DYES AND PIGMENTS
·
2025
·
IF 4.2
Anzhi Hu,Yingxiu Man,Changjiang Yu,Wenlong Ma,Xing Guo,Qingbin Yuan,Yaxiong Wei,Erhong Hao,Chang-Cheng Wang,Jiazhu Li
Lipid droplets are now understood to be dynamic signaling hubs, with their morphological and polarity changes linked to obesity and related metabolic disorders. However, visualizing these processes is challenging, as most of existing probes suffer from short emission, small Stokes shifts, or poor photostability. Herein, we report a new family of color-tunable coumarino[3,4- b ]BODIPY dyes (C[ b ]B) that function as high-performance probes for lipid droplet imaging in the visible to near-infrared (NIR) region. The key to their properties lies in the fusion of a coumarin donor to the BODIPY acceptor core, creating a strong intramolecular charge-transfer (ICT) system. These dyes display high molar absorptivity (logε > 4.8), and bright, tunable emission (Φ F up to 95%) across the visible-near-infrared region. Peripheral donor tailoring narrows the HOMO–LUMO gap by raising the HOMO (−5.80 → −4.90 eV) while the LUMO remains fixed near −3.55 eV, compressing the electrochemical gap from 2.20 to 1.35 eV and red-shifting absorption from 531 to 711 nm. X-ray crystallography reveals nearly planar cores that switch to twisted conformations (up to 18°) upon styryl extension. Applied in live HeLa cells, the probes selectively stain lipid droplets with low cytotoxicity across the visible-NIR spectrum.
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SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY
·
2026
·
IF 4.8
Sha-sha Wang,Ye Zhang,Ran Yang,Ling-bo Qu,Hua-jin Zeng
In this study, a novel near-infrared fluorescent probe was designed and constructed based on a cyano-substituted BODIPY dye through a one-step synthesis approach. The amidoxime group on the probe structure enables a rapid and specific reaction with HOBr, regenerating the cyano-containing BODIPY dye accompanied by a significant fluorescence quenching effect. The quenching intensity exhibits a positive correlation with increasing HOBr concentration, thereby achieving quantitative detection of HOBr with a detection limit of 1.17 μM. At the cellular level, the probe demonstrates excellent biocompatibility and stability, successfully enabling the visualization of both endogenous and exogenous HOBr in living cells. Furthermore, the probe exhibits superior lipid droplet-targeting capability, providing a powerful molecular tool for investigating the physiological functions of lipid droplets, particularly the role of HOBr in lipid metabolism.
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SENSORS AND ACTUATORS B-CHEMICAL
·
2016
·
IF 4.758
Min Deng,Deyan Gong,Shi-Chong Han,Xiangtao Zhu,Anam Iqbal,Weisheng Liu,Wenwu Qin,Huichen Guo
Herein, a novel chemodosimeter with 1-(2-aminoethyl)-3-phenylthiourea as MeHg + or Hg 2+ reacting group linked via its N atom at position 3 to boron dipyrromethene ( Bodipy-1) have been synthesized, which exhibits longer excitation wavelength, selective and sensitive colorimetric and fluorimetric response toward methylmercury (MeHg + ) or mercury (Hg 2+ ) in natural media via desulfurization and intramolecular cyclization with a broad pH range from 6–10. It shows low cytotoxicity and excellent membrane permeability towards living cells, which was successfully applied to detect and image intracellular methylmercury or mercury effectively by confocal fluorescence imaging.
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NEW JOURNAL OF CHEMISTRY
·
2022
·Vol. 46
·期 43
·20699-20710
·
IF 3.925
Die Wang,Luminita Marin,Xinjian Cheng
Nitro compounds are widely used in modern industries. Among them, 2, 4-dinitrophenylhydrazine (DNH) is extremely harmful. It is of great significance to develop methods for the detection of DNH. In this work, chitosan was used as the substrate material, and fluoroborondipyrrole (BODIPY) was used as the fluorophore. Chitosan was endowed with the fluorescence sensing ability by the introduction of BODIPY units. First, BODIPY derivatives (NO-3 and BO-1) with an alkynyl group (CC) were synthesized. Second, small molecules NO-4 and BO-2 with an aldehyde group (–CHO) were obtained. Finally, the –NH2 groups on chitosan underwent a click reaction (–NH2/CC) and a Schiff base formation reaction occurred (–NH2/–CHO) to form three polymer probes C1, C2 and C3. CC formed in the click reaction can interact with DNH and can be used as recognizing sites for DNH. These chitosan probes have good thermal stability and could selectively recognize DNH, showing notable fluorescence quenching effects, which are visible to the naked eye. DNH is a typical electron-deficient compound, and the polymer fluorescent probe contains electron-rich groups, which makes it easier for the two species to combine and cause fluorescence changes. C1 is flexibly cross-linked, C3 is rigidly cross-linked, and C2 has a non-crosslinked structure, and they show different rheological properties. This work expands the application of chitosan.
