SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY
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2024
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IF 4.3
Zuoxu Chen,Soji Shimizu,Sheng Ji,Jianming Pan,Yue Wang,Ru Feng
A novel alkaline pH-responsive probe based on an asymmetric aza-BODIPY was synthesized in a one-pot Schiff base formation reaction. This pH-sensitive probe comprises an asymmetric aza-BODIPY as the luminescent core, with a benzothiazole moiety connected via an imine bond serving as the recognition site. The probe exhibits a turn-off fluorescence response upon exposure to alkaline pH (9.6–12.4), while a bathochromic band in the absorption emerges due to its extended π-conjugation system, accompanied by a visible colorimetric change from yellow to orange to red. Furthermore, the probe responds linearly in the highly alkaline region, with a p K a of 11.65. The recognition mechanism of the probe towards alkaline pH relies on the deprotonation of the imine group on the aza-BODIPY core, leading to an enhanced degree of π-electron conjugation. The quenched fluorescence intensity is attributed to the increased non-radiative decay of the deprotonated form of the probe. The probe demonstrates high reliability for practical applications due to its photostability and reversibility. This study provides new insights into the design of probes for detecting high alkaline pH levels.
研究领域:
分析化学
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生物化学
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产品关联
DOI
PubMed
高影响因子
JOURNAL OF COLLOID AND INTERFACE SCIENCE
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2017
·
IF 4.233
Tao Zhang,Wei Zhang,Min Zheng,Zhigang Xie
Self-assembly of organic molecules has attracted more and more attention because of precise molecular structure and multifarious synthesis chemistry . Herein, near-infrared brominated boron-dipyrromethenes (BODIPY) paclitaxel conjugate (BrBDP-2PTX) was synthesized. BrBDP-2PTX could self-assemble into uniform spherical nanoparticles (BrBDP-2PTX NPs) via nanoprecipition method. The obtained nanoparticles showed satisfying stability in aqueous solution and 10% fetal bovine serum (FBS) containing phosphoric acid buffer solution (PBS). Moreover, BrBDP-2PTX NPs could make rapid enzyme response to Proteinase K as evidenced by the obvious changes in size and size distribution. BrBDP-2PTX NPs could be internalized by the HeLa cells and exhibited potent cytotoxicity toward tumor cells (human cervical carcinoma cells and liver hepatocellular carcinoma cells) as revealed by 3-[4,5-dimethylthiazol-2-yl]-2,5-diphenyltetrazolium bromide (MTT) assays and live/dead staining. Furthermore, in vivo experiments indicated BrBDP-2PTX NPs could be used as efficient bioimaging agents without causing any systemic toxicity. This work highlights the potential of using self-assembly of small organic molecules to develop functional nanomaterials .
研究领域:
药剂学
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肿瘤学
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生物医学工程
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DOI
PubMed
高影响因子
JOURNAL OF MOLECULAR STRUCTURE
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2018
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IF 2.011
Yuzhi Xiong,Sining Zheng,Ling Zhu,Hongyu Guo,Fafu Yang
By step-by-step etherification on cyanuric chloride with BODIPY unit and cholesterol units, two novel cholesterol-triazine-BODIPY trimers (compounds 6 and 7 with one and two cholesterol unit, respectively) were designed and synthesized in high yields. The investigation on mesomorphic properties suggested that compound 6 with one cholesterol unit was a nematic liquid crystal but compound 7 with two cholesterol units was a hexagonal columnar liquid crystal. Both compounds 6 and 7 exhibited the strong fluorescence with high quantum yields and larger Stokes shifts than their precursors. The cholesterol-triazine moiety played crucial role for producing liquid crystalline property and enhancing fluorescence.
