Acylsulfonamide-Functionalized zwitterionic gold nanoparticles for enhanced cellular uptake at tumor pH

Tsukasa Mizuhara; Krishnendu Saha; Daniel F. Moyano; Chang Soo Kim; Bo Yan; Young Kwan Kim; Vincent M. Rotello

doi:10.1002/anie.201411615

Acylsulfonamide-Functionalized zwitterionic gold nanoparticles for enhanced cellular uptake at tumor pH

Tsukasa Mizuhara, Krishnendu Saha, Daniel F. Moyano, Chang Soo Kim, Bo Yan, Young Kwan Kim, Vincent M. Rotello

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

173 Scopus citations

Abstract

A nanoparticle design featuring pH-responsive alkoxyphenyl acylsulfonamide ligands is reported herein. As a result of ligand structure, this nanoparticle is neutral at pH 7.4, becoming positively charged at tumor pH (<6.5). The particle uptake and cytotoxicity increase over this pH range. This pH-controlled uptake and toxicity makes this particle a promising tool for tumor selective therapy. Tumor selective: A pH-responsive zwitterionic alkoxyphenyl acylsulfonamide ligand is used to functionalize the surface of gold nanoparticles (AuNPs) to form zwitterionic NPs. The NPs reversibly become cationic at tumor pH (<6.6) with concomitant enhancement of cellular uptake and cytotoxicity in tumor cells, providing scope for pH-controlled NP delivery.

Original language	English
Pages (from-to)	6567-6570
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	54
Issue number	22
DOIs	https://doi.org/10.1002/anie.201411615
State	Published - 1 May 2015

Keywords

antitumor agents
cellular uptake
gold
nanoparticles
zwitterionic ligands

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title = "Acylsulfonamide-Functionalized zwitterionic gold nanoparticles for enhanced cellular uptake at tumor pH",

abstract = "A nanoparticle design featuring pH-responsive alkoxyphenyl acylsulfonamide ligands is reported herein. As a result of ligand structure, this nanoparticle is neutral at pH 7.4, becoming positively charged at tumor pH (<6.5). The particle uptake and cytotoxicity increase over this pH range. This pH-controlled uptake and toxicity makes this particle a promising tool for tumor selective therapy. Tumor selective: A pH-responsive zwitterionic alkoxyphenyl acylsulfonamide ligand is used to functionalize the surface of gold nanoparticles (AuNPs) to form zwitterionic NPs. The NPs reversibly become cationic at tumor pH (<6.6) with concomitant enhancement of cellular uptake and cytotoxicity in tumor cells, providing scope for pH-controlled NP delivery.",

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AU - Mizuhara, Tsukasa

AU - Saha, Krishnendu

AU - Moyano, Daniel F.

AU - Kim, Chang Soo

AU - Yan, Bo

AU - Kim, Young Kwan

AU - Rotello, Vincent M.

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AB - A nanoparticle design featuring pH-responsive alkoxyphenyl acylsulfonamide ligands is reported herein. As a result of ligand structure, this nanoparticle is neutral at pH 7.4, becoming positively charged at tumor pH (<6.5). The particle uptake and cytotoxicity increase over this pH range. This pH-controlled uptake and toxicity makes this particle a promising tool for tumor selective therapy. Tumor selective: A pH-responsive zwitterionic alkoxyphenyl acylsulfonamide ligand is used to functionalize the surface of gold nanoparticles (AuNPs) to form zwitterionic NPs. The NPs reversibly become cationic at tumor pH (<6.6) with concomitant enhancement of cellular uptake and cytotoxicity in tumor cells, providing scope for pH-controlled NP delivery.

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KW - cellular uptake

KW - gold

KW - nanoparticles

KW - zwitterionic ligands

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Acylsulfonamide-Functionalized zwitterionic gold nanoparticles for enhanced cellular uptake at tumor pH

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Keywords

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