Rational Design of Meso-Phosphino-Substituted BODIPY Probes for Imaging Hypochlorite in Living Cells and Mice

Ma, Cong; Hou, Shumin; Zhou, Xin; Wang, Zonghua; Yoon, Juyoung

doi:10.1021/acs.analchem.1c02025

Cited by 45 publications

(22 citation statements)

References 40 publications

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“…The recovered FL can be identified clearly, indicating that it can also be used for the visual detection of ClO – (inset of Figure c). The linear response range of the sensing system for ClO – is 90 nM to 27.2 μM ( R 2 = 0.9934) with a LOD of 50 nM (S/N = 3) (Figure d), which is lower or comparable to the reported works for ClO – detection via FL methods. − These results indicate that the constructed FL system based on AuNCs@VB 1 /Py has potential applications in sensing and visual detection.…”

Section: Resultsmentioning

confidence: 54%

Synthesis of Vitamin B₁-Stabilized Gold Nanoclusters with High Quantum Yields for Application as Sensors

Yang

Wang

et al. 2022

ACS Appl. Nano Mater.

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Gold nanoclusters (AuNCs) have received extensive attention due to their outstanding biocompatibility and excellent optical and electrochemical properties. However, the disadvantages of lower quantum yield (QY, usually <10%) and time-consuming synthetic processes severely limit their wide applications. Herein, a rapid and convenient synthetic strategy for AuNCs with higher QY is developed. AuNCs with excellent photo-/thermal stability can be one-pot-synthesized in several minutes only using vitamin B 1 (VB 1 ) as both the stabilizer and reducing agent at room temperature, which can be used for the large-scale synthesis of AuNCs. More interesting is that the QY of AuNCs@VB 1 can be easily modulated by pyridine (Py) and greatly enhanced to 66.27% (AuNCs@VB 1 / Py). To our knowledge, this is the first report on the synthesis of AuNCs with higher QY in several minutes using VB 1 as a protective agent. The QY enhancement mechanism of AuNCs@VB 1 /Py is also investigated in detail, and it is proven that the electron injection from Py to AuNCs accelerates the irradiative transition and thus increases its fluorescent emission. Furthermore, fluorescence sensing for glutathione (GSH) and hypochlorite detection has been successfully constructed based on the suppressed fluorescence of AuNCs@VB 1 /Py by GSH and then restored by hypochlorite. In brief, this work offers a convenient strategy for rapid and large-scale synthesis of AuNCs with higher QY, which will have a wide range of applications in the fields of biolabeling, sensing, bioimaging, and so on.

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Section: Resultsmentioning

confidence: 54%

Synthesis of Vitamin B₁-Stabilized Gold Nanoclusters with High Quantum Yields for Application as Sensors

Yang

Wang

et al. 2022

ACS Appl. Nano Mater.

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“…The strong electron-withdrawing effect of the phosphate group in cooperation with the electron-donating ability of the pyronin core benefits the electron transfer. 21,22 PY-P showed a red-shifted absorption ( λ max = 630 nm) and a typical pure type I photoreaction. PY-P was encapsulated with Pluronic F127 to form nanoparticles ( PY-P NPs ).…”

mentioning

confidence: 99%

Rational design of a meso phosphate-substituted pyronin as a type I photosensitizer for photodynamic therapy

Wang

Zhang

et al. 2022

Chem. Commun.

