Theranostics
·
2019
·
IF 8.063
Duyang Gao,Boyu Zhang,Yubin Liu,Dehong Hu,Zonghai Sheng,Xuanjun Zhang,Zhen Yuan
Background : Engineering a single organic-molecule-based nanoparticle integrating precise diagnosis and effective therapy is of great significance for cancer treatment and future clinical applications but remains a great challenge. The goal of this study is to explore small organic molecule-based nanoparticles with high photothermal conversion efficiency for photoacoustic imaging-guided therapy. Methods : Heptacyclic B, O-chelated BODIPY structure (namely Boca-BODIPY) with strong near-infrared (NIR) absorption was designed as a theranostic agent through simply molecular engineering, in which heavy atoms and alkyl chains were introduced to promote its application for tumor theranostics. The Boca-BODIPY molecules are further encapsulated in reduced bovine serum albumin (BSA) through self-assembly. Results : The BSA-Boca-BODIPY exhibited excellent biocompatibility, extraordinary stability and high photothermal conversion efficiency up to 58.7%. The nanoparticles could dramatically enhance photoacoustic contrast of the tumor region, and the signal-to-noise ratio was increased about 14 times at 10 h post intravenous injection in 4T1 tumor-bearing mice. In addition, the nanoassemblies can efficiently convert laser energy (808 nm, 0.75 w cm -2 , 5min) into hyperthermia for tumor ablation. Under the photoacoustic imaging-guided photothermal therapy (PTT), the 4T1 cancer cells were efficiently killed, no tumor recurrence and PTT-induced toxicity is observed. Conclusions : Molecular engineering is a promising way to design organic-molecule-based nanoparticles for cancer theranostics. Other organic-molecule-based nanoparticles which show great promise for imaging-guided cancer precision therapy can be engineered through this method.
研究领域:
生物医学工程
·
癌症治疗学
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分子影像学
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产品关联
DOI
PubMed
高影响因子
ORGANIC & BIOMOLECULAR CHEMISTRY
·
2018
·Vol. 16
·期 31
·5598-5608
·
IF 3.423
Yaxiong Wei,Min Zheng,Qiaohui Zhou,Xiaoguo Zhou,Shilin Liu
A bodipy–C70 dyad was synthesized and applied in triplet–triplet annihilation (TTA) upconversion of perylene as a novel metal-free organic photosensitizer. The photophysical processes were investigated by the methods of steady-state UV-Vis absorption and fluorescence spectroscopy, nanosecond time-resolved transient absorption spectroscopy, cyclic voltammetry, and density functional theory calculations. The bodipy–C70 dyad showed an increased molar extinction coefficient up to 82 300 mol−1 cm−1 at 518 nm compared with the C70 monomer. With photo-excitation of the bodipy moiety at 532 nm, the intramolecular singlet–singlet energy transfer between bodipy and C70 units was efficient with a quantum yield of nearly 100%, and the lowest triplet state of the dyad was subsequently populated via ISC of the C70 moiety, with a lifetime of ca. 80 μs in toluene. Electrochemical investigation suggested that the intramolecular electron transfer of the excited dyad was thermodynamically prohibited in toluene due to the positive ΔGCS for charge-separation. With the presence of perylene in solution as the triplet energy acceptor and emitter, the TTA upconverted fluorescence was observed with a maximum quantum yield of 10.3%. The overall upconversion capability of 4417 M−1 cm−1 exceeded that of C70 approximately two-fold. Moreover, the bodipy–C70 dyad also exhibited an enhanced optical stability under intense irradiation. All data indicated that the dyad was another ideal photosensitizer for TTA upconversion of perylene in the fullerene derivative family.
