pH-operated nanopistons on the surfaces of mesoporous silica nanoparticles

The development of drug delivery systems for the targeted and on-demand release of pharmaceutical products has risen rapidly to become a contemporary challenge in the field of nanobiotechnology. Biocompatible mechanized phosphonate-clothe...

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Main Authors: Botros, Youssry Y., Zink, Jeffrey I., Zhao, Yanli, Li, Zongxi, Kabehie, Sanaz, Stoddart, J. Fraser
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2011
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Online Access:https://hdl.handle.net/10356/93793
http://hdl.handle.net/10220/7056
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-937932020-03-07T12:31:28Z pH-operated nanopistons on the surfaces of mesoporous silica nanoparticles Botros, Youssry Y. Zink, Jeffrey I. Zhao, Yanli Li, Zongxi Kabehie, Sanaz Stoddart, J. Fraser School of Physical and Mathematical Sciences DRNTU::Science::Biological sciences::Biochemistry The development of drug delivery systems for the targeted and on-demand release of pharmaceutical products has risen rapidly to become a contemporary challenge in the field of nanobiotechnology. Biocompatible mechanized phosphonate-clothed silica nanoparticles have been designed and fabricated in which the supramolecular machinery, which covers the surfaces of the nanoparticles, behaves like nanopistons, releasing encapsulated guest molecules in a controlled fashion under acidic conditions. The mechanized nanoparticles consist of a monolayer of -cyclodextrin ( -CD) rings positioned selectively around the orifices of the nanopores of the mesoporous nanoparticles. A rhodamine B/benzidine conjugate was prepared for use as the nanopistons for movement in and out of the cylindrical cavities provided by the -CD rings on the surfaces of the nanoparticles. Luminescence experiments indicated that the mechanized nanoparticles were able to store small cargo molecules (e.g., 2,6-naphthalenedisulfonic acid disodium) within their nanopores at neutral pH and then release them by passage through the cavities of the -CD rings as soon as the pH was lowered to ∼5. In further investigations, the phosphonate-covered silica nanoparticles were functionalized selectively with the -CD rings, but on this occasion, the seven linkers attaching the rings to the orifices surrounding the nanopores contained cleavable imine double bonds. The -CD rings on the surface of the nanoparticles served as gates for the storage of large cargo molecules (e.g., rhodamine B) inside the nanopores of the nanoparticles under neutral conditions. Since imine bonds can be hydrolyzed under acidic conditions, the -CD rings could be severed from the surface of the nanoparticles when the pH was decreased to 6, releasing the large cargo molecules. The results described here present a significant step toward the development of pH-responsive nanoparticle-based dual drug delivery vehicles that are potentially capable of being interfaced with biological systems. 2011-09-15T00:46:46Z 2019-12-06T18:45:40Z 2011-09-15T00:46:46Z 2019-12-06T18:45:40Z 2010 2010 Journal Article Zhao, Y. L., Li, Z., Kabehie, S., Botros, Y. Y., Stoddart, J. F., & Zink, J. I. (2010). pH-Operated Nanopistons on the Surfaces of Mesoporous Silica Nanoparticles. Journal of the American Chemical Society, 132(37), 13016-13025. 0002-7863 https://hdl.handle.net/10356/93793 http://hdl.handle.net/10220/7056 10.1021/ja105371u 159766 en Journal of the American chemical society © 2010 American Chemical Society 10 p.
institution Nanyang Technological University
building NTU Library
country Singapore
collection DR-NTU
language English
topic DRNTU::Science::Biological sciences::Biochemistry
spellingShingle DRNTU::Science::Biological sciences::Biochemistry
Botros, Youssry Y.
Zink, Jeffrey I.
Zhao, Yanli
Li, Zongxi
Kabehie, Sanaz
Stoddart, J. Fraser
pH-operated nanopistons on the surfaces of mesoporous silica nanoparticles
description The development of drug delivery systems for the targeted and on-demand release of pharmaceutical products has risen rapidly to become a contemporary challenge in the field of nanobiotechnology. Biocompatible mechanized phosphonate-clothed silica nanoparticles have been designed and fabricated in which the supramolecular machinery, which covers the surfaces of the nanoparticles, behaves like nanopistons, releasing encapsulated guest molecules in a controlled fashion under acidic conditions. The mechanized nanoparticles consist of a monolayer of -cyclodextrin ( -CD) rings positioned selectively around the orifices of the nanopores of the mesoporous nanoparticles. A rhodamine B/benzidine conjugate was prepared for use as the nanopistons for movement in and out of the cylindrical cavities provided by the -CD rings on the surfaces of the nanoparticles. Luminescence experiments indicated that the mechanized nanoparticles were able to store small cargo molecules (e.g., 2,6-naphthalenedisulfonic acid disodium) within their nanopores at neutral pH and then release them by passage through the cavities of the -CD rings as soon as the pH was lowered to ∼5. In further investigations, the phosphonate-covered silica nanoparticles were functionalized selectively with the -CD rings, but on this occasion, the seven linkers attaching the rings to the orifices surrounding the nanopores contained cleavable imine double bonds. The -CD rings on the surface of the nanoparticles served as gates for the storage of large cargo molecules (e.g., rhodamine B) inside the nanopores of the nanoparticles under neutral conditions. Since imine bonds can be hydrolyzed under acidic conditions, the -CD rings could be severed from the surface of the nanoparticles when the pH was decreased to 6, releasing the large cargo molecules. The results described here present a significant step toward the development of pH-responsive nanoparticle-based dual drug delivery vehicles that are potentially capable of being interfaced with biological systems.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Botros, Youssry Y.
Zink, Jeffrey I.
Zhao, Yanli
Li, Zongxi
Kabehie, Sanaz
Stoddart, J. Fraser
format Article
author Botros, Youssry Y.
Zink, Jeffrey I.
Zhao, Yanli
Li, Zongxi
Kabehie, Sanaz
Stoddart, J. Fraser
author_sort Botros, Youssry Y.
title pH-operated nanopistons on the surfaces of mesoporous silica nanoparticles
title_short pH-operated nanopistons on the surfaces of mesoporous silica nanoparticles
title_full pH-operated nanopistons on the surfaces of mesoporous silica nanoparticles
title_fullStr pH-operated nanopistons on the surfaces of mesoporous silica nanoparticles
title_full_unstemmed pH-operated nanopistons on the surfaces of mesoporous silica nanoparticles
title_sort ph-operated nanopistons on the surfaces of mesoporous silica nanoparticles
publishDate 2011
url https://hdl.handle.net/10356/93793
http://hdl.handle.net/10220/7056
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