研究领域:
化学
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材料科学
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DOI
高影响因子
JOURNAL OF FLUORESCENCE
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2019
·Vol. 29
·期 6
·1423-1429
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IF 1.913
Meng Xianjiao,Cao Duanlin,Hu Zhiyong,Li Zhichun,Han Xinghua,Ma Wenbing
In this study, a BODIPY-based water-soluble fluorescent chemosensor BBP has been synthesized using BODIPY as the fluorescence group and quinoline as the recognition group. BBP can be used for naked eye detection of pH in complete aqueous solution and it shows high specificity in a wide range of cations. The p Ka value is determined to be 2.94 and the fluorescence intensity is linearly related to pH in the range of 2.4–3.6.
研究领域:
分析化学
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生物化学
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DOI
PubMed
高影响因子
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES
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2021
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IF 6.953
Die Wang,Luminita Marin,Xinjian Cheng
The detection of heavy metals, such as Hg 2+ and Fe 3+ , is of great significance. In this work, fluorescent small-molecule BODIPY (BY-3) bearing C C group was synthesized firstly. And then, the chitosan-based polymer sensor CY-1 was synthesized through the spontaneous NH 2 /C≡C click reaction. The synthesized CY-1 can effectively bind and recognize Hg 2+ /Hg + by the –C=N groups formed in the click reaction. Moreover, the macromolecular sensors CS-1 and CS-2 were synthesized by incorporating another recognition sites to CY-1. These synthesized macromolecular sensors can not only recognize Hg 2+ /Hg + , but also effectively recognize Fe 3+ /Fe 2+ . All of them exhibited significant quenching effect, visible to the naked eye under UV irradiation. The detection limit of CY-1 for Hg 2+ was 1.51 × 10 −6 mol/L, and the detection limit of CS-2 for Fe 3+ was 2.30 × 10 −6 mol/L. The BODIPY-chitosan sensors synthesized in this work have the functions of removing heavy metal ions besides the identifying ability. The maximum adsorption capacity of 1 g chitosan to Hg 2+ was 108 mg as the best one. This article provides a new method to prepare macromolecular sensors for the detection and removal of heavy metal ions. As a useful natural polymer, chitosan's application scope was enlarged.
研究领域:
化学传感器
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环境科学
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材料科学
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DOI
PubMed
高影响因子
NEW JOURNAL OF CHEMISTRY
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2018
·Vol. 42
·期 23
·19224-19231
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IF 3.201
Wei Sun,Rong Chen,Xinjian Cheng,Luminita Marin
Detection of heavy metals with high sensitivity and selectivity is of vital importance. In this study, we report the synthesis of small molecular chemosensors and the fabrication of corresponding macromolecular fluorescent chemosensors. Boron dipyrrole methane (BODIPY)-derived chemosensors, BE and BB, were designed and synthesized first. Then, they were incorporated into polymeric derivatives to prepare macromolecular fluorescent chemosensors. The small molecular sensors were highly sensitive and selective to Hg2+. Other ions and albumin did not exhibit clear interference to the sensing of Hg2+ ions. Once the macromolecular chemosensors were formed, the recognition ability was preserved; moreover, the sensitivity was even enhanced by the “molecular wire” mechanism. The minimum detection limits of four macromolecular chemosensors, PBEP, PBEB, PBBP and PBBB, for Hg2+ reached 2.05 μM, 0.23 μM, 4.23 μM, and 0.15 μM, respectively. Under natural light, the addition of Hg2+ led to significant color changes; also, they can be used as Hg2+-sensitive “naked eye” indicators in the natural environment.
