Development of G-quadruplex ligands for selective induction of a parallel-type topology
| Autor: | Yue Ma, Shogo Sasaki, Yamato Tsushima, Mai Sakuma, Sachiko Okabe, Kazuo Nagasawa, Takatsugu Hirokawa, Keisuke Iida, Hiroyuki Seimiya |
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| Rok vydání: | 2018 |
| Předmět: |
0301 basic medicine
Ligand Chemistry Organic Chemistry Translation (biology) Topology G-quadruplex Network topology Biochemistry 03 medical and health sciences chemistry.chemical_compound 030104 developmental biology Development (topology) Side chain Physical and Theoretical Chemistry Topology (chemistry) DNA |
| Zdroj: | Organic & Biomolecular Chemistry. 16:7375-7382 |
| ISSN: | 1477-0539 1477-0520 |
| DOI: | 10.1039/c8ob01702f |
| Popis: | 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). |
| Databáze: | OpenAIRE |
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