Perylene-derived single-component organic nanoparticles with tunable emission : efficient anticancer drug carriers with real-time Monitoring of drug release

An organic nanoparticle-based drug delivery system with high drug loading efficacy (79 wt %) was developed using a perylene-derived photoremovable protecting group, namely, perylene-3,4,9,10-tetrayltetramethanol (Pe(OH)4). The anticancer drug chlorambucil was protected by coupling with Pe(OH)4 to fo...

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Main Authors: Li, Xin, Zhu, Pengcheng, Tan, Nguan Soon, Ågren, Hans, Zhao, Yanli, Jana, Avijit, Nguyen, Kim Truc
Other Authors: School of Materials Science & Engineering
Format: Article
Language:English
Published: 2014
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Online Access:https://hdl.handle.net/10356/104219
http://hdl.handle.net/10220/19427
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-1042192020-06-01T10:21:15Z Perylene-derived single-component organic nanoparticles with tunable emission : efficient anticancer drug carriers with real-time Monitoring of drug release Li, Xin Zhu, Pengcheng Tan, Nguan Soon Ågren, Hans Zhao, Yanli Jana, Avijit Nguyen, Kim Truc School of Materials Science & Engineering School of Biological Sciences School of Physical and Mathematical Sciences DRNTU::Science::Biological sciences DRNTU::Science::Chemistry::Organic chemistry An organic nanoparticle-based drug delivery system with high drug loading efficacy (79 wt %) was developed using a perylene-derived photoremovable protecting group, namely, perylene-3,4,9,10-tetrayltetramethanol (Pe(OH)4). The anticancer drug chlorambucil was protected by coupling with Pe(OH)4 to form photocaged nanoparticles (Pe(Cbl)4). The photorelease mechanism of chlorambucil from the Pe(Cbl)4 conjugate was investigated experimentally by high-resolution mass spectrometry and theoretically by density functional theory calculations. The Pe(Cbl)4 nanoparticles perform four important roles: (i) a nanocarrier for drug delivery, (ii) a phototrigger for drug release, (iii) a fluorescent chromophore for cell imaging, and (iv) a photoswitchable fluorophore for real-time monitoring of drug release. Tunable emission of the perylene-derived nanoparticles was demonstrated by comparing the emission properties of the Pe(OH)4 and Pe(Cbl)4 nanoparticles with perylene-3-ylmethanol. These nanoparticles were subsequently employed in cell imaging for investigating their intracellular localization. Furthermore, the in vivo toxicity of the Pe(OH)4 nanoparticles was investigated using the mouse model. Histological tissue analysis of five major organs, i.e., heart, kidney, spleen, liver, and lung, indicates that the nanoparticles did not show any obvious damage to these major organs under the experimental conditions. The current research presents a successful example of integrating multiple functions into single-component organic nanoparticles for drug delivery. 2014-05-22T08:17:34Z 2019-12-06T21:28:34Z 2014-05-22T08:17:34Z 2019-12-06T21:28:34Z 2014 2014 Journal Article Jana, A., Nguyen, K. T., Li, X., Zhu, P., Tan, N. S., Ågren, H., et al. (2014). Perylene-Derived Single-Component Organic Nanoparticles with Tunable Emission: Efficient Anticancer Drug Carriers with Real-Time Monitoring of Drug Release. ACS Nano, in press. 1936-0851 https://hdl.handle.net/10356/104219 http://hdl.handle.net/10220/19427 10.1021/nn501073x 179633 en ACS Nano © 2014 American Chemical Society.
institution Nanyang Technological University
building NTU Library
country Singapore
collection DR-NTU
language English
topic DRNTU::Science::Biological sciences
DRNTU::Science::Chemistry::Organic chemistry
spellingShingle DRNTU::Science::Biological sciences
DRNTU::Science::Chemistry::Organic chemistry
Li, Xin
Zhu, Pengcheng
Tan, Nguan Soon
Ågren, Hans
Zhao, Yanli
Jana, Avijit
Nguyen, Kim Truc
Perylene-derived single-component organic nanoparticles with tunable emission : efficient anticancer drug carriers with real-time Monitoring of drug release
description An organic nanoparticle-based drug delivery system with high drug loading efficacy (79 wt %) was developed using a perylene-derived photoremovable protecting group, namely, perylene-3,4,9,10-tetrayltetramethanol (Pe(OH)4). The anticancer drug chlorambucil was protected by coupling with Pe(OH)4 to form photocaged nanoparticles (Pe(Cbl)4). The photorelease mechanism of chlorambucil from the Pe(Cbl)4 conjugate was investigated experimentally by high-resolution mass spectrometry and theoretically by density functional theory calculations. The Pe(Cbl)4 nanoparticles perform four important roles: (i) a nanocarrier for drug delivery, (ii) a phototrigger for drug release, (iii) a fluorescent chromophore for cell imaging, and (iv) a photoswitchable fluorophore for real-time monitoring of drug release. Tunable emission of the perylene-derived nanoparticles was demonstrated by comparing the emission properties of the Pe(OH)4 and Pe(Cbl)4 nanoparticles with perylene-3-ylmethanol. These nanoparticles were subsequently employed in cell imaging for investigating their intracellular localization. Furthermore, the in vivo toxicity of the Pe(OH)4 nanoparticles was investigated using the mouse model. Histological tissue analysis of five major organs, i.e., heart, kidney, spleen, liver, and lung, indicates that the nanoparticles did not show any obvious damage to these major organs under the experimental conditions. The current research presents a successful example of integrating multiple functions into single-component organic nanoparticles for drug delivery.
author2 School of Materials Science & Engineering
author_facet School of Materials Science & Engineering
Li, Xin
Zhu, Pengcheng
Tan, Nguan Soon
Ågren, Hans
Zhao, Yanli
Jana, Avijit
Nguyen, Kim Truc
format Article
author Li, Xin
Zhu, Pengcheng
Tan, Nguan Soon
Ågren, Hans
Zhao, Yanli
Jana, Avijit
Nguyen, Kim Truc
author_sort Li, Xin
title Perylene-derived single-component organic nanoparticles with tunable emission : efficient anticancer drug carriers with real-time Monitoring of drug release
title_short Perylene-derived single-component organic nanoparticles with tunable emission : efficient anticancer drug carriers with real-time Monitoring of drug release
title_full Perylene-derived single-component organic nanoparticles with tunable emission : efficient anticancer drug carriers with real-time Monitoring of drug release
title_fullStr Perylene-derived single-component organic nanoparticles with tunable emission : efficient anticancer drug carriers with real-time Monitoring of drug release
title_full_unstemmed Perylene-derived single-component organic nanoparticles with tunable emission : efficient anticancer drug carriers with real-time Monitoring of drug release
title_sort perylene-derived single-component organic nanoparticles with tunable emission : efficient anticancer drug carriers with real-time monitoring of drug release
publishDate 2014
url https://hdl.handle.net/10356/104219
http://hdl.handle.net/10220/19427
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