研究领域:
分析化学
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环境科学
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材料科学
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产品关联
DOI
高影响因子
ORGANIC & BIOMOLECULAR CHEMISTRY
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2017
·Vol. 15
·期 28
·6006-6013
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IF 3.564
Liangbin Lin,Xiaoru Lin,Hongyu Guo,Fafu Yang
This study focuses on the construction of novel diphenylacrylonitrile-connected BODIPY dyes with high fluorescence in both solution and an aggregated state by combining DRET and FRET processes in a single donor–acceptor system. The first BODIPY derivatives with one, two, or three AIE-active diphenylacrylonitrile groups were designed and synthesized in moderate yields. Strong fluorescence emissions were observed in the THF solution under excitation at the absorption wavelength of non-emissive diphenylacrylonitrile chromophores, implying the existence of the DRET process between the dark diphenylacrylonitrile donor and the emissive BODIPY acceptor. In the THF/H2O solution, the fluorescence intensity of the novel BODIPY derivatives gradually increased under excitation at the absorption wavelength of diphenylacrylonitrile chromophores, suggesting a FRET process between diphenylacrylonitrile and BODIPY moieties. A greater number of diphenylacrylonitrile units led to higher energy-transfer efficiencies. The pseudo-Stokes shift for both DRET and FRET processes was as large as 190 nm.
研究领域:
化学
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材料科学
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光学
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DOI
PubMed
高影响因子
MOLECULES
·
2023
·Vol. 29
·期 1
·229
·
IF 4.6
Yunxia Wang,Ye Liu,Bo Liu,Yihua Yuan,Lixia Wei,Mingxiu Wang,Zhe Chen
Faced with rising threats of terrorism, environmental and health risks, achieving sensitive and selective detection of peroxide-based explosives (PEs) has become a global focus. In this study, a turn-on fluorescent probe (BOD) based on benzil (H2O2-recognition element) and 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) derivative (fluorophore) was developed to sensitively and specifically detect hydrogen peroxide (H2O2). The synthesized BOD had a very weak fluorescence due to intramolecular donor-excited photo-induced electron transfer (d-PET) effect; however, it could emit a strong fluorescence since H2O2selectively oxidized the benzil moiety and released free BODIPY fluorophore (BOD-COOH). As a result, the proposed BOD detected H2O2in linear detection ranged from 25 to 125 µM with a detection limit of 4.41 µM. Meanwhile, the proposed BOD showed good selectivity toward H2O2, which is not affected by other common reactive oxygen species (ROS) and ions from explosive residues. In addition, a blue shift from 508 to 498 nm was observed in the absorption spectra upon addition of H2O2. More importantly, the BOD was successfully applied for rapid detection of H2O2vapor with good sensitivity (down to 7 ppb), which holds great potential for practical use in public safety, forensic analysis and environmental monitoring.Keywords:turn-on fluorescence;benzil;BODIPY;hydrogen peroxide (H2O2);vapor detection
研究领域:
分析化学
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环境科学
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公共安全
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产品关联
DOI
PubMed
高影响因子
DYES AND PIGMENTS
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2017
·
IF 3.473
Yang Liu,Zhensheng Li,Li Chen,Zhigang Xie
Near-infrared (NIR) multifunctional BODIPY-Platinum (BODIPY-Pt) conjugates were synthesized, which compose of fluorescent borondipyrromethene (BODIPY) dyes and therapeutic agents of cisplatin. BODIPY-Pt conjugates combined the NIR imaging, photodynamic therapy (PDT) and chemotherapy in one. BODIPY-Pt possesses the excellent phototoxicity at low concentration upon radiation and comparable chemotherapeutic toxicity with cisplatin. The cellular uptake and distribution were validated by confocal laser scanning microscopy . In addition, the in vivo studies on bearing U14 tumor-bearing mice demonstrated that the BODIPY-Pt conjugates simultaneously keep the fluorescent imaging and antitumor effect.
