Journal of Materials Chemistry B
·
2022
·Vol. 10
·期 10
·1650-1662
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IF 7.571
Youliang Tian,Dalong Yin,Quan Cheng,Huiping Dang,Changchang Teng,Lifeng Yan
Achieving J-aggregation of a molecule is a fascinating way to construct fluorescent imaging and photothermal therapy agents in the second near-infrared window. Modulation of the balance between intermolecular π–π stacking and steric interactions is an elegant method to acquire J-aggregation dyes. Herein, we succeeded in synthesizing an aza-BODIPY dye with J-aggregation characteristics by introducing steric hindrance (TPA) and a π-bridge (thiophene) in the aza-BODIPY skeleton. In aqueous solutions, supramolecular J-aggregates with a regular lamellar stacking structure could quickly be formed by the dye-templated self-assembly and longer absorption (λmax = 939 nm) and emission (λmax = 1039 nm) bands were observed. After co-assembly of the dye and an amphiphilic polypeptide (POEGMA23–PAsp20), the obtained J-aggregation nanoparticles (J-NPs) with good water solubility and smaller size were more suitable for application in living organisms. In addition, the J-NPs exhibited good stability, considerable photothermal conversion capacity (η = 35.6%), and excellent resistance to pH, H2O2, and photobleaching. In vitro and in vivo experiments revealed that the J-NPs show great NIR-II fluorescence imaging capabilities and anti-tumor effects under 915 nm irradiation (1 W cm−2). This is a rare example of using BODIPY dyes to perform NIR-II fluorescence imaging-guided photothermal therapy under NIR-II irradiation.
研究领域:
化学
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材料科学
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生物医学工程
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纳米技术
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DOI
PubMed
高影响因子
NEW JOURNAL OF CHEMISTRY
·
2018
·Vol. 42
·期 9
·6910-6917
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IF 3.201
Chao Xu,Ying Qian,Zheng-qing Qi,Chang-gui Lu,Yi-ping Cui
A conjugated BODIPY–triphenylamine multi-aldoxime (BTN) was designed and synthesized by the Sonogashira coupling reaction. The chemodosimeter showed a red emission (670 nm), fast response (within seconds), high selectivity and good sensitivity towards hypochlorite based on the redox reaction of four aldoximes. BTN possessed two original absorption peaks at 366 nm and 588 nm, respectively, corresponding to fluorescence emissions at 440 nm and 660 nm, which exhibited a ratiometric change in the presence of hypochlorite. With the addition of hypochlorite, the redox reaction of aldoxime led to the termination of isomerization of the CN bond, the fluorescence intensity at 660 nm gradually changed from weak to strong, accompanied by a slight 10 nm red-shift; in contrast, the fluorescence intensity began to decrease at 440 nm. Moreover, as the two-photon excited fluorescent NaOCl probe, BTN afforded an enhanced signal response for hypochlorite at 686 nm under two-photon excitation (λTPEFex = 800 nm). Meanwhile, successful imaging of living cells was carried out for BTN towards hypochlorite in A-549 cells. The results demonstrated that BTN had potential application prospects and was promising for practical application in biological systems and environmental systems.
研究领域:
化学
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生物分析
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环境科学
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DOI
高影响因子
REACTIVE & FUNCTIONAL POLYMERS
·
2021
·
IF 3.975
Shuyuan Wang,Yuqing Wang,Yalan Sun,Lishan Li,Liandong Ye,Wei Zhang,Nianchen Zhou,Zhengbiao Zhang,Xiulin Zhu
Azoreductase-based near-infrared (NIR) fluorescent probe represents a potent tool in the biological detection and drug delivery for treating hypoxic tumor and colon disease. Various azobenzene derivatives have aroused wide attention to develop these fluorescent probes based on the “profluorescence”, however, most of the azobenzene derivatives have absorptions and emissions in the visible region. Herein, a novel NIR fluorescent probe ADP-Azo has been designed and synthesized, which is non-conventional azobenzene derivatives composed of a NIR fluorescent molecule Aza-BODIPY connected directly with azobenzene moiety for a convenient access to quench the fluorescence. In the presence of azoreductase, the azo bonds of ADP-Azo are cleaved and the fluorescence of the probe changes from “OFF” to “ON”. In addition, the drug-loaded nanoprobe are successfully fabricated by self-assembly of the amphiphilic polymer mPEG 2k -ADP-Azo derived from the ADP-Azo in PBS buffer solution . These drug-loaded micelles indicate efficiently “ON-OFF” switch of NIR fluorescence accompanied by drug release under the action of azoreductase in a simulated colon environment. The fluorescent nanoprobes based ADP-Azo demonstrate the potential applications in fluorescence imaging and controlled drug release for treating hypoxic tumor and colon disease.
