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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Main Authors: Jiale Wang, Zhao Jiang, Cheng Huang, Shimao Zhao, Senqiang Zhu, Rui Liu, Hongjun Zhu
Format: Article
Language:English
Published: MDPI AG 2023-03-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/28/7/2997
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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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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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AT shimaozhao selfassembledbodipynanoparticlesfornearinfraredfluorescencebioimaging
AT senqiangzhu selfassembledbodipynanoparticlesfornearinfraredfluorescencebioimaging
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