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Cyclic Naphthalene Diimide Dimer with a Strengthened Ability to Stabilize Dimeric G‐Quadruplex
Author(s) -
Takeuchi Ryusuke,
Zou Tingting,
Wakahara Daiki,
Nakano Yoshifumi,
Sato Shinobu,
Takenaka Shigeori
Publication year - 2019
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201901468
Subject(s) - dimer , monomer , linker , diimide , g quadruplex , telomerase , chemistry , elongation , dna , telomere , thermal stability , crystallography , stereochemistry , molecule , polymer , materials science , biochemistry , organic chemistry , gene , perylene , ultimate tensile strength , computer science , metallurgy , operating system
Abstract A new type of dimeric cyclic naphthalene diimide derivatives (cNDI‐dimers) carrying varied linker length were designed and synthesized to recognize dimeric G‐quadruplex structures. All of the cNDI‐dimers exhibited a high preference for recognizing G‐quadruplex structures, and significantly enhanced the thermal stability of the dimeric G‐quadruplex structure over the cNDI monomer by increasing the melting temperature by more than 23 °C, which indicated the strengthened ability of cNDI dimers for stabilizing dimeric G‐quadruplex. cNDI dimers also showed a stronger ability to inhibit telomerase activity and stop telomere DNA elongation than cNDI monomer, which showed an improved anticancer potentiality for further therapeutic application.