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Issue 40, 2018
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Development of G-quadruplex ligands for selective induction of a parallel-type topology

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Abstract

G-Quadruplex structures (G4s) in guanine-rich regions of DNA play critical roles in various biological phenomena, including replication, translation, and gene expression. The G4-forming DNAs can form three kinds of topologies, i.e., parallel, anti-parallel, and hybrid. In this paper, we present G4 ligands L2H2-2M2EA-6OTD (3) and L2G2-2M2EG-6OTD (4) bearing tetra-aminoalkyl and -guanidinylalkyl side chains, respectively, in a macrocyclic hexaoxazole structure. These ligands efficiently induce the parallel-type topology of telomeric G4 regardless of the effects of cations. Titration with 4 results in a drastic topology switch to the parallel topology from the anti-parallel structure induced by the structurally related ligand L2H2-6OTD (1).

Graphical abstract: Development of G-quadruplex ligands for selective induction of a parallel-type topology

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Supplementary files

Article information


Submitted
17 Jul 2018
Accepted
29 Aug 2018
First published
29 Aug 2018

Org. Biomol. Chem., 2018,16, 7375-7382
Article type
Paper

Development of G-quadruplex ligands for selective induction of a parallel-type topology

Y. Ma, Y. Tsushima, M. Sakuma, S. Sasaki, K. Iida, S. Okabe, H. Seimiya, T. Hirokawa and K. Nagasawa, Org. Biomol. Chem., 2018, 16, 7375
DOI: 10.1039/C8OB01702F

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