研究领域:
材料科学
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环境科学
·
化学
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SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY
·
2024
·
IF 4.3
Wen-Jie Mao,Tian-Tian Wang,Lin Chen,Lei Zhang,Shan Li
Tyramine signaling amplification (TSA) technology is generally applied in immunofluorescence, enzyme-linked immunoassays, in situ hybridization techniques, etc. Successful amplification of fluoresence signals cannot be achieved without excellent fluorescent dyes. BODIPY fluorophore is an ideal probe for cell fluorescence imaging, but pristine BODIPY cannot be direct used in the TSA system. In the paper, the new red-shifted tyramide-conjugated BODIPY ( BDP-B/C/D ) was synthesized via the Knoevenagel condensation reaction, which based on the tyramide-conjugated BODIPY (BDP-A). The synthesized dyes were combined with tyramine to obtain which could be used as a fluorescent substrate for enzymatic reaction of TSA. By using the selected substrate ( BDP-C ) in TSA, we found it to be more sensitive than the commercial dye 594 styramide for the detection of low-abundance antigen proteins.
研究领域:
生物化学
·
细胞生物学
·
医学影像学
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高影响因子
APPLIED SURFACE SCIENCE
·
2024
·
IF 6.3
Qihuan Lv,Yu Zhou,Linlin Wang,SanE Zhu,Hongdian Lu,Wenjie Yang,Chunxiang Wei
The advancement of novel MXene materials characterized by heightened stability and remarkable antibacterial attributes has garnered substantial attention in recent research endeavours. In this article, it is first time to prepare boron dipyrromethene (BODIPY) modified Mo 2 C nanosheets (BODIPY-Mo 2 C) via electrostatic interactions to achieve the desirable antibacterial property, enriching by both photothermal and photodynamic effects. The photothermal conversion efficiency of the produced Mo 2 C nanosheets reached to 42.6 %. Furthermore, in the photothermal antibacterial tests against Staphylococcus aureus (S. aureus) and Escherichia coli (E. coli), both Mo 2 C and BODIPY-Mo 2 C demonstrated 100 % antibacterial efficiency at a concentration of 100 μg·mL −1 . Remarkably, at a lower concentration gradient of 75 μg·mL −1 , BODIPY-Mo 2 C nanosheets showed clearly enhanced antibacterial capabilities compared to pure Mo 2 C, underscoring the efficacy of BODIPY in boosting the antibacterial performance of Mo 2 C.
研究领域:
材料科学
·
纳米技术
·
生物医学工程
·
抗菌研究
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Food Analytical Methods
·
2016
·Vol. 10
·期 5
·1293-1300
·
IF 2.167
Zhang Jie,Li Tiezhu,Zhang Tiehua,Xue Peiyu,Guan Tianzhu,Yuan Yuan,Yu Hansong
This work developed a fluorescence polarization (FP) assay for detection of phthalate esters (PAEs) in Chinese spirits. A mouse-derived recombinant peroxisome proliferator-activated receptor α ligand binding domain (mPPARα-LBD*) and a fluorescent-labeled fatty acid (C4-BODIPY-C9) were employed as recognition element and fluorescent tracer, respectively, providing the limits of detection (LODs) below 11.2 μM for the 10 PAEs tested in buffer. Chinese spirits spiked with DEHP and DBP could be positively detected in combination with simple pretreatment, with recoveries ranging from 76.9 to 87.0 % and with coefficients of variation below 10 %. Additionally, the mechanisms of mPPARα-LBD* binding to PAEs were investigated by using molecular simulation approach. The results suggested that the proposed method was reliable for monitoring PAEs in Chinese spirits.
