboratory of Separation Science for Analytical Chemistry Dalian Institute of Chemical PhysicsChinese Academy of SciencesDalian 116023China University of Chinese Academy of Sciences Beijing 100049China

White light emitting systems of pure organic materials have attracted extensive research interest due to their better compatibility and functional *** reported organic white light materials are mainly based on the multi-channel emission regulation of the compound itself or the mixing of multicolor luminescence materials,but studies on the dependence between multicolor luminescence and the external environment are lacking,which limits the application of these materials in areas such as identification and *** paper reports that the 4-or 3?hydroxyl-substituted naphthalimides NapH1 and NapH2 form intermolecular hydrogen bonds with adjacent molecules in the environment,and undergo excited-state intermolecular proton transfer under irradiation,resulting in blue-yellow or blue-red dual fluorescence emission,*** the two compounds have different two-color luminescence channels and the two-color intensity ratio is affected by the environment,and the intermolecular hydrogen bond is determined by the hydrogen bond receptor,polarity,and temperature in the environment,the full spectrum from blue to red light and white light emission can be obtained by adjusting the mixing ratio of the two dyes and the solvent polarity and the ambient *** environmentally sensitive white emission is used to detect the alkalinity of different papers,and the dyed paper can be used as a test strip for acid-base vapor detection.

关键词： White light ESPT Hydrogen bond Naphthalimide Double emission

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细胞器超分辨成像荧光染料

化工学报 2024年第4期75卷 1333-1354页

作者：江文钞徐兆超中国科学院大连化学物理研究所分离分析化学重点实验室辽宁大连116023 中国科学院大学北京100049

超分辨显微镜提供超越传统光学显微镜衍射极限的成像能力,彻底改变了细胞生物学领域研究。在这一背景下,具有光稳定性、易于修饰和荧光开关可调等独特性能的有机小分子染料获得了新的发展机遇。聚焦于不同细胞器超分辨成像荧光染料,总... 详细信息

超分辨显微镜提供超越传统光学显微镜衍射极限的成像能力,彻底改变了细胞生物学领域研究。在这一背景下,具有光稳定性、易于修饰和荧光开关可调等独特性能的有机小分子染料获得了新的发展机遇。聚焦于不同细胞器超分辨成像荧光染料,总结了目前可用的超分辨荧光探针的设计和靶向策略。首先简要介绍了三种主要的超分辨成像技术,包括结构光照明显微镜技术、受激发射损耗显微技术和单分子定位成像技术,以及它们对荧光染料性能的不同要求,并介绍了近五年来用于线粒体、溶酶体、细胞膜、脂滴和细胞核的超分辨成像的荧光染料。最后讨论了该领域当前所面临的挑战。

关键词：荧光染料超分辨成像荧光探针细胞器动态

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Comment on “Acid-induced tunable white light emission based on triphenylamine derivatives”

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Chinese Chemical Letters 2022年第2期33卷 573-574页

作者： Hongyu Lin zhaochao xu Shanghai Key Laboratory of Green Chemistry and Chemical Processes School of Chemistry and Molecular EngineeringEast China Normal UniversityShanghai 200062China CAS Key Laboratory of Separation Science for Analytical Chemistry Dalian Institute of Chemical PhysicsChinese Academy of SciencesDalian 116023China

We comment the recent paper which reported a series of TPA derivatives to show acid-induced tunable white light emission.

关键词： Triphenlamine Metallacages Metallacycles White light Fluorescence

BODIPY 493 acts as a bright buffering fluorogenic probe for super-resolution imaging of lipid droplet dynamics

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Chinese Chemical Letters 2022年第12期33卷 5042-5046页

作者： Jie Chen Wenjuan Liu Xiangning Fang Qinglong Qiao zhaochao xu CAS Key Laboratory of Separation Science for Analytical Chemistry Dalian Institute of Chemical PhysicsChinese Academy of SciencesDalian 116023China University of Chinese Academy of Sciences Beijing 100049China

The need for temporal resolution and long-term stability in super-resolution fluorescence imaging has motivated research to improve the photostability of fluorescent *** to the inevitable photobleaching of fluorophores,it is difficult to obtain long-term super-resolution imaging regardless of the self-healing strategy of introducing peroxide scavengers or the strategy of fluorophore structure modification to suppress TICT *** buffered fluorogenic probe uses the intact probes in the buffer pool to continuously replace the photobleached ones in the target,which greatly improves the photostability and enables stable dynamic super-resolution imaging for a long *** the buffering capacity comes at the expense of reducing the number of fluorescent probes in targets,resulting in low staining fluorescence *** this paper,we selected BODIPY 493,a lipid droplet probe with high fluorescence brightness,to explore the dynamic process of lipid droplet staining of this probe in *** found that BODIPY 493 only needs very low laser power for lipid droplet imaging due to the high molecular accumulation in lipid droplets and the high brightness,and the spatiotemporal resolution is greatly *** importantly,we found that BODIPY 493 also has a certain buffering capacity,which enables BODIPY 493 to be used for super-resolution imaging of lipid droplet *** work reminds researchers to coordinate the buffering capacity and brightness of fluorogenic probes.

