Department of Chemistry-Biochemistry and Physics, University of Québec at Trois-Rivières C.P. 500, Trois-Rivières, Québec G9A 5H7, Canada.
Department of Chemistry-Biochemistry and Physics, University of Québec at Trois-Rivières C.P. 500, Trois-Rivières, Québec G9A 5H7, Canada.
Int J Biol Macromol. 2017 Feb;95:850-855. doi: 10.1016/j.ijbiomac.2016.09.090. Epub 2016 Sep 28.
Conjugation of DNA with testosterone and it aliphatic dimer (alip) and aromatic dimer (arom) was investigated in aqueous solution at pH 7.4. Multiple spectroscopic methods, transmission electron microscopy (TEM) and molecular modeling were used to characterize steroid-DNA binding and DNA morphology. Spectroscopic analysis showed that testosterone binds DNA via A7, A16, A17, T8, T15 and T18 nucleobases with overall binding constants K=1.8 (±0.4)×10M, K=5.7 (±0.7)×10M and K=7.3 (±0.9)×10M. The binding affinity increases in this order: testosterone dimer-aromatic>testosterone dimer-aliphatic>testosterone. The steroid loading efficacy was 40-50%. Transmission electron microscopy showed major changes in DNA morphology as testosterone-DNA interaction occurred with increase in the diameter of the DNA aggregate, indicating encapsulation of testosterone by DNA. Modeling showed the presence of several nucleobases attached to testosterone with the free binding energy of -4.93Kcal/mol.
在 pH 值为 7.4 的水溶液中研究了 DNA 与睾酮及其脂族二聚体（alip）和芳香族二聚体（arom）的缀合。使用多种光谱方法、透射电子显微镜（TEM）和分子建模来表征甾体-DNA 结合和 DNA 形态。光谱分析表明，睾酮通过 A7、A16、A17、T8、T15 和 T18 碱基与 DNA 结合，总结合常数 K=1.8（±0.4）×10^M、K=5.7（±0.7）×10^M 和 K=7.3（±0.9）×10^M。结合亲和力按此顺序增加：睾酮二聚体-芳香族>睾酮二聚体-脂族>睾酮。甾体的加载效率为 40-50%。透射电子显微镜显示，随着睾酮-DNA 相互作用的发生，DNA 形态发生了重大变化，DNA 聚集体的直径增加，表明睾酮被 DNA 包裹。建模表明，存在几个与睾酮结合的碱基，其自由结合能为-4.93Kcal/mol。