研究领域:
分析化学
·
环境科学
·
分子生物学
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JOURNAL OF MOLECULAR STRUCTURE
·
2025
·
IF 4.7
Lu Zhang,Fangyuan Chai,Ke Yan,Xiaojun Ning,Shuang Min,Lijian Guo,Yi Liu,Tao Gao,Tian Gao,Linli Du
Mitochondria have emerged as a promising therapeutic target in oncology due to their central regulatory roles in cellular homeostasis and apoptotic pathways. Herein, we present a rationally designed mitochondrial-targeting agent, phenolic thiazide -BODIPY (PBD), engineered through strategic conjugation of a BODIPY-pyridinium fluorophore with a phenolic thiazide pharmacophore. This novel theranostic platform demonstrates excellent ΔΨm-driven mitochondrial targeting, real-time fluorescence imaging ability (highly overlapping), and significant antitumor selectivity (cell-specific cytotoxicity with a >15-fold selectivity). Mechanistic investigations revealed that PBD exerts its antitumor effects through mitochondrial membrane potential collapse and subsequent superoxide burst, ultimately triggering apoptosis. This multimodal strategy establishes a new paradigm for image-guided precision therapy in mitochondrial dysfunction-related malignancies.
研究领域:
药物化学
·
肿瘤学
·
生物化学
·
药理学
·
细胞生物学
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MICROCHEMICAL JOURNAL
·
2025
·
IF 5.1
Yin Li,Qian An,Xingcan Li,Chunya Li,gang Luo
Nonalcoholic fatty liver disease (NAFLD), a highly prevalent clinicopathological disorder characterized by excessive hepatic lipid accumulation, insulin resistance, and chronic inflammation, represents a growing global health challenge. Since inflammation plays a pivotal role in NAFLD progression, the sensitive and selective detection of inflammatory biomarkers is essential for early diagnosis. Herein, a ratiometric fluorescent probe (BDY-HOCl) based on boron dipyrromethene (BODIPY) was developed for in situ monitoring of hypochlorous acid (HOCl), a key factor for inflammatory responses. BDY-HOCl operates through HOCl-induced oxidative cleavage of an alkene linker between BODIPY and a Fischer aldehyde moiety, producing two distinct emission peaks with minimal spectral overlap and environmental interference, thereby ensuring accurate ratiometric fluorescence quantification. To further enhance stability and selectivity, BDY-HOCl was covalently anchored onto amine-functionalized SiO 2 @covalent organic frameworks (SiO 2 @COFs) via Schiff base condensation, yielding SiO 2 @COFs-BDY-HOCl . This nanocomposite can effectively reduce solvent-induced fluorescence quenching and improved HOCl detection with a low limit of detection (LOD) of 3.8 nM. Importantly, SiO 2 @COFs-BDY-HOCl enabled real-time fluorescence imaging of HOCl fluctuations in palmitate-stimulated hepatocytes, thereby providing a powerful platform for the early diagnosis of NAFLD through ratiometric fluorescence imaging HOCl, an inflammation-related factor.
研究领域:
生物医学工程
·
分析化学
·
分子成像
·
纳米材料
·
肝脏病学
·
炎症研究
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JOURNAL OF LUMINESCENCE
·
2019
·
IF 2.961
Chengjun Wang,Ying Qian
A red emissive fluorescent probe 1,7-dimethyl-3,5-bis(4-methoxyphenyl-vinyl)-8-(10-n-butyl-10H-phenothiazine-3-yl)BODIPY 1,7-dimethyl-3,5-bis(4-methoxyphenyl-vinyl)-8-(10- n -butyl-10 H -phenothiazine-3-yl)BODIPY (avyl-BODIPY-PTZ) with a special orthogonal donor-acceptor structure was designed and synthesized for rapid, sensitive, and selective discrimination of ClO − , over other reactive oxygen species and anions. The probe displays a linear ratiometric absorption (A 578 /A 640 ) and fluorescence (F 599 /F 660 ) response toward ClO − with a fast response velocity (~10 s). The limit of detection (LOD) for ClO − was obtained as 22.6 nM from the fluorescence titration experiment. The fluorescence enhancement of the probe can be observed from the 32-fold enhancement in ratiometric value (F 599 /F 660 ) and the increasement of quantum yield from 0.01 at 660 nm to 0.28 at 599 nm. The oxidation of S atom in phenothiazine by ClO − to form the sulfoxide-type structure was proposed as the recognizing mechanism according to the Mass spectral analysis. The ratiometric enhancement of fluorescence was rationalized by the theoretical calculations. The orthogonal donor-acceptor structure according to optimized calculation and solvent effects of avyl-BODIPY-PTZ illustrated that the ClO − oxidation induced conversion from the nonradiative TICT process to the radiative LE process and caused the fluorescence ratiometric enhancement. The probe with low cytotoxity can successfully permeate into living cells and the cell images can be achieved in single channel. Moreover, after addition of ClO − , another bright red emission channel of the probe switched on and the probe displayed two-channel emission in living cells.