关键词： Lipid droplet Super-resolution imaging Fluorescent probe Brightness Buffering

A TICS-fluorophore based probe for dual-color GSH imaging

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Chinese Chemical Letters 2022年第11期33卷 4943-4947页

作者： Wenjuan Liu Jie Chen Qinglong Qiao Xiaogang Liu zhaochao xu CAS Key Laboratory of Separation Science for Analytical Chemistry Dalian Institute of Chemical PhysicsChinese Academy of SciencesDalian 116023China University of Chinese Academy of Sciences Beijing 100049China Fluorescence Research Group Singapore University of Technology and DesignSingapore 487372Singapore

Cascading reactions in fluorophores accompanied by the replacement of different fluorescence wavelengths can be used to develop luminescent materials and reactive fluorescent *** on multiple signal channels,the selectivity of probes can be improved and the range of response to guest molecule recognition can be *** regulating the position,number,and activity of active sites in fluorophores,fluorescent probes that successively react with thiol and amino groups in cysteine(Cys),homocysteine(Hcy)have been developed,which can only react with the thiol group of GSH,In this paper,we report the first probe capable of cascading nucleophilic substitution reaction with the thiol group and amino group of GSH at a single reaction site,and showed the dual-color recognition of GSH,which improved the selectivity of GSH also was an extension of GSH *** probe Rho-DEA was based on a TICS fluorophore,and the intramolecular cascade nucleophilic substitution reaction occurs with Cys/*** thiol substitution of the first step reaction with Cys/Hcy was quenched due to intersystem crossing to triplet state,so GSH can be selectively recognized from the fluorescence ***-DEA has the ability of mitochondrial localization,and finally realized in situ dual-color fluorescence recognition of GSH in mitochondria.

关键词： TICS Reactive fluorescent probe GSH imaging Dual-color Cascading reaction

Constructing D-π-A-π dye to obtain red-emission fluorescent probe for structured illumination microscopy imaging of lipid droplet dynamics

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Green Chemical Engineering 2023年第4期4卷 387-392页

作者： Wenchao Jiang Jie Chen Kai An Pengjun Bao Qinglong Qiao Xiaogang Liu zhaochao xu CAS Key Laboratory of Separation Science for Analytical Chemistry Dalian Institute of Chemical PhysicsChinese Academy of SciencesDalian116023China University of Chinese Academy of Sciences Beijing100049China Fluorescence Research Group Singapore University of Technology and Design8 Somapah RoadSingapore487372Singapore

Lipid droplets(LDs)are dynamic organelles interacting with a variety of intracellular *** intracellular LD dynamics employing synthetic small molecules is crucial for biological *** imaging in the red and near infrared(NIR)region is more suitable for biological imaging due to its low phototoxicity and high signal-to-noise ***,available LD-dyes in the red region with remarkable environmental sensitivity,selectivity for LDs staining are ***,we constructed a red-emission D-π-A-π type LDdye LD 688P with higher environmental sensitivity and suitable“calculated log P”(Clog P)for LDs dynamic *** 688P was proved to be highly selective and photostable for tracing LD fusion including multiple consecutive fusions and fusions in a centrosymmetric manner by super-resolution *** believe that the D-π-A-π skeleton would be an efficient strategy to construct red and even NIR-emission dyes.