研究领域:
材料科学
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光化学
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产品关联
DOI
PubMed
高影响因子
DYES AND PIGMENTS
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2018
·
IF 3.767
Chengjun Wang,Xiang Xia,Jirong Luo,Ying Qian
A novel near-infrared (NIR) fluorescent probe BODIPY-ONs for sensitive and selective detection of glutathione (GSH) was reported. The probe carried with 2,4-dinitrobenzenesulfonyl group (DNBS) as quenching group was non-fluorescent. Upon addition of glutathione, an obvious NIR fluorescence recovery centered at 656 nm was observed and the quantum yield increased to 0.48, while other thiol-lacking amino acids did not generate any change. Compared with Cys and Hcy, BODIPY-ONs showed the highest response toward GSH. The limit of detection (LOD) for GSH was calculated as 131 nM from the titration experiments. The cleavage of the suphonate induced by GSH was proposed, which was supported by Mass spectral analysis and HPLC analysis. Further theoretical calculation indicated that an intermolecular hydrogen bond assited thiolysis process was the reason that BODIPY-ONs can discriminate GSH from Cys and Hcy. Moreover, probe BODIPY-ONs could also be used for endogenous and exogenous GSH detection in living cells.
研究领域:
生物化学
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医学诊断
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分子生物学
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DOI
高影响因子
SN Applied Sciences
·
2021
·Vol. 3
·期 5
·1-14
·
IF 0
Xiao Li,Li Chunqing,He Xiantinglv,Cheng Xinjian
It is of scientific and practical significance to sense and to remove heavy metal ions in the environment. In this work, four BODIPY-based fluorescent polymeric probes with the ability to sense and separate Fe 3+ ions have been prepared via thiol-ene click reaction. The polymers have good thermal stability. Meanwhile, the results show that they have selective recognition capabilities only for Fe 3+ , which are mainly manifested as significant quenching of fluorescence and color modulation under visible light. The sensitivity is good, and the limit of detection reaches as low as 0.14 µM. They can also be used as reversible chemical probes to detect Fe 3+ . Therefore, the click reaction provides us with a facile method for preparing fluorescent polymer probes.
研究领域:
环境科学
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材料科学
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分析化学
✓ 已验证
DOI
Biomaterials Science
·
2019
·Vol. 8
·期 3
·830-836
·
IF 5.251
Chengjun Wang,Ying Qian
A novel photosensitizer carbazolyl-BODIPY (Cz-BODIPY) with an orthogonal donor–acceptor structure was developed for photodynamic therapy (PDT). The photosensitizer Cz-BODIPY showed strong singlet oxygen sensitizing capability (ΦΔ = 0.68 in MeOH), excellent water solubility in dilute solution, and high photostability. The photosensitizer Cz-BODIPY exhibited negligible dark cytotoxicity and high phototoxicity (IC50 0.45 μM). Cz-BODIPY could induce cell apoptosis upon light illumination. Three cell states including living cells, apoptotic cells, and dead cells in the PDT process of Cz-BODIPY were determined via the Hoechst 33342/PI dual staining assays. The ROS (reactive oxygen species) generation in living cells during the PDT process of Cz-BODIPY was captured by the ROS detector, dihydroethidium (DHE). The photosensitizer Cz-BODIPY could be assimilated by zebrafish to generate ROS and diminish the integrity of zebrafish tissue upon light illumination. Tumor cell growth could be inhibited by Cz-BODIPY upon light illumination. The photosensitizer Cz-BODIPY displayed potential in real PDT application.
研究领域:
生物化学
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药理学
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肿瘤学
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DOI
高影响因子
Journal of Materials Chemistry B
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2017
·Vol. 5
·期 29
·5854-5861
·
IF 4.543
Bao-xing Shen,Ying Qian,Zheng-qing Qi,Chang-gui Lu,Qi Sun,Xiang Xia,Yi-ping Cui
Hypochlorite serves as a significant antimicrobial agent in the human immune system, and its detection is of great importance. Herein, a novel near-infrared BODIPY-based ClO− fluorescent probe (NCS-BOD-OCH3) was designed and synthesized. The emission bands of NCS-BOD-OCH3 concentrated at 595 nm and 665 nm. Since the electron withdrawing group 1,3,4-oxadiazole was formed after the desulfurization reaction, the fluorescence intensity of NCS-BOD-OCH3 decreased significantly in THF/H2O (v/v, 1 : 1, buffered with 10 mM PBS pH = 7.4), which is visible to the naked eye with an obvious color change. NCS-BOD-OCH3 can realize the two-photon up-converted fluorescence emission. The low detection limit was calculated from the titration results, with the figure for NCS-BOD-OCH3/ClO− being 1.15 × 10−6 M. The result of living cell imaging experiment demonstrated that NCS-BOD-OCH3 can successfully detect ClO− in living cells and can serve as a NIR mitochondrial imaging agent. It is an excellent platform for developing NIR ClO− fluorescent probes.
