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Open AccessArticle

The Interaction of Cyclic Naphthalene Diimide with G-Quadruplex under Molecular Crowding Condition

1
Department of Applied Chemistry, Kyushu Institute of Technology, Fukuoka 804-8550, Japan
2
Research Center for Bio-Microsensing Technology, Kyushu Institute of Technology, Fukuoka 804-8550, Japan
3
Department of Bioscience and Bioinformatics, Kyushu Institute of Technology, Fukuoka 820-8502, Japan
*
Author to whom correspondence should be addressed.
Molecules 2020, 25(3), 668; https://doi.org/10.3390/molecules25030668
Received: 28 December 2019 / Revised: 24 January 2020 / Accepted: 1 February 2020 / Published: 4 February 2020
(This article belongs to the Special Issue Recent Advances of G-Quadruplexes In Vivo and In Vitro)
G-quadruplex specific targeting molecules, also termed as G4 ligands, are attracting increasing attention for their ability to recognize and stabilize G-quadruplex and high potentiality for biological regulation. However, G4 ligands recognizing G-quadruplex were generally investigated within a dilute condition, which might be interfered with under a cellular crowding environment. Here, we designed and synthesized several new cyclic naphthalene diimide (cNDI) derivatives, and investigated their interaction with G-quadruplex under molecular crowding condition (40% v/v polyethylene glycol (PEG)200) to mimic the cellular condition. The results indicated that, under molecular crowding conditions, cNDI derivatives were still able to recognize and stabilize G-quadruplex structures based on circular dichroism measurement. The binding affinities were slightly decreased but still comparatively high upon determination by isothermal titration calorimetry and UV-vis absorbance spectroscopy. More interestingly, cNDI derivatives were observed with preference to induce a telomere sequence to form a hybrid G-quadruplex under cation-deficient molecular crowding conditions. View Full-Text
Keywords: cyclic naphthalene diimide; G-quadruplex; dilute condition; molecular crowding condition cyclic naphthalene diimide; G-quadruplex; dilute condition; molecular crowding condition
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MDPI and ACS Style

Zou, T.; Sato, S.; Yasukawa, R.; Takeuchi, R.; Ozaki, S.; Fujii, S.; Takenaka, S. The Interaction of Cyclic Naphthalene Diimide with G-Quadruplex under Molecular Crowding Condition. Molecules 2020, 25, 668.

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