关键词： Lipid droplets Fluorescent probe Red-emission D-π-A-π Super-resolution imaging

Dynamic confinement of SAPO-17 cages on the selectivity control of syngas conversion

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National Science Review 2022年第9期9卷 40-46页

作者： Haodi Wang Feng Jiao Yi Ding Wenjuan Liu zhaochao xu Xiulian Pan Xinhe Bao State Key Laboratory of Catalysis 2011-Collaborative Innovation Center of Chemistry for Energy Materials Dalian Institute of Chemical Physics Chinese Academy of Sciences University of Chinese Academy of Sciences Department of Chemical Physics University of Science and Technology of China Key Laboratory of Separation Science for Analytical Chemistry Dalian Institute of Chemical Physics Chinese Academy of Sciences

The OXZEO(oxide-zeolite) bifunctional catalyst concept has enabled selective syngas conversion to a series of value-added chemicals and fuels such as light olefins,aromatics and *** we report for the first time a dynamic confinement of SAPO-17 cages on the selectivity control of syngas conversion observed during an induction *** illumination microscopy,intelligent gravimetric analysis,UV-Raman,X-ray diffraction,thermogravimetry and gas chromatography-mass spectrometer analysis indicate that this is attributed to the evolution of carbonaceous species as the reaction proceeds,which gradually reduces the effective space inside the ***,the difusion of molecules is hindered and the hindering is much more prominent for larger molecules such as C4+.As a result,the selectivity of ethylene is enhanced whereas that of C4+is *** the induction period,the product selectivity levels *** instance, ethylene selectivity levels off at 44% and propylene selectivity at 31 %,as well as CO conversion at 27%.The findings here bring a new fundamental understanding that will guide further development of selective catalysts for olefin synthesis based on the OXZEO concept.

关键词： syngas conversion OXZEO dynamic confinement zeolite diffusion

A fluorogenic probe for SNAP-tag protein based on ESPT ratiometric signals

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Chinese Chemical Letters 2023年第5期34卷 641-644页

作者： Jin Li Qinglong Qiao Yiyan Ruan Ning xu Wei Zhou Guixin Zhang Jingli Yuan zhaochao xu State Key Laboratory of Fine Chemicals School of ChemistryDalian University of TechnologyDalian 116024China CAS Key Laboratory of Separation Science for Analytical Chemistry Dalian Institute of Chemical PhysicsChinese Academy of SciencesDalian 116023China University of Chinese Academy of Sciences Beijing 100049China General Surgery Department The First Affiliated Hospital of Dalian Medical UniversityDalian 116011China

Protein self-labeling tags achieve selective fusion and labeling of target proteins through genetic coding technology,but require exogenous fluorescent probes with fluorogenicity for protein tag binding to have the performance of wash-free fluorescence imaging in live *** this paper,we reported a fluorogenic probe 1 capable of ratiometric fluorescence recognition of SNAP-tag *** this probe,the O6-benzylguanine derivative of 3-hydroxy-1,8-naphthalimide underwent a selective covalent linkage reaction with SNAP-tag *** hydroxyl group on the naphthalimide fluorophore formed a hydrogen bond with the functional group near the protein *** excited state proton transfer occurred after illumination,to obtain the ratio fluorescence signal from blue emission to red emission,realizing the wash-free fluorescence imaging of the target proteins.

关键词： Fluorogenic probe Ratiometric ESPT SNAP-tag Wash-free imaging

Multiple fluorescence color transitions mediated by anion-π interactions and C-F covalent bond formation

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Chinese Chemical Letters 2023年第2期34卷 393-396页

作者： Jie Pan Wei Lin Fang Bao Qinglong Qiao Guixin Zhang Yao Lu zhaochao xu CAS Key Laboratory of Separation Science for Analytical Chemistry Dalian Institute of Chemical PhysicsChinese Academy of SciencesDalian 116023China China Department of Obstetrics and Gynecology The Affiliated Hospital of Qingdao UniversityQingdao 266000China General Surgery Department The First Affiliated Hospital of Dalian Medical UniversityDalian 116011China

The emission changes of fluorescent dyes under the influence of environmental changes or interaction with analytes are the basis for designing ratiometric fluorescent probes and logic gates. However, it is rare that only one external stimulus induces continuous fluorescent color changes in a fluorescent *** this paper, we report a cage-like molecule formed by two benzene rings and three imidazolium salts which produces continuous fluorescence wavelength changes when interacted with fluoride ions. Fluoride ions are first bound to the center of the cage under the action of anion-π interaction, and the(C-H)^(+)···F^(–)type ionic hydrogen bonds induce the blue-shift of fluorescence. The subsequent formation of C-F covalent bonds with fluoride ions makes the fluorophore wavelength continue to blue-shift, and finally obtains continuous multiple fluorescence changes caused by a single external stimulus. According to the fluorescence wavelength and intensity, six different fluorescence signal channels can be obtained,which can be encoded as six numbers from 0 to 5. We expect that this reaction process can find applications in quantitative anion recognition and molecular counters.

关键词： Anion-π Imidazolium C-F bond Miltple color Fluorescent probe