研究领域:
药理学
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生物医学工程
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肿瘤学
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DOI
高影响因子
RSC Advances
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2015
·Vol. 5
·期 106
·87157-87167
·
IF 3.84
Ma Hengchang,Zhang Zhongwei,Jin Yuanyuan,Zha Lajia,Qi Chunxuan,Cao Haiying,Yang Zengming,Yang Zhiwang,Lei Ziqiang
Triphenylamine-decorated BODIPY derivative TBMA was designed and synthesized. Luminogen aggregation was developed by taking advantage of twisted intramolecular charge transfer (TICT) and aggregation-induced emission (AIE) processes. In non-polar solvents, the locally excited (LE) states of BODIPY luminogens emitted intense yellow light. Increasing solvent polarity brought the luminogens from an LE to a TICT state, causing a large bathochromic shift in the emission color and a dramatic decrease in emission efficiency. The red emission was greatly boosted by aggregate formation or AIE effect. We also discovered that TBMA could be applied as an efficient chemical sensor for picric acid (PA) detection. The detection limit and quenching constant (KSV) were determined as 30 ppb and 2.1 × 10−6 M−1 respectively. 19F NMR and 1H NMR titration analysis verified that F⋯H hydrogen bonding is demonstrated as the mode of interaction, which possibly facilitates effective exciton migration.
研究领域:
分析化学
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材料科学
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DOI
高影响因子
CARBOHYDRATE POLYMERS
·
2021
·
IF 9.381
Shuangyu Xiong,Wei Sun,Rong Chen,Zhiqiang Yuan,Xinjian Cheng
Fluorescent hydrogel with proper hydrophilicity and thermal stability , excellent sensitivity and high selectivity has important practical and scientific significance, especially in heavy metal ion detection. In this work, by adjusting the content of [2, 6-Bis-[4-formylthiophene]]-1,3,5,7-tetramethyl-8-phenyl-4, 4-difluoroborazaindoloene (B3), as a cross-linking agent, a series of chitosan- fluoroboron dipyrrole-chitosan-based fluorescent hydrogels (CBC) with large stokes shift were designed and prepared. The hydrogels can be used as fluorescent probes for identifying Cu 2+ in aqueous solution. The linear quenching range of Cu 2+ is 0–50 μM, and the detection limit and quenching constant are 4.75 μM and 3.52 × 10 4 M −1 , respectively. Under the interaction of Cu 2+ , the imine bond C N was converted to C- N bond, which causes the phenomenon of fluorescence quenching . In addition, relatively high crosslink density improves hydrophilicity and thermal stability of initial chitosan, and made the swelling ability better.
研究领域:
分析化学
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材料科学
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产品关联
DOI
PubMed
高影响因子
Arabian Journal of Chemistry
·
2024
·
IF 5.3
Qinhai Xu,Kang Li,Peng Wang
The reaction mechanism of p -hydroxystyryl-substituted BODIPY (BOH) with two oxidative cations, namely ABTS •+ and Fe 3+ , was investigated in a water–ethanol mixed solution and in liposome suspensions, respectively, using different spectroscopic methods. In solution, the oxidation of BOH (with orange fluorescence) by the two cations occurred at the ethylene group (C C) locating between the dipyrrole and phenol groups and resulted in conjugation-truncated products exhibiting characteristic green fluorescence emission. In heterogeneous small unilamellar vesicles (SUV), water soluble ABTS •+ was evidenced to oxidize BOH embedded in the lipid bilayers of SUV, while Fe 3+ did not. The lack of reaction between Fe 3+ and BOH was attributed to the complexation between Fe 3+ and the phenolic hydroxyl group of BOH on the surface of the SUV. The reaction kinetics results indicated that, in homogeneous solution, the oxidation rate of Fe 3+ was three orders of magnitude slower than that of ABTS •+ for BOH. The location and orientation of BOH within the SUV were discussed based on the reaction phenomena. BOH could be as a good antioxidant fluorescent prober for ABTS •+ detection with a detection limit of 1.5 * 10 −7 M and a linear rang of 0–4.93 μM. What’s more, the amphiphilic BOH dispersed in the round GUV (BOH + GUV) could show the bright red fluorescence. This research suggests the significant potential of BOH as an antioxidant fluorescent probe for in situ bioimaging.
研究领域:
化学
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生物化学
·
医学
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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）