Synthesis and properties of nucleic acid analogues consisting of a benzene-phosphate backbone
Synthesis and properties of nucleic acid analogues consisting of a benzene-phosphate backbone
复制标题
DOI：
10.1021/jo050635m
复制
发表时间：
2005-09-30
影响因子：
3.6
通讯作者：
Kitade, Y
中科院分区：
文献类型：
--
作者：
Ueno, Y;Kato, T;Kitade, Y
描述了由苯-磷酸骨架组成的核酸类似物的合成和性质。核酸类似物的结构单元由通过联芳基样轴连接到核碱基的双（羟甲基）苯残基组成。通过热变性研究双链体的稳定性。结果发现，由苯-磷酸骨架组成的双链体的热稳定性高度依赖于它们的序列。由混合序列组成的苯-磷酸骨架双链体的热稳定性低于天然DNA双链体，而由高嘧啶和高嘌呤序列组成的双链体的热稳定性和热力学稳定性高于相应的天然DNA双链体。这表明，类似物更有效地稳定在B型双链体，而不是在A型双链体的双链体。因此，由苯-磷酸骨架组成的双链体，特别是由高嘧啶和高嘌呤序列组成的双链体，可以提供用于开发适用于生物和纳米技术领域的新材料的新结构基序。
The synthesis and properties of a nucleic acid analogue consisting of a benzene-phosphate backbone are described. The building blocks of the nucleic acid analogue are composed of bis(hydroxymethyl)benzene residues connected to nucleobases via the biaryl-like axis. Stabilities of the duplexes were studied by thermal denaturation. It was found that the thermal stabilities of the duplexes composed of the benzene-phosphate backbone are highly dependent on their sequences. The duplexes with the benzene-phosphate backbone comprised of the mixed sequences were thermally less stable than the natural DNA duplexes, whereas that composed of the homopyrimidine and homopurine sequences was thermally and thermodynamically more stable than the corresponding natural DNA duplex. It was suggested that the analogues more efficiently stabilize the duplexes in a B-form duplex rather than in an A-form duplex. Thus, the duplexes consisting of the benzene-phosphate backbone, especially composed of the homopyrimidine and homopurine sequences, may offer a novel structural motif useful for developing novel materials applicable in the fields of bio- and nanotechnologies.