Article
Chemistry, Applied
Mladena Glavas, Katarina Zlatic, Dijana Jadresko, Ivan Ljubic, Nikola Basaric
Summary: Two BODIPY phenolic esters with different spectral properties were synthesized and their stability under acid-catalyzed hydrolysis and esterase enzymatic conditions was demonstrated. The introduction of methyl groups on the BODIPY core resulted in higher fluorescence quantum yields. Solvents had minimal effect on the spectral properties, with solvent polarizability having a more significant impact than solvent polarity. Both BODIPY dyes showed pH responsive fluorescence in aqueous solution, making them suitable for intracellular pH measurements. The feasibility of the quenching mechanism in the protonated form of one of the dyes was confirmed through electrochemical measurements and density functional theory computations. The potential of these dyes as electron donors provides new opportunities for the design of fluorescent sensors. Confocal fluorescence microscopy confirmed the applicability of these dyes for intracellular measurements in H460 human cancer cells.
Article
Chemistry, Inorganic & Nuclear
Shimin Zhang, Xiaoxia Liu, Pengfei Hao, Gaopeng Li, Junju Shen, Yunlong Fu
Summary: A new PMD-based coordination polymer (CP), [Zn(CMPMD)(DMF)(1.5)].0.5DMF (2), was synthesized through the combination of H2CMPMD and zinc ions. 1 and 2 exhibited different photochromic properties, mainly due to the introduction of zinc ions and the resulting formation of distinct interfacial contacts. Furthermore, the removal of coordinated DMF enhanced the photochromic performance of 2, and 2 also displayed rapid electrochromic behavior.
INORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Murat Isik, Esra Dundar, Ertan Sahin, Cihangir Tanyeli
Summary: In this study, we report a boron dipyrromethene compound that is chiral at boron and carbon. The synthesis of this compound can be achieved through a two-pot, one-step process. By analyzing the electronic circular dichroism spectra of chiral high performance liquid chromatography-resolved enantiomers, we found efficient chirality induction in the otherwise achiral BODIPY. The dye exhibits unusually weak fluorescence, which can be attributed to vibrational relaxations and the reduced symmetry of the molecular geometry that facilitates probable intersystem crossing.
CHEMICAL COMMUNICATIONS
(2022)
Article
Chemistry, Multidisciplinary
Steven C. Boggess, Shivaani S. Gandhi, Brittany R. Benlian, Evan W. Miller
Summary: Improvements in the fluorene molecular wire scaffold by adding a single vinyl spacer led to enhanced voltage sensitivity and reduced phototoxicity, enabling successful monitoring of action potential kinetics in various cell types.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Chemistry, Multidisciplinary
Lei Chen, Fei Li, Yan Li, Jun Yang, Yongjun Li, Bin He
Summary: A series of new BODIPY-tetrazine derivatives have been developed with a twist intramolecular charge transfer state, among which, the derivative 6i is stable with excellent red emission performance and has been successfully used to image trans-cyclooctene-labeled lipids in mammalian cells and cyclopropene-labeled sugars in cancer cells under no-wash conditions.
CHEMICAL COMMUNICATIONS
(2021)
Article
Chemistry, Multidisciplinary
Xue Li, Huaying Wang, Youhui Zhang, Qianyong Cao, Yong Chen
Summary: An efficient PET probe has been developed, capable of being activated by GSH and distinguishing cancer cells from normal cells.
CHINESE CHEMICAL LETTERS
(2021)
Article
Chemistry, Multidisciplinary
Esra Tanriverdi Ecik, Emrah Ozcan, Hasan Huseyin Kazan, Ismail Erol, Elif Senkuytu, Bunyemin Cosut
Summary: This study introduces a novel triad system comprising subphthalocyanine, BODIPY, and thiophene/thianaphthene units, with optical properties analyzed through various spectroscopic methods and evaluation in breast cancer cell imaging. The triads showed dual color emission, demonstrating significance in biomedical applications.