研究领域:
生物化学
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医学影像学
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化学生物学
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DOI
PubMed
高影响因子
LUMINESCENCE
·
2016
·Vol. 31
·期 8
·1448-1455
·
IF 1.452
Lingcan Kong,Keyu Lu,Guangyuan Ma,Yuyang Yao,Xia Ling,Wenwei Liu
One strong fluorescent Bodipy-containing derivative was synthesized and characterized using 1 H NMR, electrospray ionization mass spectrometry and elemental analysis. Its electrochemical and photophysical properties were investigated. In addition, the Bodipy derivative could be used as an on–off fluorescent probe for the detection of Fe 3 + ions based on the inner filter effect because the absorption band of the Fe 3 + ion overlaps the excitation band of Bodipy very well upon irradiation with UV light. Furthermore, the Bodipy-based sensor has obvious advantages including simplicity, rapid response, high selectivity, sensitivity and a detection limit of 1.2 μ mol/L, and has been demonstrated in real water samples including tap water, mineral water and water from Lake Tai. Moreover, the fluorescent probe could also be used as a probe for the determination of Fe 3 + in cellular and bacterial imaging. Copyright © 2016 John Wiley & Sons, Ltd.
研究领域:
分析化学
·
生物成像
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DOI
高影响因子
JOURNAL OF LUMINESCENCE
·
2017
·
IF 2.686
Yanhua Yu,Tingting Shu,Cheng Fu,Bingjie Yu,Dongdong Zhang,Huixiu Luo,Junjie Chen,Changzhi Dong
A novel colorimetric and fluorescent sensor 6 for fluoride and cyanide was developed based on BODIPY-coumarin platform and its anions sensing properties were investigated in the mixture of acetonitrile and Tris–HCl buffer (v/v = 95:5, pH = 7.5). Probe 6 could simultaneously detect F – and CN – through colorimetric method over the other competitive anions, such as Cl – , Br – , I – , NO 3 – , ClO 4 – , HSO 4 – , S 2– and H 2 PO 4 – . It exhibited a distinct color change from red to green upon addition of F – through deprotection of tert -butyldiphenylsilyl group of coumarin . Moreover, it displayed an obvious color change from red to yellow through deprotection process firstly, then with a nucleophilic displacement mechanism. Therefore, the sensor 6 provides a novel method to simultaneously detect F − and CN − with different color change in the same solvent environment. The detection limit of sensor 6 toward F – and CN – ion was determined to be 0.43 μM and 1.9 μM respectively,
研究领域:
分析化学
·
生物化学
✓ 已验证
产品关联
DOI
高影响因子
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY
·
2020
·
IF 3.306
Yuanming Li,Yaxiong Wei,Xiaoguo Zhou
Two new metal-free photosensitizers of Bodipy-carbazole derivatives, Phenyl-Bodipy-Carbazole (BC) and Carbazole-Bodipy-Carbazole (CBC), were synthesized. The transient absorption spectroscopy and the density functional theory calculations verify that the triplet Bodipy unit is produced in the dyads via an intramolecular charge transfer in the Franck-Condon excitation. Moreover, an apparent dependence on the solvent polarity was observed for these triplet states lifetimes, e.g. 9.6 and 118.2 μs in cyclohexane , while, 204.7 and 464.7 μs in dichloroethane for BC and CBC, respectively, as well as the triplet state quantum yields. With the increase of solvent polarity, the prolonged lifetime and the decreased quantum yield of the triplet BC and CBC convince us the charge-transfer mechanism for ISC process. In addition, the photo-oxidation rate constants of 1,5-dihydroxynaphthalene with these triplet photosensitizers are determined to be 1.11 × 10 −3 min -1 and 2.54 × 10 −3 min -1 for BC and CBC, respectively.
