A molecular zipping/unzipping nano-vehicles sensitive to tumor extracellular pH

Jung Ok Lee; Min Ji Lee; Dongin Kim; Eun Seong Lee

doi:10.1177/0883911514533866

A molecular zipping/unzipping nano-vehicles sensitive to tumor extracellular pH

Jung Ok Lee
, Min Ji Lee
, Dongin Kim
, Eun Seong Lee

Department of Biomedical-Chemical Engineering

The Catholic University of Korea
Yale University

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

4 Scopus citations

Abstract

A new class of pH-responsive multivalent host-guest interactions to manipulate polypeptide-based nano-vehicles was developed. Poly(l-lysine) (poly(Lys)) grafted with β-cyclodextrin and 2,3-dimethylmaleic acid was coupled with oleic acid. This new polymer was utilized to fabricate pH-responsive nano-vehicles for antitumor drug doxorubicin delivery. The host-guest (zipping) interaction between β-cyclodextrin and 2,3-dimethylmaleic acid moieties and the hydrophobic interaction between the oleic acid molecules contributed to form self-assembled nano-vehicles. 2,3-Dimethylmaleic acid moieties were highly degradable at a slightly acidic pH (∼pH 6.8). These nano-vehicles increased the release of the encapsulated doxorubicin content (by the unzipping interaction between β-cyclodextrin and degraded 2,3-dimethylmaleic acid moieties) when the pH of the solution decreased to 6.8. This event caused a significant increase in the efficiency of cellular doxorubicin uptake and in vitro tumor inhibition.

Original language	English
Pages (from-to)	368-381
Number of pages	14
Journal	Journal of Bioactive and Compatible Polymers
Volume	29
Issue number	4
DOIs	https://doi.org/10.1177/0883911514533866
State	Published - Jul 2014

Bibliographical note

Funding Information:
This work was financially supported by the Research Fund, 2014, of the Catholic University of Korea, the GRRC program of Gyeonggi province (GRRC 2013-B01, Development of industrial nano-/micro-sized biomaterials for high-performance drug release control), Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education (NRF-2013R1A1A2004375), and by a grant of the Korean Health Technology R&D Project, Ministry of Health & Welfare (No. A111291), Republic of Korea.

Keywords

host-guest interaction
pH-responsive nano-vehicles
tumor extracellular pH
tumor targeting
zipping/unzipping
β-cyclodextrin

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10.1177/0883911514533866

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title = "A molecular zipping/unzipping nano-vehicles sensitive to tumor extracellular pH",

abstract = "A new class of pH-responsive multivalent host-guest interactions to manipulate polypeptide-based nano-vehicles was developed. Poly(l-lysine) (poly(Lys)) grafted with β-cyclodextrin and 2,3-dimethylmaleic acid was coupled with oleic acid. This new polymer was utilized to fabricate pH-responsive nano-vehicles for antitumor drug doxorubicin delivery. The host-guest (zipping) interaction between β-cyclodextrin and 2,3-dimethylmaleic acid moieties and the hydrophobic interaction between the oleic acid molecules contributed to form self-assembled nano-vehicles. 2,3-Dimethylmaleic acid moieties were highly degradable at a slightly acidic pH (∼pH 6.8). These nano-vehicles increased the release of the encapsulated doxorubicin content (by the unzipping interaction between β-cyclodextrin and degraded 2,3-dimethylmaleic acid moieties) when the pH of the solution decreased to 6.8. This event caused a significant increase in the efficiency of cellular doxorubicin uptake and in vitro tumor inhibition.",

keywords = "host-guest interaction, pH-responsive nano-vehicles, tumor extracellular pH, tumor targeting, zipping/unzipping, β-cyclodextrin",

author = "Lee, \{Jung Ok\} and Lee, \{Min Ji\} and Dongin Kim and Lee, \{Eun Seong\}",

note = "Funding Information: This work was financially supported by the Research Fund, 2014, of the Catholic University of Korea, the GRRC program of Gyeonggi province (GRRC 2013-B01, Development of industrial nano-/micro-sized biomaterials for high-performance drug release control), Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education (NRF-2013R1A1A2004375), and by a grant of the Korean Health Technology R\&D Project, Ministry of Health \& Welfare (No. A111291), Republic of Korea.",

year = "2014",

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N2 - A new class of pH-responsive multivalent host-guest interactions to manipulate polypeptide-based nano-vehicles was developed. Poly(l-lysine) (poly(Lys)) grafted with β-cyclodextrin and 2,3-dimethylmaleic acid was coupled with oleic acid. This new polymer was utilized to fabricate pH-responsive nano-vehicles for antitumor drug doxorubicin delivery. The host-guest (zipping) interaction between β-cyclodextrin and 2,3-dimethylmaleic acid moieties and the hydrophobic interaction between the oleic acid molecules contributed to form self-assembled nano-vehicles. 2,3-Dimethylmaleic acid moieties were highly degradable at a slightly acidic pH (∼pH 6.8). These nano-vehicles increased the release of the encapsulated doxorubicin content (by the unzipping interaction between β-cyclodextrin and degraded 2,3-dimethylmaleic acid moieties) when the pH of the solution decreased to 6.8. This event caused a significant increase in the efficiency of cellular doxorubicin uptake and in vitro tumor inhibition.

AB - A new class of pH-responsive multivalent host-guest interactions to manipulate polypeptide-based nano-vehicles was developed. Poly(l-lysine) (poly(Lys)) grafted with β-cyclodextrin and 2,3-dimethylmaleic acid was coupled with oleic acid. This new polymer was utilized to fabricate pH-responsive nano-vehicles for antitumor drug doxorubicin delivery. The host-guest (zipping) interaction between β-cyclodextrin and 2,3-dimethylmaleic acid moieties and the hydrophobic interaction between the oleic acid molecules contributed to form self-assembled nano-vehicles. 2,3-Dimethylmaleic acid moieties were highly degradable at a slightly acidic pH (∼pH 6.8). These nano-vehicles increased the release of the encapsulated doxorubicin content (by the unzipping interaction between β-cyclodextrin and degraded 2,3-dimethylmaleic acid moieties) when the pH of the solution decreased to 6.8. This event caused a significant increase in the efficiency of cellular doxorubicin uptake and in vitro tumor inhibition.

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A molecular zipping/unzipping nano-vehicles sensitive to tumor extracellular pH

Abstract

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Keywords

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