研究领域:
生物化学
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药学
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生物医学工程
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产品关联
DOI
高影响因子
JOURNAL OF LUMINESCENCE
·
2023
·
IF 3.6
Yanan Wang,Yue Liang,Peng Zhao,Yurong Guo,Jingran Zhang,Xiaoxue Fang,Tingfeng Liu,Chao Wang,Guangjiu Zhao
A novel BODIPY photosensitizer BSP-FA with multiple reaction sites was synthesized by modifying the BODIPY parent with ferulic acid. The fluorescence emission spectra and UV–vis absorption spectra demonstrate that BSP-FA exhibits typical BODIPY characteristics. The conformation of BSP-FA leads to a restricted electronic coupling between BODIPY and FA , which induces a bright fluorescence emission. BSP-FA was applied as a fluorescent probe for the in vitro quantification of a range of concentrations of Cys and GSH. The detailed luminescence mechanism of BSP-FA was investigated using time-resolved femtosecond transient absorption experiments and the existence of triplet state was demonstrated. BSP-FA is a promising candidate for photosensitizer due to its singlet oxygen generation and T 1 generation capacity. BSP-FA has promising applications as a detection probe and photosensitizer in several fields.
研究领域:
化学
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生物化学
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分子生物学
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分析化学
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DOI
高影响因子
FOOD CHEMISTRY
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2021
·
IF 7.514
Fengya Wang,Xiaobo Zhang,Changxin Huangfu,Mingzhen Zhu,Chunsheng Li,Liang Feng
Dicofol is an organochlorine pesticide, which is widely used in fruits, tea and other crops, and is moderately toxic to humans. Therefore, the monitoring of organochlorine pesticide-dicofol is critical for food safety. In this work, a fluorometric chemosensor based on mercaptoethanol and boron dipyrromethene (BODIPY) was first constructed to detect the dicofol. The chemosensor displayed turn-off fluorescence behavior upon dicofol with a detection limit of 200 ppb. The nucleophilicity of the glutathione and other biological thiols was studied to evaluate the reactivity of thiols with dicofol. In practical applications, an obvious color difference was observed on a paper based microfluidic device modified by phenyltriethoxysilane (PTES). We designed an integrated device for pretreatment and paper-based detection, and successfully used for the detection of dicofol in tea. The applicability was demonstrated by detection of dicofol in real tea samples with good recovery ranging from 86% to 109%. The apparatus was convenient and could be used for on-site evaluation of dicofol.
研究领域:
分析化学
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环境科学
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食品安全
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产品关联
DOI
PubMed
高影响因子
BIOSENSORS & BIOELECTRONICS
·
2020
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IF 10.257
Yao Lu,Hong Ke,Yang Wang,Yao Zhang,Huan Li,Chusen Huang,Nengqin Jia
A ratiometric electrochemiluminescence resonance energy transfer (ECL-RET) platform depended on novel dye BODIPY derivatives was proposed for rapid detection of lactoferrin . This ECL-RET platform is composed of aptamer decorated BODIPY composites and C 60 @BSA, in which BODIPY derivative is the ECL probe and can generate significant resonance energy transfer with K 2 S 2 O 8 . BODIPY derivative and K 2 S 2 O 8 are used as built-in reference signal and calibration signal respectively to eliminate background signal and abnormal change signal by double signal self-calibration process. At the same time, C 60 , as the accelerator of K 2 S 2 O 8 , can effectively increase the ECL signal and further transfer as much energy as possible to BODIPY derivative. Under optimal conditions, the constructed ECL-RET platform exhibited sensitive detection of lactoferrin in the wide linear range of 10 -4 - 850 ng/mL with a LOD of 42 fg/mL. Meanwhile, the proposed ECL-RET aptasensor demonstrated superior stability, specificity and reproducibility, displaying favorable application value in practical diagnosis of this method.
