A Conformationally Constrained Nucleotide Analogue Controls the Folding Topology of a DNA G-Quadruplex

反平行(数学) 化学 寡核苷酸 分子内力 核苷酸 立体化学 糖苷键 G-四倍体 DNA 结晶学 鸟嘌呤 分子间力 折叠(DSP实现) 拓扑(电路) 分子 生物化学 工程类 物理 电气工程 有机化学 磁场 组合数学 基因 量子力学 数学
作者
Pamela K. Dominick,Michael B. Jarstfer
出处
期刊:Journal of the American Chemical Society [American Chemical Society]
卷期号:126 (16): 5050-5051 被引量:52
标识
DOI:10.1021/ja039192z
摘要

Guanine-rich DNA and RNA sequences can fold into unique structures known as G-quadruplexes. The structures of G-quadruplexes can be divided into several classes, depending on the parallel or antiparallel nature of the strands and the number of G-rich tracts present in an oligonucleotide. Oligonucleotides with single tracts of guanines form intermolecular parallel tetrameric G-quadruplexes. Oligonucleotides with two tracts of guanosines separated by two or more bases can form both intermolecular antiparallel fold-back dimeric and parallel tetrameric G-quadruplexes, and those with four tracts of guanosines can form both intramolecular parallel and antiparallel structures. Intramolecular G-qaudruplexes can fold into several folding topologies including antiparallel crossover basket, antiparallel chair, and parallel propeller. The ability to control the folding of G-quadruplexes would allow the physical, biochemical, and biological properties of these various folding topologies to be studied. Previously, the known methods to control the folding topology of G-quadruplexes included changing the buffer by varying the mono- and divalent cations that are present, and by changing the DNA sequence. Because the glycosidic bonds in the G-quartets of G-quadruplexes with parallel strands are in the anti conformation, we reasoned that incorporation of nucleoside analogues that prefer the anti conformation of the glycosidic bond into G-rich sequences would increase the preference for parallel G-quadruplex formation. As predicted, by positioning the conformationally constrained nucleotide analogue 2'-O-4'-C-methylene-linked ribonucleotide into specific positions of a DNA G-quadruplex we were able to shift the thermodynamically favored structure of a G-quadruplex from an antiparallel to a parallel structure.
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