NEW JOURNAL OF CHEMISTRY
(2021)
Article
Chemistry, Physical
Christopher Schad, Edurne Avellanal-Zaballa, Esther Rebollar, Cesar Ray, Eduardo Duque-Redondo, Florencio Moreno, Beatriz L. Maroto, Jorge Banuelos, Inmaculada Garcia-Moreno, Santiago De la Moya
Summary: We proposed a new approach for achieving triplet-triplet annihilation-assisted photon upconversion by the rational design of an all-organic molecular assembly. This design takes advantage of the synthetic accessibility and chemical versatility of COO-BODIPY scaffold. Laser-induced photophysical characterization and computational simulations were used to understand and control the energy transfer efficiency between triplet states. Theoretical simulations also demonstrated the importance of the new photoactivable chromophoric design for enhancing photon upconversion.
PHYSICAL CHEMISTRY CHEMICAL PHYSICS
(2022)
Article
Chemistry, Applied
Junxiong Yao, Qian Meng, Han Xu, Changlong Xu, Xiaohua Cao, Huanan Huang, Cuibing Bai, Rui Qiao
Summary: Real-time and accurate detection of intracellular GSH content is a challenge in the field of medicine and pathology. This study presents a novel fluorescent probe DPND with aggregation induced emission (AIE) characteristic for selective and quantitative detection of GSH. The probe shows low toxicity and good biocompatibility, making it a promising candidate for in vivo detection of GSH.
Review
Chemistry, Applied
Pasquale Porcu, Israel Gonzalez-Mendez, Kendra Sorroza-Martinez, Aldo S. Estrada-Montano, Fabian Cuetara-Guadarrama, Mireille Vonlanthen, Ernesto Rivera
Summary: This review discusses the synthesis, spectroscopic behavior, and applications of pyrene-bodipy dyads. The structural relationships between bodipy core substitution and the position of the pyrene moiety, and their impact on optical properties, are revisited. The energy and charge transfer pathways between the pyrene donor and bodipy acceptor are highlighted.
Article
Chemistry, Multidisciplinary
Naoya Ieda, Akira Nakamura, Natsumi Tomita, Kei Ohkubo, Ryo Izumi, Yuji Hotta, Mitsuyasu Kawaguchi, Kazunori Kimura, Hidehiko Nakagawa
Summary: We report a boron-dipyrromethene (BODIPY)-picolinium conjugate (BPc group), which functions as a blue-light-controllable protecting group for controlling the release of biologically active compounds. The BPc group is based on intramolecular photoinduced electron transfer and has been applied to the photocontrol release of histamine and a vasodilator. This new blue-light-controlled protecting group shows promise in controlling various biological events.
Article
Chemistry, Applied
Assia Tafrioucht, Jad Rabah, Krystyna Baczko, Helene Fensterbank, Rachel Meallet-Renault, Gilles Clavier, Francois Couty, Emmanuel Allard, Karen Wright
Summary: An easily synthesized alpha-hydroxy-beta-azidotetrazole scaffold was used to build a three dimensional polychromic system, which exhibited notably efficient energy transfer values.
Article
Chemistry, Applied
Juan S. Rocha-Ortiz, Joel Jose Montalvo-Acosta, Yakun He, Alberto Insuasty, Andreas Hirsch, Christoph J. Brabec, Alejandro Ortiz
Summary: Eight novel C60-BODIPY-Triarylamine electroactive triads were synthesized and characterized, and the effect of different linkers and functionalization on the electronic properties were studied. The compounds showed strong absorption of visible light and photo-induced electron transfer, confirmed by solvatochromic effects and redox potentials. The study also found that the pyrrolidine derivatives were more stable than isoxazoline analogs and alkoxy units improved thermal endurance.
Article
Chemistry, Physical
Quan Cheng, Huiping Dang, Youliang Tian, Changchang Teng, Dalong Yin, Lifeng Yan
Summary: By improving targeting, photothermal therapy can enhance the therapeutic effect of photothermal agents. Researchers designed and synthesized a self-assembled nanoparticle in which the fluorescence probes were released inside tumor cells, enabling smart fluorescence imaging-guided photothermal therapy.
JOURNAL OF COLLOID AND INTERFACE SCIENCE
(2022)
Review
Chemistry, Analytical
Minmin Yan, Deming He, Lishen Zhang, Pengjuan Sun, Yuanqiang Sun, Lingbo Qu, Zhaohui Li
Summary: Boron-dipyrromethene (BODIPY) dyes with excellent photophysical properties, especially meso-substituted BODIPY dyes, have attracted attention for their tunable optical properties and potential biomedical applications as fluorescence probes.
