BODIPY-Based Ratiometric Fluorescent Probe for Sensing Peroxynitrite in Inflammatory Cells and Tissues
Peroxynitrite (ONOO<sup>−</sup>) plays an important role in many physiological and pathological processes. Excessive ONOO<sup>−</sup> in cells leads to oxidative stress and inflammation. However, precise monitoring of ONOO<sup>−</sup> levels in specific organelles...
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MDPI AG
2024-12-01
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| Series: | Biosensors |
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| author | Qian Wu Ziwei Hu Guoyang Zhang Yulong Jin Zhuo Wang |
| author_facet | Qian Wu Ziwei Hu Guoyang Zhang Yulong Jin Zhuo Wang |
| author_sort | Qian Wu |
| collection | DOAJ |
| description | Peroxynitrite (ONOO<sup>−</sup>) plays an important role in many physiological and pathological processes. Excessive ONOO<sup>−</sup> in cells leads to oxidative stress and inflammation. However, precise monitoring of ONOO<sup>−</sup> levels in specific organelles (e.g., mitochondria) is still lacking and urgently needed. Herein, we rationally designed a mitochondria-targeted ratiometric fluorescent probe, MOBDP-I, for imaging of ONOO<sup>−</sup> in the mitochondria of inflammatory cells and model mice. This probe, MOBDP-I, was synthesized by conjugating a BODIPY fluorophore to a mitochondria-targeting moiety–indole-salt group by a carbon–carbon double bond (C=C). In the presence of ONOO<sup>−</sup>, the C=C bond between the BODIPY backbone and the indole-salt group was oxidized and broken, leading to an 18-fold enhancement of fluorescence at 510 nm, along with a significant fluorescence decrease at 596 nm. The ratiometric response property bestowed the probe with advantages in the precise quantification of ONOO<sup>−</sup> in cells, thus allowing estimation of the extent of inflammation in living cells and mouse models of rheumatoid arthritis, peritonitis, and brain inflammation. MOBDP-I could act as an effective molecular tool to study the relationship between ONOO<sup>−</sup> and the occurrence and development of inflammatory diseases. |
| format | Article |
| id | doaj-art-bbca8d0287434e5ab936af9f8a328065 |
| institution | OA Journals |
| issn | 2079-6374 |
| language | English |
| publishDate | 2024-12-01 |
| publisher | MDPI AG |
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| spelling | doaj-art-bbca8d0287434e5ab936af9f8a3280652025-08-20T02:00:51ZengMDPI AGBiosensors2079-63742024-12-01141263810.3390/bios14120638BODIPY-Based Ratiometric Fluorescent Probe for Sensing Peroxynitrite in Inflammatory Cells and TissuesQian Wu0Ziwei Hu1Guoyang Zhang2Yulong Jin3Zhuo Wang4State Key Laboratory of Chemical Resource Engineering, College of Chemistry, Beijing University of Chemical Technology, Beijing 100029, ChinaState Key Laboratory of Chemical Resource Engineering, College of Chemistry, Beijing University of Chemical Technology, Beijing 100029, ChinaState Key Laboratory of Chemical Resource Engineering, College of Chemistry, Beijing University of Chemical Technology, Beijing 100029, ChinaState Key Laboratory of Chemical Resource Engineering, College of Chemistry, Beijing University of Chemical Technology, Beijing 100029, ChinaState Key Laboratory of Chemical Resource Engineering, College of Chemistry, Beijing University of Chemical Technology, Beijing 100029, ChinaPeroxynitrite (ONOO<sup>−</sup>) plays an important role in many physiological and pathological processes. Excessive ONOO<sup>−</sup> in cells leads to oxidative stress and inflammation. However, precise monitoring of ONOO<sup>−</sup> levels in specific organelles (e.g., mitochondria) is still lacking and urgently needed. Herein, we rationally designed a mitochondria-targeted ratiometric fluorescent probe, MOBDP-I, for imaging of ONOO<sup>−</sup> in the mitochondria of inflammatory cells and model mice. This probe, MOBDP-I, was synthesized by conjugating a BODIPY fluorophore to a mitochondria-targeting moiety–indole-salt group by a carbon–carbon double bond (C=C). In the presence of ONOO<sup>−</sup>, the C=C bond between the BODIPY backbone and the indole-salt group was oxidized and broken, leading to an 18-fold enhancement of fluorescence at 510 nm, along with a significant fluorescence decrease at 596 nm. The ratiometric response property bestowed the probe with advantages in the precise quantification of ONOO<sup>−</sup> in cells, thus allowing estimation of the extent of inflammation in living cells and mouse models of rheumatoid arthritis, peritonitis, and brain inflammation. MOBDP-I could act as an effective molecular tool to study the relationship between ONOO<sup>−</sup> and the occurrence and development of inflammatory diseases.https://www.mdpi.com/2079-6374/14/12/638ratiometric probeperoxynitritefluorescence imaginginflammatory |
| spellingShingle | Qian Wu Ziwei Hu Guoyang Zhang Yulong Jin Zhuo Wang BODIPY-Based Ratiometric Fluorescent Probe for Sensing Peroxynitrite in Inflammatory Cells and Tissues Biosensors ratiometric probe peroxynitrite fluorescence imaging inflammatory |
| title | BODIPY-Based Ratiometric Fluorescent Probe for Sensing Peroxynitrite in Inflammatory Cells and Tissues |
| title_full | BODIPY-Based Ratiometric Fluorescent Probe for Sensing Peroxynitrite in Inflammatory Cells and Tissues |
| title_fullStr | BODIPY-Based Ratiometric Fluorescent Probe for Sensing Peroxynitrite in Inflammatory Cells and Tissues |
| title_full_unstemmed | BODIPY-Based Ratiometric Fluorescent Probe for Sensing Peroxynitrite in Inflammatory Cells and Tissues |
| title_short | BODIPY-Based Ratiometric Fluorescent Probe for Sensing Peroxynitrite in Inflammatory Cells and Tissues |
| title_sort | bodipy based ratiometric fluorescent probe for sensing peroxynitrite in inflammatory cells and tissues |
| topic | ratiometric probe peroxynitrite fluorescence imaging inflammatory |
| url | https://www.mdpi.com/2079-6374/14/12/638 |
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