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Carboxylic Acid Functionalization at the Meso-Position of the Bodipy Core and Its Influence on Photovoltaic Performance
摘要： Two bodipy dyes with di?erent carboxylic acids on the meso-position of the bodipy core were prepared and used to sensitize TiO2 photoelectrodes. On the basis of spectroscopic characterization, the photoelectrodes were used to fabricate photoelectrochemical cells (PECs) for solar light harvesting. Photovoltaic measurements showed that both bodipy dyes successfully sensitized PECs with short-circuit current densities (JSC) two-fold higher compared to the control. The increase in generated current was attributed to the gain in spectral absorbance due to the presence of bodipy. Finally, the in?uence of co-sensitization of bodipy and N719 dye was also investigated and photovoltaic device performance discussed.
关键词： Dye-sensitized solar cells,photoelectrochemical cells,N719 dye,co-sensitization,bodipy dye
更新于2025-09-11 14:15:04
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Real-time monitoring of newly acidified organelles during autophagy enabled by reaction-based BODIPY dyes
摘要： Real-time monitoring of newly acidified organelles during autophagy in living cells is highly desirable for a better understanding of intracellular degradative processes. Herein, we describe a reaction-based boron dipyrromethene (BODIPY) dye containing strongly electron-withdrawing diethyl 2-cyanoacrylate groups at the α-positions. The probe exhibits intense red fluorescence in acidic organelles or the acidified cytosol while exhibiting negligible fluorescence in other regions of the cell. The underlying mechanism is a nucleophilic reaction at the central meso-carbon of the indacene core, resulting in the loss of π-conjugation entailed by dramatic spectroscopic changes of more than 200 nm between its colorless, non-fluorescent leuco-BODIPY form and its red and brightly emitting form. The reversible transformation between red fluorescent BODIPY and leuco-BODIPY along with negligible cytotoxicity qualifies such dyes for rapid and direct intracellular lysosome imaging and cytosolic acidosis detection simultaneously without any washing step, enabling the real-time monitoring of newly acidified organelles during autophagy.
关键词： cytosolic acidosis,fluorescence probe,autophagy,BODIPY,lysosome imaging
更新于2025-09-11 14:15:04
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Design of Novel Pyrene-Bodipy Dyads: Synthesis, Characterization, Optical Properties, and FRET Studies
摘要： A new series of dendronized bodipys containing pyrene units was synthesized and characterized. Their optical and photophysical properties were determined by absorption and ?uorescence spectroscopy. This series includes three different compounds. The ?rst one has an anisole group linked to the bodipy unit, which was used as the reference compound. In the second, the bodipy core is linked to a zero generation dendron with one pyrene unit. The third In this compound contains a ?rst generation Fréchet-type dendron bearing two pyrene units. work, the combination pyrene-bodipy was selected as the donor-acceptor pair for this ?uorescence resonance energy transfer (FRET) study. Doubtless, these two chromophores exhibit high quantum yields, high extinction coef?cients, and both their excitation and emission wavelengths are located in the visible region. This report presents a FRET study of a novel series of pyrene-bodipy dendritic molecules bearing ?exible spacers. We demonstrated via spectroscopic studies that FRET phenomena occur in these dyads.
关键词： ?uorescence resonance energy transfer (FRET),pyrene,bodipy
更新于2025-09-10 09:29:36
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Prospects of applications of fluorescent sensors based on zinc(II) and boron(III) bis(dipyrromethenate)s
摘要： To date, synthesis and study of luminophores with practically significant sensory characteristics are the most promising direction of the oligopyrrole dyes chemistry. The results of sensory characteristics study of zinc(II) and boron(III) bis(dipyrromethenate)s to the various analytes presence in solutions and gas mixtures are discussed in this mini-review. The main aim of the mini-review is to examine the causes and mechanisms of the spectral signal of zinc(II) bis(dipyrromethenate)s to the presence of various nature analytes. The prospects of applications of fluorescent sensors based on zinc(II) and boron(III) bis(dipyrromethenate)s are discussed.
关键词： Zinc(II) bis(dipyrromethenate),Fluorescence quenching,Fluorescence,bis(BODIPY),Gas analyzer,Sensor,Supramolecular system
更新于2025-09-10 09:29:36
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Direct β-Selective Styrylation of BODIPY Dyes via Palladium(II)-Catalyzed C-H Functionalization
摘要： A general and efficient method for direct β-selective styrylation of BODIPYs has been developed based on Palladium(II)-catalyzed oxidative C-H functionalization. The high β-regioselectivity was confirmed by X-ray analysis. The resulting dyes showed bathochromically shifted absorption and emission compared to that of the starting BODIPYs. This strategy, as a late-stage approach to rapidly assemble a diversity-oriented BODIPY library, provides a straightforward way to extend the conjugation of the BODIPY system at 2,6-positions.
关键词： oxidative C-H functionalization,Fluorescence,β-selective styrylation,BODIPY
更新于2025-09-10 09:29:36
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Rapid, Specific, and Ultrasensitive Fluorogenic Sensing of Phosgene through an Enhanced PeT Mechanism
摘要： We report the design of an enhanced PeT-based fluorogenic phosgene probe 1-CN comprising a BODIPY fluorescence reporter, and a catechol quencher at the meso-position acting as the phosgene reaction site. The fluorescent catechol-derived probe 1-CN specifically reacts with phosgene to result in a cyclic carbonate ester. The fast (< 3 s) reaction suppresses a reductive PeT quenching process, leading to a fluorescence turn-on signal (up to ca. F/F0 ~ 1300). The high sensitivity (LOD = 24 pM) of the probe is achieved by the precise adjustment of the energy levels of the frontier orbitals involved in the PeT.
