Self-Assembled BODIPY Nanoparticles for Near-Infrared Fluorescence Bioimaging
In vivo optical imaging is an important application value in disease diagnosis. However, near-infrared nanoprobes with excellent luminescent properties are still scarce. Herein, two boron–dipyrromethene (BODIPY) molecules (BDP-A and BDP-B) were designed and synthesized. The BODIPY emission was tuned...
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MDPI AG
2023-03-01
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author | Jiale Wang Zhao Jiang Cheng Huang Shimao Zhao Senqiang Zhu Rui Liu Hongjun Zhu |
author_facet | Jiale Wang Zhao Jiang Cheng Huang Shimao Zhao Senqiang Zhu Rui Liu Hongjun Zhu |
author_sort | Jiale Wang |
collection | DOAJ |
description | In vivo optical imaging is an important application value in disease diagnosis. However, near-infrared nanoprobes with excellent luminescent properties are still scarce. Herein, two boron–dipyrromethene (BODIPY) molecules (BDP-A and BDP-B) were designed and synthesized. The BODIPY emission was tuned to the near-infrared (NIR) region by regulating the electron-donating ability of the substituents on its core structure. In addition, the introduction of polyethylene glycol (PEG) chains on BODIPY enabled the formation of self-assembled nanoparticles (NPs) to form optical nanoprobes. The self-assembled BODIPY NPs present several advantages, including NIR emission, large Stokes shifts, and high fluorescence quantum efficiency, which can increase water dispersibility and signal-to-noise ratio to decrease the interference by the biological background fluorescence. The in vitro studies revealed that these NPs can enter tumor cells and illuminate the cytoplasm through fluorescence imaging. Then, BDP-B NPs were selected for use in vivo imaging due to their unique NIR emission. BDP-B was enriched in the tumor and effectively illuminated it via an enhanced penetrability and retention effect (EPR) after being injected into the tail vein of mice. The organic nanoparticles were metabolized through the liver and kidney. Thus, the BODIPY-based nanomicelles with NIR fluorescence emission provide an effective research basis for the development of optical nanoprobes in vivo. |
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format | Article |
id | doaj.art-534d613198864d67b4551c22b5a36de3 |
institution | Directory Open Access Journal |
issn | 1420-3049 |
language | English |
last_indexed | 2024-03-11T05:29:37Z |
publishDate | 2023-03-01 |
publisher | MDPI AG |
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series | Molecules |
spelling | doaj.art-534d613198864d67b4551c22b5a36de32023-11-17T17:12:01ZengMDPI AGMolecules1420-30492023-03-01287299710.3390/molecules28072997Self-Assembled BODIPY Nanoparticles for Near-Infrared Fluorescence BioimagingJiale Wang0Zhao Jiang1Cheng Huang2Shimao Zhao3Senqiang Zhu4Rui Liu5Hongjun Zhu6School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, ChinaSchool of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, ChinaDepartment of Chemical and Pharmaceutical Engineering, Southeast University ChengXian College, Nanjing 210088, ChinaSchool of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, ChinaSchool of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, ChinaSchool of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, ChinaSchool of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, ChinaIn vivo optical imaging is an important application value in disease diagnosis. However, near-infrared nanoprobes with excellent luminescent properties are still scarce. Herein, two boron–dipyrromethene (BODIPY) molecules (BDP-A and BDP-B) were designed and synthesized. The BODIPY emission was tuned to the near-infrared (NIR) region by regulating the electron-donating ability of the substituents on its core structure. In addition, the introduction of polyethylene glycol (PEG) chains on BODIPY enabled the formation of self-assembled nanoparticles (NPs) to form optical nanoprobes. The self-assembled BODIPY NPs present several advantages, including NIR emission, large Stokes shifts, and high fluorescence quantum efficiency, which can increase water dispersibility and signal-to-noise ratio to decrease the interference by the biological background fluorescence. The in vitro studies revealed that these NPs can enter tumor cells and illuminate the cytoplasm through fluorescence imaging. Then, BDP-B NPs were selected for use in vivo imaging due to their unique NIR emission. BDP-B was enriched in the tumor and effectively illuminated it via an enhanced penetrability and retention effect (EPR) after being injected into the tail vein of mice. The organic nanoparticles were metabolized through the liver and kidney. Thus, the BODIPY-based nanomicelles with NIR fluorescence emission provide an effective research basis for the development of optical nanoprobes in vivo.https://www.mdpi.com/1420-3049/28/7/2997BODIPYself-assemblynear-infraredfluorescence propertybioimaging |
spellingShingle | Jiale Wang Zhao Jiang Cheng Huang Shimao Zhao Senqiang Zhu Rui Liu Hongjun Zhu Self-Assembled BODIPY Nanoparticles for Near-Infrared Fluorescence Bioimaging Molecules BODIPY self-assembly near-infrared fluorescence property bioimaging |
title | Self-Assembled BODIPY Nanoparticles for Near-Infrared Fluorescence Bioimaging |
title_full | Self-Assembled BODIPY Nanoparticles for Near-Infrared Fluorescence Bioimaging |
title_fullStr | Self-Assembled BODIPY Nanoparticles for Near-Infrared Fluorescence Bioimaging |
title_full_unstemmed | Self-Assembled BODIPY Nanoparticles for Near-Infrared Fluorescence Bioimaging |
title_short | Self-Assembled BODIPY Nanoparticles for Near-Infrared Fluorescence Bioimaging |
title_sort | self assembled bodipy nanoparticles for near infrared fluorescence bioimaging |
topic | BODIPY self-assembly near-infrared fluorescence property bioimaging |
url | https://www.mdpi.com/1420-3049/28/7/2997 |
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