Tuning the allosteric sequestration of anticancer drugs for developing cooperative nano-antidotes. Issue 8 (6th January 2020)

• Record Type: Journal Article
• Authors: Wang, Weikun; Finnegan, Tyler J.; Lei, Zhiquan; Zhu, Xingrong; Moore, Curtis E.; Shi, Kejia; Badjić, Jovica D.
• Is Part Of: Chemical communications. Volume 56:Issue 8(2020)
• Page Start: 1271
• Page End: 1274
• Publication Date: 2020-01-06
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c9cc09373g
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : Dual-cavity baskets, carrying six γ-aminobutyric acids sequester anticancer anthracyclines in a cooperative manner to be of interest for creating nano-antidotes. Abstract : A dual-cavity basket 1 6−, 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 = 10 12 M −2 ) anthracycline complexes [(8 + –11 + )2 ⊂1 6− ], assembled into nanoparticles, occurred with positive homotropic cooperativity ( α = 4 K 2 / K 1 = 1.1 ± 0.3 × 10 2 –1.3 ± 0.7 × 10 3 ) in PBS medium. Importantly, weakening the first binding event ( K 1, i.e. by removing HBs) turned the second one ( K 2 ) more favorable. The finding is of interest for developing cooperative nano-antidotes acting as biodetoxifying agents.