研究领域:
化学
·
生物学
·
医学
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DYES AND PIGMENTS
·
2020
·
IF 4.613
Jin Bai,Ying Qian
In this work, a unique lysosome-targeted BODIPY photosensitizer named BOP-Lyso was designed for photodynamic therapy of cancer cells. The absorption wavelength of BOP-Lyso (10 μM) was located at 650 nm and its molar absorption coefficient was 8.2 × 10 4 cm −1 M −1 . The emission wavelength of BOP-Lyso was at 709 nm. Photosensitizer BOP-Lyso showed excellent ability to produce singlet oxygen and the singlet oxygen yield of photosensitizer BOP-Lyso was calculated to be 43.1% using methylene blue as the reference with near-infrared led light irradiation (660 nm). From MTT (a common method for determining cell survival rate, MTT: 3-(4, 5-dimethyl-2-thiazolyl)-2, 5-diphenyl-2-H-tetrazolium bromide) assay, BOP-Lyso had extremely low dark toxicity (cell viability > 85%) and high photo toxicity. And the IC 50 value of BOP-Lyso was 0.24 μM, which was much lower than the previously reported literature. Besides that, DCFH-DA (2′,7′-Dichlorodihydrofluorescein diacetate) was employed to capture the generation of reactive oxygen species (ROS) in PDT process. Lysosomal colocalization experiments demonstrated that photosensitizer BOP-Lyso had good co-localization capability and the colocalization coefficient was calculated to be 0.92. Furthermore, photosensitizer BOP-Lyso had also been successfully applied to AO/EB cell staining experiments and exhibited excellent results. Moreover, cancer cells (SGC-7901 cells, human gastric carcinoma cells) migration status could be effectively inhibited after NIR led light irradiation with BOP-Lyso. On the whole, taking the above series of data into account, photosensitizer BOP-Lyso would play an important role in actual PDT of cancer cells.
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COLLOIDS AND SURFACES B-BIOINTERFACES
·
2026
·
IF 5.9
Chen Guo,Yunqing Xie,Ziyao Lu,Shanshan Chen,Lili Su,Xiaowei Lin,Li Chen,Shaukat Semm Ally Basinda,Yang Sun,Jianyong Liu,Qinying Liu
Hypoxia is a distinctive characteristic of solid tumors, limiting the efficiency of photodynamic therapy (PDT). In this study, transcriptomics was applied to analyze the changes in mRNA levels in mouse tumors treated with multiple photodynamic therapy sessions, revealing that 12 genes in the PI3K/mTOR pathway were significantly upregulated. In order to improve delivery efficiency and enhance the efficacy of PDT photosensitizers, a nitroreductase-responsive BODIPY prodrug (BNP) was designed and employed to encapsulate a PI3K/ mTOR dual inhibitor (BEZ235) to self-assemble into nanoparticles (BNP@BEZ NPs). The fluorescence level of BNP@BEZ NPs in hypoxic cells was 12.20-fold that in normoxic cells because of the responsiveness of nitrobenzyl groups to hypoxia. Such minimized off-target effects also resulted in preferential intratumoral activation of prodrugs. Meanwhile, BEZ co-loading alleviated tumor hypoxia and increased intracellular ROS levels to 155.26% compared to blank prodrug nanoparticles. BNP@BEZ NPs-mediated PI3K/mTOR inhibition and apoptosis of tumor cells exhibited sufficient antitumor efficacy with a tumor inhibition rate of 93.31%. In conclusion, this study confirms that the PI3K/mTOR pathway promotes tumor PDT resistance by enhancing mitochondrial respiration. The hypoxic -responsive photodynamic properties of BNP, combined with BEZ's oxygen consumption-inhibiting capacity, can enhance tumor suppression rates. This strategy of nanomedicine development by capitalizing on the synergistic effect between active ingredients will avoid the low efficacy and adverse effects of monotherapies.
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