研究领域:
分析化学
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生物化学
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生物技术
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产品关联
DOI
PubMed
高影响因子
Journal of Materials Chemistry B
·
2021
·Vol. 9
·期 42
·8871-8881
·
IF 6.331
Huiping Dang,Quan Cheng,Youliang Tian,Changchang Teng,Kai Xie,Lifeng Yan
To achieve accurate fluorescence imaging-guided cancer therapy, intelligent systems with specific responsiveness to the tumor microenvironment need to be designed. Here, we have achieved both enhanced NIR fluorescence and photodynamic therapy by introducing a dimethylamino functional group in BODIPY dyes, which can be used as a pH sensor under acidic conditions by coordinating with the proton. At pH 7.4, the fluorescence is quenched due to the photo-induced electron transfer (PET) process. After the photosensitizer is protonated in tumor cell lysosomes (pH 4.0–5.5), the PET process is inhibited and the fluorophore emission capacity is restored (fluorescence enhancement up to 10-fold), resulting in near-infrared fluorescence with the OFF/ON transition inside the tumor and enhanced singlet oxygen production for lysosome targeting capability. Due to the substitution of heavy atom iodine, the compound has a high singlet oxygen quantum yield of 81.8% in dichloromethane. In addition, using a pH-sensitive amphiphilic polypeptide (POEGMA23-PE9) as a carrier to wrap the photosensitizer BDPI can release enough drug in the acidic environment (pH 5.5–6.5) of intracellular endosomes/lysosomes, which is conducive to more adequate interactions of the photosensitizer with H+ and more effective enhancement of fluorescence emission and 1O2 production, achieving precise fluorescence imaging capability and extremely low background toxicity.
研究领域:
生物医学工程
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癌症研究
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材料科学
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分子影像
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DOI
PubMed
高影响因子
MATERIALS & DESIGN
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2023
·
IF 8.4
Chaojie Shen,Mintao Xie,Liying Pan,Binbin Wu,Wenxuan Zhang,Yuying Yuan,Yuan Chen,Yun-Yun Quan,Xiaoxia Ye,Zu-Sheng Huang
Photodynamic therapy (PDT) is a promising noninvasive treatment for cancer. Researchers have focused on improving the therapeutic effects of PDT in recent years. Subcellular organelles are the building blocks of cells, and their destruction can lead to cell dysfunction or even death. Photosensitizers (PSs) with precise organelle targeting capacity can not only kill cancer cells effectively but also help reduce PS dose, minimize side effects, and avoid drug resistance. Herein, four homologous luminogens with aggregation-induced emission (AIE) characteristics through acceptor substitution engineering are designed and synthesized to specifically anchor to mitochondria, cell membrane and lysosome through slight structural tweaks, and reactive oxygen species (ROS) are efficiently produced under light irradiation, which significantly enhance the therapy efficacy of PDT. Notably, biological studies have shown that membrane-targeted PS, TBVP exhibits more powerful therapeutic effects than other three PSs ( TBPy , TBPy-Bu and TBPy-TA ) at the same concentration. The highly effective anti-tumor activity of TBVP was evaluated successfully in vitro and in vivo . In addition, TBVP can promote cell autophagy to induce cell death. We thus believe the anchoring organelles approach described here represents an attractive therapeutic approach in photodynamic therapy.
研究领域:
癌症研究
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药物化学
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生物医学工程
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细胞生物学
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产品关联
DOI
高影响因子
COLLOIDS AND SURFACES B-BIOINTERFACES
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2024
·
IF 5.4
Siao Yang,Xiaoxiao Hu,Zhengze Yong,Qingqing Dou,Cuilu Quan,Hong-Bo Cheng,Mo Zhang,Jing Wang
Photoimmunotherapy represents an innovative approach to enhancing the efficiency of immunotherapy in cancer treatment. This approach involves the fusion of immunotherapy and phototherapy (encompassing techniques like photodynamic therapy (PDT) and photothermal therapy (PTT)). Boron-dipyrromethene (BODIPY) has the potential to trigger immunotherapy owing to its excellent PD and PT efficiency. However, the improvements in water solubility, bioavailability, PD/PT combined efficiency, and tumor tissue targeting of BODIPY require introduction of suitable carriers for potential practical application. Herein, a disulfide bond-based hollow mesoporous organosilica (HMON) with excellent biocompatibility and GSH-responsive degradation properties was used as a carrier to load a bithiophene Aza-BODIPY dye (B5), constructing a sample chemotherapy reagent-free B5@HMON nanoplatform achieving triple-synergistic photoimmunotherapy. HMON, involving disulfide bond , is utilized to improve water solubility, tumor tissue targeting, and PD efficiency by depleting GSH and enhancing host-guest interaction between B5 and HMO. The study reveals that HMON’s large specific surface area and porous properties significantly enhance the light collection and oxygen adsorption capacity. The HMON’s rich mesoporous structure and internal cavity achieved a loading rate of B5 at 11 %. It was found that the triple-synergistic nanoplatform triggered a stronger anti-tumor immune response, including tumor invasion, cytokine production, calreticulin translocation, and dendritic cell maturation, eliciting specific tumor-specific immunological responses in vivo and in vitro . The BALB/c mouse model with 4T1 tumors was used to assess tumor suppression efficiency in vivo , showing that almost all tumors in the B5@HMON group disappeared after 14 days. Such a simple chemotherapy reagent-free B5@HMON nanoplatform achieved triple-synergistic photoimmunotherapy.