关键词： BODIPY,Phosgene,Fluorescent turn-on probe,Photoinduced electron transfer (PeT),Sensing
更新于2025-09-10 09:29:36
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A series of BODIPY-based probes for the detection of cysteine and homocysteine in living cells
摘要： Biothiols, such as glutathione (GSH), homocysteine (Hcy) and cysteine (Cys), are important biomarkers and play crucial roles in many physiological processes. Thus, the detection of biothiols is highly important for early diagnosis of diseases and evaluation of disease progression. Herein, new types of BODIPY-based fluorescent probes (probe 1, probe 2 and probe 3) capable of cysteine (Cys)/homocysteine (Hcy) sensing with high selectivity over other amino acids were developed. In addition, we further studied the influence of different electronegativity substituents on these probes to sensing Cys/Hcy. Ultimately, we concluded that the electron withdrawing group on probe 1 can accelerate the probe response to Cys/Hcy, and probe 1 was successfully applied for selective imaging Cys/Hcy in living cells.
关键词： cysteine,homocysteine,fluorescent probe,BODIPY
更新于2025-09-10 09:29:36
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Highly Stable and Multifunctional Aza-BODIPY-Based Phototherapeutic Agent for Anticancer Treatment
摘要： Phototherapy, as an important class of noninvasive tumor treatment methods, has attracted extensive research interest. Although a large amount of the near-infrared (NIR) phototherapeutic agents have been reported, the low efficiency, complicated structures, tedious synthetic procedures, and poor photostability limit their practical applications. To solve these problems, herein, a donor?acceptor?donor (D?A?D) type organic phototherapeutic agent (B-3) based on NIR aza-boron-dipyrromethene (aza-BODIPY) dye has been constructed, which shows the enhanced photothermal conversion efficiency and high singlet oxygen generation ability by simultaneously utilizing intramolecular photoinduced electron transfer (IPET) mechanism and heavy atom effects. After facile encapsulation of B-3 by amphiphilic DSPE?mPEG5000 and F108, the formed nanoparticles (B-3 NPs) exhibit the excellent photothermal stabilities and reactive oxygen and nitrogen species (RONS) resistance compared with indocyanine green (ICG) proved for theranostic application. Noteworthily, the B-3 NPs can remain outstanding photothermal conversion efficiency (η = 43.0%) as well as continuous singlet oxygen generation ability upon irradiation under a single-wavelength light. Importantly, B-3 NPs can effectively eliminate the tumors with no recurrence via synergistic photothermal/photodynamic therapy under mild condition. The exploration elaborates the photothermal conversion mechanism of small organic compounds and provides a guidance to develop excellent multifunctional NIR phototherapeutic agents for the promising clinical applications.
关键词： heavy atom effects,intramolecular photoinduced electron transfer,donor?acceptor?donor type,NIR phototherapeutic agents,aza-BODIPY
更新于2025-09-10 09:29:36
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Lewis-Acid-Catalyzed BODIPY Boron Functionalization Using Trimethylsilyl Nucleophiles
摘要： A novel and straightforward strategy for boron functionalization in boron dipyrromethenes (BODIPYs) is developed. In particular, this synthetic strategy provides new possibilities for the synthesis of sp2 N-substituted (B-NCS and -NCO), benzotriazole- and trifluoroacetamide-substituted BODIPYs that were hitherto unknown. These new BODIPYs display an array of highly desirable photophysical properties (0.04 < Φ f < 0.86), paving the road for further investigations in material applications.
关键词： photophysical properties,boron functionalization,trimethylsilyl nucleophiles,Lewis acid catalysis,BODIPY
更新于2025-09-09 09:28:46
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CeO2 Nanowire-BODIPY-Adenosine Triphosphate Fluorescent Sensing Platform for Highly Specific and Sensitive Detection of Arsenate
摘要： Effective and sensitive monitoring of arsenate in drinking water is significant for risk management of public health. Here, we demonstrated that CeO2 nanowire acted as an efficient quencher for small fluorescent molecules with phosphate group, BODIPY-adenosine triphosphate (BODIPY-ATP) and riboflavin-5'-phosphate (Rf-P), and developed CeO2 nanowire-BODIPY-ATP platform for highly selective and sensitive detection of arsenate. The response strategy was based on the competitive coordination chemistry of CeO2 nanowire between arsenate and phosphate group of BODIPY-ATP. Arsenate displaced adsorbed BODIPY-ATP to enhance fluorescence, allowing detection of arsenate down to 7.8 nM, which is lower than the WHO defined limit 130 nM. Excellent linear range of 20-150 nM and 150-1000 nM was obtained. Importantly, this system was simple in design and convenient in operation. And the platform exhibited excellent selectivity for arsenate without the interference of phosphate ions. Finally, the proposed method had been successfully employed for determination of arsenate in real water samples.
关键词： competitive coordination,BODIPY-ATP,CeO2 nanowire,arsenate,fluorescent sensing
更新于2025-09-09 09:28:46