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“…The reactivity of meso-position also provides a method for the regulation of the photophysical and chemical properties of BODIPY, which also has significant potential in the field of chemosensors. [168] A representative example is the introduction of ortho-substituents on the meso-aromatic group to constrain the rotation of the ring, which is an effective strategy to improve the quantum yield. [11,38] The in situ reaction of meso-position has shown great potential in chemoselective fluorescent probes, and has also brought unexpected inspiration for cutting-edge topics such as in vivo tissue super-resolution imaging.…”

Section: Multiabsorption/emission Bandsmentioning

confidence: 99%

BODIPY as a Multifunctional Theranostic Reagent in Biomedicine: Self‐Assembly, Properties, and Applications

et al. 2023

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owing to its large molar absorption coefficients, high emission quantum yields, satisfactory chemical stability, and high tunability of photophysical properties. [10,11] The conventional BODIPY core has good structural stability, in which BF 2 -chelated inhibits the rotation around the CN pyrrole bridging bonds, which enhances the structural rigidity and endows the system with fluorescence emission properties. [12] The BODIPY core has 8 covalently modified positions, which can be divided into pyrrole ring carbons, the meso-carbon, and the boron atom. [11,13,14] These abundant active sites provide lots of possibilities to expand the structure of BODIPY derivatives through functionalization and to tune their photophysical properties. [15] In the past few decades, the structural modification strategies of BODIPY units and the resulting effects have been systematically explored, [4,16] providing a solid research foundation for the current-stage design and construction of various functional BODIPY derivatives for different occasions. After decades of development, by virtue of the high molar extinction coefficient, longer wavelength absorbing, outstanding photosensitivity, satisfactory internal stability, better biocompatibility relative to inorganic dyes, high light-dark toxicity ratios, and preferable photothermal conversion efficiency (PCE), [4,[17][18][19] there has been considerable interest in exploring the application of BODIPY as photosensitizers (PSs) in the area of phototherapy, which involves the production of reactive The use of boron dipyrromethene (BODIPY) in biomedicine is reviewed. To open, its synthesis and regulatory strategies are summarized, and inspiring cutting-edge work in post-functionalization strategies is highlighted. A brief overview of assembly model of BODIPY is then provided: BODIPY is introduced as a promising building block for the formation of single-and multicomponent self-assembled systems, including nanostructures suitable for aqueous environments, thereby showing the great development potential of supramolecular assembly in biomedicine applications. The frontier progress of BODIPY in biomedical application is thereafter described, supported by examples of the frontiers of biomedical applications of BODIPY-containing smart materials: it mainly involves the application of materials based on BODIPY building blocks and their assemblies in fluorescence bioimaging, photoacoustic imaging, disease treatment including photodynamic therapy, photothermal therapy, and immunotherapy. Lastly, not only the current status of the BODIPY family in the biomedical field but also the challenges worth considering are summarized. At the same time, insights into the future development prospects of biomedically applicable BODIPY are provided.

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Rational Design of Meso-Phosphino-Substituted BODIPY Probes for Imaging Hypochlorite in Living Cells and Mice

Cited by 45 publications

References 40 publications

Synthesis of Vitamin B₁-Stabilized Gold Nanoclusters with High Quantum Yields for Application as Sensors

Synthesis of Vitamin B₁-Stabilized Gold Nanoclusters with High Quantum Yields for Application as Sensors

Rational design of a meso phosphate-substituted pyronin as a type I photosensitizer for photodynamic therapy

BODIPY as a Multifunctional Theranostic Reagent in Biomedicine: Self‐Assembly, Properties, and Applications

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Rational Design of Meso-Phosphino-Substituted BODIPY Probes for Imaging Hypochlorite in Living Cells and Mice

Cited by 45 publications

References 40 publications

Synthesis of Vitamin B1-Stabilized Gold Nanoclusters with High Quantum Yields for Application as Sensors

Synthesis of Vitamin B1-Stabilized Gold Nanoclusters with High Quantum Yields for Application as Sensors

Rational design of a meso phosphate-substituted pyronin as a type I photosensitizer for photodynamic therapy

BODIPY as a Multifunctional Theranostic Reagent in Biomedicine: Self‐Assembly, Properties, and Applications

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Synthesis of Vitamin B₁-Stabilized Gold Nanoclusters with High Quantum Yields for Application as Sensors

Synthesis of Vitamin B₁-Stabilized Gold Nanoclusters with High Quantum Yields for Application as Sensors