研究领域:
癌症治疗
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纳米技术
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生物医学工程
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免疫学
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药学
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产品关联
DOI
PubMed
高影响因子
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY
·
2018
·
IF 2.891
Lingfeng Wang,Ying Qian
A novel quinoline BODIPY fluorescent probe Q-BODIPY was designed. Probe Q-BODIPY combined 8-hydroxyquinoline-BODIPY with 2,4-dinitrobenzenesulfonyl group as a new biothiols-detection fluorescent probe. After addition of biothiols, probe Q-BODIPY responds to Cys quickly and displays a manifest fluorescent signal at 521 nm with quantum yield increased from 0.02 to 0.16 and detection limit was determined to be 33 nM with great goodness of fit at 0.98. Furthermore, The response of probe Q-BODIPY with Cys also could be observed with “naked eyes” in 3 min. The cleavage of the suphonate accelerated by hydrogen bonds was proposed according the theoretical calculation and acid-base interaction. Additionally, The probe works excellently within a wide pH range of 5.9–10.1 and was used for selective imaging of biothiols in HepG2 cells and zebrafish. These results indicated that the probe could fast sensing different biothiols via different reaction rate of probe Q-BODIPY with these three type of biothiols, which result from hydrogen bonds assistance mechanism, and provide a functional tool for reflecting the changes of biothiols.
研究领域:
生物化学
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分子生物学
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分析化学
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医学影像学
✓ 已验证
DOI
高影响因子
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY
·
2023
·
IF 4.4
Yiran Wang,Xinyu Yang,Xueting Lu,Xiaonian Cao,Ling Ao,Lele Ma,Caihong Shen,Yongqian Fu,Yaqiong Yang
A low-cost and simple boron-dipyrromethene (BODIPY)-labeled aptasensor (B-aptamer) was designed for rapid, sensitive and turn-on catechin detection. B-aptamer as signal indicator and recognition element initially stacked on the surface of multi-walled carbon nanotubes (MWCNTs) via π-π conjugation, resulting in efficient quenching of the fluorescence of the aptasensor. Upon addition of catechin, catechin was adsorbed to B-aptamer, thereby undergoing a conformational change to form B-aptamer/catechin complex, which prompted the release of the signaling probe from the surface of MWCNTs. Hence, the fluorescence intensity (FL) of the B-aptamer was increasing with the increase of catechin concentrations with the limit of detection (LOD) of 5 ng/mL. Furthermore, the method was used to analyze catechin in food samples with the recovery rate of 92.7–107.1 %. This method provided a proper analysis method for clinical analysis and pharmaceutical quality control.
研究领域:
分析化学
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纳米技术
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食品科学
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药学
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产品关联
DOI
PubMed
高影响因子
SENSORS AND ACTUATORS B-CHEMICAL
·
2021
·
IF 7.46
Yang Li,Jia-Jia Li,Qing Zhang,Jian-Yong Zhang,Na Zhang,Yong-Zheng Fang,Jinwu Yan,Qinfei Ke
The highly emissive BODIPY (boron-dipyrromethene) have been grafted on the Eu-based metal-organic frameworks (Eu-MOFs) via the covalent F-B bonding using a facile one-pot solvothermal reaction. The fluorescence emission ratio of [email protected] has been applied to construct the ratiometric fluorescence sensor for the F - , H 2 O 2 and glucose detection in water solution and living cells. The produced [email protected] probe provided enhanced sensitivity, higher selectivity and lower lower limits of detection (LOD) for the detection of F - (0.1737 μM), H 2 O 2 (6.22 nM) and glucose (6.92 nM), and 5.96, 6.52 and 6.95 times lower than that for single Eu-MOF, respectively. More importantly, the probe also exhibited the lower biotoxic in living cells for bioimaging and the better visualization performance with multiplex channels. The results indicated the π-conjugated BODIPY derivative not only acted as the surfactant molecule or template agent for preferred growth, but also modulated the fluorescent emissions drastically, and thus induced excellent fluorescent detecting performances.
研究领域:
纳米技术
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分析化学
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生物医学工程
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生物化学
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产品关联
DOI
高影响因子
危险品化学品经营许可证（带存储）