Aza-BODIPY based probe for photoacoustic imaging of ONOO− in vivo

Ma, Danghui; Hou, Shumin; Bae, Chaeeon; Pham, Thanh Chung; Lee, Song Yi; Zhou, Xin

doi:10.1016/j.cclet.2021.05.048

Cited by 21 publications

(12 citation statements)

References 37 publications

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“…Aza-dipyrromethnene ligands and their boron complexes (Aza-BODIPY) have rarely been explored compared with their parent BODIPY dyes owing to their lower fluorescence yields. ,− However, several Aza-BODIPY derivatives have shown excellent triplet excited state populations and quantum yields. , Furthermore, aza-BODIPY dyes exhibited red/NIR absorption and emission with a bathochromic shift of approximately 100 nm when compared to BODIPYs and had high photostability; hence, they are expected to be efficient PSs for deep PDT and intracellular imaging . Unfortunately, the reported aza-BODIPY dyes have been insoluble in aqueous solution, limiting their application in in vivo studies.…”

Section: Representative Strategies For Conventional Photosensitizersmentioning

confidence: 99%

Recent Strategies to Develop Innovative Photosensitizers for Enhanced Photodynamic Therapy

et al. 2021

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This review presents a robust strategy to design photosensitizers (PSs) for various species. Photodynamic therapy (PDT) is a photochemical-based treatment approach that involves the use of light combined with a light-activated chemical, referred to as a PS. Attractively, PDT is one of the alternatives to conventional cancer treatment due to its noninvasive nature, high cure rates, and low side effects. PSs play an important factor in photoinduced reactive oxygen species (ROS) generation. Although the concept of photosensitizer-based photodynamic therapy has been widely adopted for clinical trials and bioimaging, until now, to our surprise, there has been no relevant review article on rational designs of organic PSs for PDT. Furthermore, most of published review articles in PDT focused on nanomaterials and nanotechnology based on traditional PSs. Therefore, this review aimed at reporting recent strategies to develop innovative organic photosensitizers for enhanced photodynamic therapy, with each example described in detail instead of providing only a general overview, as is typically done in previous reviews of PDT, to provide intuitive, vivid, and specific insights to the readers.

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Section: Representative Strategies For Conventional Photosensitizersmentioning

confidence: 99%

Recent Strategies to Develop Innovative Photosensitizers for Enhanced Photodynamic Therapy

et al. 2021

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“…According to the literature, these changes are indicative of an intramolecular charge transfer (ICT) process between the aromatic rings at the 3,5-positions (donor) and the nitrogen bridge at the 8-position (N8, acceptor) . This ICT process is the key factor behind the fluorescence emission …”

Section: Resultsmentioning

confidence: 96%

“…22 This ICT process is the key factor behind the fluorescence emission. 23 As a next step in our study, we committed to characterize possible effects of the Li + , Na + , K + , Mg 2+ , Ca 2+ , Zn 2+ , Fe(III), and Cu(II) metal ions on the fluorescence emission of the aza-BODIPY compounds. These ions are of interest to the biomedical and environmental fields; the obtained results are shown in Figures 3 and 4.…”

Section: Synthesis Of Aza-bodipymentioning

confidence: 99%

Synthesis of Aza-BODIPYs, Their Differential Binding for Cu(II), and Results of Bioimaging as Fluorescent Dyes of Langerhans β-Cells

et al. 2022

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Cellular labeling through the use of dyes is of great interest to the biomedical sciences for the characterization of the location and distribution of biomolecules and also for the tracking of the course of biological processes in both health and illness. This paper reports the synthesis, characterization, and subsequent evaluation as metal sensors and cell staining probes of four aza-BODIPY compounds [herein referred to as 7(a−d)]. Compounds 7(b−d) were found to display an outstanding selectivity for Cu(II) because their emission band at 720 nm was progressively quenched by this metal, presenting fluorescence quenching between 75 and 95%. On the other hand, cell imaging studies with pancreatic β-cells proved that aza-BODIPYs 7a and 7b showed selectivity for the cytoplasm, while 7c and 7d were selective for the cell membrane. Moreover, aza-BODIPY 7b allowed to characterize in a clear way a lipotoxic condition mediated by saturated fatty acids, a critical phenomenon on β-cell damage associated with diabetes mellitus type II. Taken together, the presented results highlight the obtained aza-BODIPY compounds as selective sensing/staining probes with the potential to be used in the biomedical field.

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“…In 2021, Ma and co-workers introduced an unsaturated ketone group at 2-position of aza-BODIPY to synthesize the AZB-1 for ONOO - detection and imaging in vivo ( Figure 10 ) [ 79 ]. Such probe had strong PA signals at 660 nm, but the reaction between AZB-1 and ONOO - led to the break of AZB-1 conjugated system, resulting in an “on-off” PA response to ONOO - .…”

Section: Small Molecular Organic Dye-based Pa Probesmentioning

confidence: 99%

Photoacoustic Imaging Probes for Theranostic Applications

Zhu

Zhang

et al. 2022

Biosensors

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Photoacoustic imaging (PAI), an emerging biomedical imaging technology, capitalizes on a wide range of endogenous chromophores and exogenous contrast agents to offer detailed information related to the functional and molecular content of diseased biological tissues. Compared with traditional imaging technologies, PAI offers outstanding advantages, such as a higher spatial resolution, deeper penetrability in biological tissues, and improved imaging contrast. Based on nanomaterials and small molecular organic dyes, a huge number of contrast agents have recently been developed as PAI probes for disease diagnosis and treatment. Herein, we report the recent advances in the development of nanomaterials and organic dye-based PAI probes. The current challenges in the field and future research directions for the designing and fabrication of PAI probes are proposed.

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Aza-BODIPY based probe for photoacoustic imaging of ONOO− in vivo

Cited by 21 publications

References 37 publications

Recent Strategies to Develop Innovative Photosensitizers for Enhanced Photodynamic Therapy

Recent Strategies to Develop Innovative Photosensitizers for Enhanced Photodynamic Therapy

Synthesis of Aza-BODIPYs, Their Differential Binding for Cu(II), and Results of Bioimaging as Fluorescent Dyes of Langerhans β-Cells

Photoacoustic Imaging Probes for Theranostic Applications

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