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Tuning the allosteric sequestration of anticancer drugs for developing cooperative nano-antidotes

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Abstract

A dual-cavity basket 16−, holding six γ-aminobutyric acids at its termini, encapsulates variously sized aromatics 2–7+, including four anthracyclines (8+–11+), driven by the hydrophobic effect and hydrogen bonding (HB). In particular, the formation of stable (K = 1012 M−2) anthracycline complexes [(8+–11+)216−], assembled into nanoparticles, occurred with positive homotropic cooperativity (α = 4K2/K1 = 1.1 ± 0.3 × 102–1.3 ± 0.7 × 103) in PBS medium. Importantly, weakening the first binding event (K1, i.e. by removing HBs) turned the second one (K2) more favorable. The finding is of interest for developing cooperative nano-antidotes acting as biodetoxifying agents.

Graphical abstract: Tuning the allosteric sequestration of anticancer drugs for developing cooperative nano-antidotes

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Supplementary files

Article information


Submitted
02 Dec 2019
Accepted
17 Dec 2019
First published
17 Dec 2019

Chem. Commun., 2020, Advance Article
Article type
Communication

Tuning the allosteric sequestration of anticancer drugs for developing cooperative nano-antidotes

W. Wang, T. J. Finnegan, Z. Lei, X. Zhu, C. E. Moore, K. Shi and J. D. Badjić, Chem. Commun., 2020, Advance Article , DOI: 10.1039/C9CC09373G

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