研究领域:
有机化学
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光化学
·
材料科学
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DOI
高影响因子
SENSORS AND ACTUATORS B-CHEMICAL
·
2017
·
IF 5.401
Yanhua Yu,Tingting Shu,Bingjie Yu,Yun Deng,Cheng Fu,Yangguan Gao,Changzhi Dong,Yibin Ruan
A novel BODIPY-hemicyanine based fluorescent probe 1 for cyanide (CN − ) detection was designed and synthesized. Among the tested anions, the probe showed high selectivity towards CN − . Only addition of CN − to probe 1 in aqueous solution (V H2O /V EtOH = 1/1) could result in a remarkable blue shift of the absorption band from 385 nm to 265 nm and induce 20-fold fluorescence enhancement at 515 nm. The sensing mechanism was based on nucleophilic addition between CN − and indolium group, which was confirmed by 1 H NMR and mass spectrum analysis. Plot of fluorescence intensity as a function of CN − concentrations exhibited a good linear relationship in the range of 0–10 μM, with a detection limit to be 1.53 ppb. Moreover, the proposed sensing approach could work in a wide pH range from 5.0–9.0 and reach an equilibrium instantaneously. Finally, probe 1 was successfully applied in detection of CN − in natural water samples and on test paper strips with satisfactory results.
研究领域:
分析化学
·
环境科学
·
生物医学
✓ 已验证
产品关联
DOI
高影响因子
CARBON
·
2017
·
IF 6.337
Sai Sun,Xiaodong Zhuang,Luxin Wang,Bo Liu,Bin Zhang,Yu Chen
The data storage performance, stability and reliability of the graphene memories have advanced significantly towards practical information storage applications. Using highly dispersed 4-bromobenzene functionalized RGO (BB-RGO) as two dimensional template, a new poly[(1,4-diethynylbenzene)- alt -boron dipyrro-methene]-grafted reduced graphene oxide (PDBD- g -RGO) was synthesized via Sonogashira coupling reaction. Covalent grafting of PDBD onto BB-RGO gives rise to a 34-cm −1 blue shift of the D band and a 7-cm −1 red shift of the G band when compared to the Raman spectrum of BB-RGO. A transparent and flexible nonvolatile memory device with configuration of Al/PDBD- g -RGO/ITO-coated poly(ethylene terephthalate) (PET) exhibited typical storage performance of rewritable memory that can be electrically erased and reprogrammed, with turn-on and turn-off voltages of 1.55 and −1.80 V, and an ON/OFF current ratio exceeding 10 5 . The memory behaviors of the flexible device were almost unchanged under the bending test .
研究领域:
材料科学
·
电子工程
✓ 已验证
DOI
高影响因子
Journal of Materials Chemistry B
·
2021
·Vol. 9
·期 36
·7461-7471
·
IF 6.331
Juanjuan Yin,Xu Jiang,Guomin Sui,Yingying Du,Enyun Xing,Ruijie Shi,Chengzhi Gu,Xiaona Wen,Yaqing Feng,Zhongqiang Shan,Shuxian Meng
BODIPY dyes have recently been used for photothermal and photodynamic therapy of tumors. However, complex multi-material systems, multiple excitation wavelengths and the unclear relationship between BODIPY structures and their PTT/PDT efficiency are still major issues. In our study, nine novel BODIPY near-infrared dyes were designed and successfully synthesized and then, the relationships between BODIPY structures and their PTT/PDT efficiency were investigated in detail. The results showed that modifications at position 3,5 of the BODIPY core with conjugated structures have better effects on photothermal and photodynamic efficiency than the modifications at position 2,6 with halogen atoms. Density functional theory (DFT) calculations showed that this is mainly due to the extension of the conjugated chain and the photoinduced electron transfer (PET) effect. By encapsulating BDPX-M with amphiphilic DSPE-PEG2000-RGD and lecithin, the obtained NPs not only show good water solubility and biological stability, but also could act as superior agents for photothermal and photodynamic synergistic therapy of tumors. Finally, we obtained BODIPY NPs that exhibited excellent photothermal and photodynamic effects at the same time under single irradiation with an 808 nm laser (photothermal conversion efficiency: 42.76%, A/A0: ∼0.05). In conclusion, this work provides a direction to design and construct phototherapeutic nanoparticles based on BODIPY dyes for tumor treatment.
研究领域:
生物医学工程
·
药物化学
·
材料科学
✓ 已验证
DOI
高影响因子
危险品化学品经营许可证（带存储）