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Relationship between the glutathione-responsive degradability of thiol-organosilica nanoparticles and the chemical structures

Published online by Cambridge University Press:  06 February 2019

Tomohiro Doura
Affiliation:
Department of Organ Anatomy and Nanomedicine, Yamaguchi University Graduate School of Medicine, Ube, Yamaguchi 755-8505, Japan
Tadashi Nishio
Affiliation:
Department of Organ Anatomy and Nanomedicine, Yamaguchi University Graduate School of Medicine, Ube, Yamaguchi 755-8505, Japan
Fuyuhiko Tamanoi
Affiliation:
Department of Microbiology, Immunology, and Molecular Genetics, University of California, Los Angeles, California 90095, USA
Michihiro Nakamura*
Affiliation:
Department of Organ Anatomy and Nanomedicine, Yamaguchi University Graduate School of Medicine, Ube, Yamaguchi 755-8505, Japan
*
a)Address all correspondence to this author. e-mail: [email protected]
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Abstract

Stimuli-responsive degradable silica nanoparticles (NPs) are active topics of nanomaterial research, because they are expected to be low health-risk nanocarriers capable of controlled release of drugs. Among various stimuli-responsive silica NPs, disulfide bond-containing NPs show degradability by glutathione reduced form (GSH). Here, we synthesized and characterized three kinds of thiol-organosilica NPs made from 3-mercaptopropyltrimethoxysilane (MPMS) and 3-mercaptopropyl(dimethoxy)methylsilane (MPDMS). MPMS NPs, MPDMS NPs, and MPMS–MPDMS hybrid NPs revealed that the abundance ratio of disulfide bonds to thiols increased with the increase in content rate of MPDMS in thiol-organosilica NPs. We also revealed that thiol-organosilica NPs, which have disulfide bonds, are GSH-responsive degradable silica NPs using an electron microscopy and Ellman’s tests. Furthermore, we synthesized fluorescent MPMS–MPDMS NPs, including rhodamine B, and demonstrated the GSH-responsive release of dye from the NPs. These experiments indicate the potential of thiol-organosilica NPs, which have disulfide bonds as a GSH-responsive drug carrier.

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Article
Copyright
Copyright © Materials Research Society 2019 

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