TRAC-TRENDS IN ANALYTICAL CHEMISTRY
(2022)
Review
Materials Science, Multidisciplinary
Zhaohui Wang, Mengyao She, Jiao Chen, Zhiqi Cheng, Jianli Li
Summary: The review provides an overview of the development and construction of organic NIR-II fluorophores, with a focus on summarizing and discussing modulation strategies to improve their performance and functionality. The conclusion and future directions of the modulation strategy are also presented in detail.
ADVANCED OPTICAL MATERIALS
(2022)
Article
Nutrition & Dietetics
Xin Leng, Mengyao She, Xilang Jin, Jiao Chen, Xuehao Ma, Fulin Chen, Jianli Li, Bingqin Yang
Summary: Copper is a vital trace metal in the human body and its detection using a novel fluorescence probe N4 is of great significance in environmental tests and life process research. N4 exhibited high selectivity and sensitivity towards Cu2+ and could be detected by naked-eye and fluorescence spectroscopy. The probe has potential applications in field testing and imaging of trace Cu2+ ions.
FRONTIERS IN NUTRITION
(2022)
Article
Engineering, Environmental
Hui Li, Tiantian Xu, Zhe Zhang, Jiao Chen, Mengyao She, Yali Ji, Boyue Zheng, Zheng Yang, Shengyong Zhang, Jianli Li
Summary: In this paper, a new fluorescent ink based on N-doped and tryptophan functionalized CQDs is presented, which can be used for multiple message encryption as well as selective recognition of Cu2+ and cysteine (Cys) through fluorescence. This study provides a new perspective for the application of CQDs.
CHEMICAL ENGINEERING JOURNAL
(2023)
Article
Chemistry, Physical
Zheng Yang, Hui Li, Tiantian Xu, Mengyao She, Jiao Chen, Xiaodan Jia, Ping Liu, Xiangrong Liu, Jianli Li
Summary: Polarity is an important microenvironment parameter that plays a crucial role in physiological and pathological processes. A highly-fluorescent red-emitting carbon dots (CDs) based fluorescent sensor was developed for real-time sensing of polarity in solutions and living cells. The sensor, with excellent photostability and photobleaching resistance, high fluorescence quantum yield, and biocompatibility, successfully monitored and imaged polarity changes in mitochondria and lysosomes, providing a promising tool for selective, sensitive, rapid, and real-time visualization of polarity in living cells.
JOURNAL OF MATERIALS CHEMISTRY A
(2023)
Article
Chemistry, Organic
Yue-Lu Zhu, Qiu-Xue Sun, Jin-Shuo Feng, You-Dong Shao, Jiao Chen
Summary: A palladium-catalyzed olefination of meta-C-H bonds in arenes containing oxyamides using a nitrile template as the directing group has been developed. This method exhibited high meta-selectivity and demonstrated compatibility with various functional groups such as benzyloxyamides and olefins. The desired products were obtained in good yields. The approach allowed for the modification of natural products and drugs and was also scalable. Additionally, the directing template could be easily removed to obtain meta-functionalized hydroxylamines and benzyl alcohols by selective cleavage of the amide bond or the O-N bond. This method holds great potential for the design of novel drugs.
Article
Chemistry, Organic
Yue-Lu Zhu, Jie Yan, Xiu-Xuan Xu, Zong-Yu Sun, Jiao Chen
Summary: In this study, a copper-catalyzed coupling reaction between N-phenoxy-acetamides and 2H-azirines was investigated, involving the breaking and restructuring of N-O and C-N bonds. This protocol offers an efficient strategy for the regioselective synthesis of racemic ?-amino oxime ethers. Moreover, it is applicable for the modification of natural products and can be scaled up to gram quantities.
SYNTHESIS-STUTTGART
(2023)
Article
Chemistry, Multidisciplinary
Xue Bai, Mengyao She, Yali Ji, Zhe Zhang, Wenhua Xue, Enzhou Liu, Kerou Wan, Ping Liu, Shengyong Zhang, Jianli Li
Summary: This study reports a light-driven synergistic redox reaction for the selective oxidation of benzyl to phenylcarbinol using Zn0.5Cd0.5S/graphene oxide photocatalyst. The presence of S vacancies on the surface of the photocatalyst plays a crucial role in the adsorption and activation of oxygen, generating superoxide radicals and singlet oxygen. The pi-pi stacking effect between the photocatalyst and graphene oxide accelerates the transfer of photogenerated electrons and promotes the selective hydrogenation of aldehydes.
Article
Engineering, Environmental
Tiantian Xu, Xu Zhang, Haonan Yang, Hui Li, Shaobing Zhang, Zheng Yang, Xiaodan Jia, Xiangrong Liu, Jianli Li
Summary: Carbonized polymer dots (CPDs) are synthesized by combining lignite with polyvinylpyrrolidone, citric acid, and tryptophan, resulting in a unique core-shell structure with excellent optical stability, superior fluorescence intensity, high quantum yield, and outstanding biocompatibility. CPDs can be utilized as smart sensing systems for visual detection and absorption of Cu2+ and S2- and as fluorescent inks for information security and anti-counterfeiting. The paper-based platform and smartphone assistance enable real-time on-site quantification of Cu2+ and S2-, offering a tool for fast and accurate identification and information encryption. Additionally, CPDs have been successfully used for imaging Cu2+ and S2- in MG-63 cells, contributing to the analysis and imaging of their effects in biological processes and improving disease diagnosis and treatment.
CHEMICAL ENGINEERING JOURNAL
(2023)
Review
Chemistry, Multidisciplinary
Zheng Yang, Tiantian Xu, Hui Li, Mengyao She, Jiao Chen, Zhaohui Wang, Shengyong Zhang, Jianli Li
Summary: Advances in nanotechnology have played a key role in scientific innovations across different fields. Zero-dimensional carbon nanomaterials, such as fullerenes and carbon dots, show excellent bioaffinities and fluorescence properties, making them ideal for sensing and imaging applications. This review provides a systematic overview of their properties, preparation methods, and applications, with a focus on breakthroughs in sensing heavy metals and hazardous substances, as well as in information encryption and phototherapy. The future challenges and prospects of these materials are also discussed.
Article
Chemistry, Multidisciplinary
Zesi Wang, Jiao Li, Jiao Chen, Zifeng Cao, Hui Li, Yaopeng Cao, Quanquan Li, Mengyao She, Ping Liu, Shengyong Zhang, Jianli Li
Summary: A near-infrared fluorescent probe TEM-FB was developed for accurate detection of thiophenol, showing high specificity and sensitivity. It was successfully applied for imaging thiophenol in cells and zebrafish, revealing the oxidative stress process caused by thiophenol and the alleviating effect of hydrogen peroxide.
CHINESE CHEMICAL LETTERS
(2023)
Article
Chemistry, Multidisciplinary
Hua Liu, Quan-Quan Li, Li Zhou, Bing Deng, Peng-Hui Pan, Shu-Ya Zhao, Ping Liu, Yao-Yu Wang, Jian-Li Li
Summary: In this study, a new heterogeneous photocatalyst dye@UiO-66s was developed by confining and stabilizing organic dyes within metal-organic frameworks. The encapsulated dyes effectively sensitize the MOF hosts and dominate the band structures and photocatalytic activities, resulting in enhanced catalytic performance and stability.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Article
Chemistry, Multidisciplinary
Yao Li, Jun Zhang, Mengyao She, Lang Liu, Zheng Yang, Ping Liu, Shengyong Zhang, Jianli Li
Summary: The redox reaction is essential in various chemical processes and organic electrochemical devices. Scientists have used electrochemical molecular-coupling to study the mechanism of redox reactions and their practical application in organic electrocatalytic systems. Our research provides a new catalyst-dependent redox reaction mechanism and explores its feasibility in organic heterocyclic electrocatalytic systems, which enables the simple synthesis of thiazolimide with excellent functional group tolerance and without thermal reactions.
Article
Chemistry, Organic
Zhan Yan, Nai-Xing Wang, Lei-Yang Zhang, Yue-Hua Wu, Jian-Li Li, Meng-Yao She, Xue-Wang Gao, Ke Feng, Yalan Xing
Summary: A metal-free inactive C(sp(3))-H bond functionalization of thioethers with styrenes has been developed, using TBHP as an initiator and DBU as a base, achieving moderate yields. Extended experiments were conducted to confirm the radical relay process, reaction energy, and intermediate transformations.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2022)