锌配体化合物选择性诱导、稳定、荧光检测G-四联体

doi:10.6023/A17040162

化学学报 ›› 2017, Vol. 75 ›› Issue (7): 692-698.DOI: 10.6023/A17040162 上一篇下一篇

研究论文

锌配体化合物选择性诱导、稳定、荧光检测G-四联体

王雅芬, 张雄, 刘朝兴, 周翔

武汉大学化学与分子科学学院生物医药高分子教育部重点实验室高等研究院湖北省过敏及免疫相关疾病重点实验室武汉 430072

投稿日期:2017-04-13 发布日期:2017-05-09
通讯作者: 周翔 E-mail:xzhou@whu.edu.cn
基金资助:
项目受国家自然科学基金（Nos.21432008，91413109，21672165 and 21672167）资助.

Induction Stabilization and Fluorescence-based Switch-on Detection of G-Quadruplex by Zinc (II)-salen Complex

Wang Yafen, Zhang Xiong, Liu Chaoxing, Zhou Xiang

College of Chemistry and Molecular Sciences, Key Laboratory of Biomedical Polymers of Ministry of Education, The Institute for Advanced Studies, Hubei Province Key Laboratory of Allergy and Immunology, Wuhan University, Wuhan 430072

Received:2017-04-13 Published:2017-05-09
Contact: 10.6023/A17040162 E-mail:xzhou@whu.edu.cn
Supported by:
Project supported by the National Natural Science Foundation of China (Nos.21432008,91413109,21672165 and 21672167).

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1. 锌配体化合物选择性诱导、稳定、荧光检测G-四联体.PDF(402KB)

摘要/Abstract

通过两步简单的合成反应，制备了锌的配体化合物（ZSC）.并将其与不同构型的G-四联体作用，发现其可以很好的选择性荧光打开检测G-四联体.通过荧光，圆二色谱（CD）等实验的深入研究，表明这个化合物兼具诱导、稳定和荧光打开检测G-四联体的优点.这是第一次报道既可以诱导稳定G-四联体，又可以进行荧光打开检测定量分析G-四联体的锌的salen配体复合物.此外，这个化学试剂还可以将Z型G-四联体转变成平行的G-四联体.这是一个针对G-四联体的选择性的、敏感的和拓扑特异性的探针.这个探针与不同G-四联体的序列之间的相互作用的研究，展示了它可能作为一种抗癌药物的潜力，并且，有望将其用于基于G-四联体的检测方法检测其他生物物质的领域.

关键词: 锌配体, 选择性, G-四联体, 荧光, 稳定性

G-quadruplexes play vital roles in telomere maintenance and other biological systems.An effective G-quadruplexes stabilizer can be a promising medicine for cancer therapy.Here,a Zinc (Ⅱ) with salen derivatives as ligands (ZSC) has been prepared through two simple steps syntheses.2,4-Dihydroxybenzaldehyde (1 equiv.),1-(2-chloroethyl) pyrrolidine hydrochloride (1 equiv.) and potassium carbonate (2 equiv.) were dissolved in 150 mL acetone.After reflux for 20 h in Ar atmosphere and purification,the product 2-hydroxy-4-(2-(pyrrolidin-1-yl) ethoxy) benzaldehyde was obtained to yield 3.24 g (68.8%) as a pale solid.For the other step,2-hydroxy-4-(2-(pyrrolidin-1-yl) ethoxy) benzaldehyde (2 equiv.) and diaminomaleonitrile (1 equiv.) were dissolved into 10 mL methanol.After 20 min stirring at 60℃ in dark atmosphere,the Zinc acetate dehydrate (1 equiv.) was added in the solution for further 2 h reaction time.The final product Zinc (Ⅱ)-salen Complex (ZSC) was purified to yield 245 mg (67.7%) as a red powder.The fluorescence,CD spectra are reported,giving insight into the intrinsic properties of the compound.The Zinc (Ⅱ)-salen Complex could simply discriminate G-quadruplex from other DNA conformations such as hairpin,double-stranded DNA and single-stranded DNA by using fluorescence spectra.To the best of our knowledge,ZSC is the first Zinc (Ⅱ)-salen Complex bearing features of inducing,stabilizing,fluorescence-based switch-on detecting G-quadruplex.In addition,ZSC can also change the Z G-quadruplex to parallel G-quadruplex.Such a sensitive and topology-specific probe is able to light up G-quadruplexes and gain an excellently quantitative detection of DNA bearing G-quadruplexes sequences.The detailed study of the interactions of ZSC with different topology DNAs has allowed us to build the most vital features that Zinc (Ⅱ)-salen Complex can be a potential anticancer drug and in application to other bioanalytes.In the future,we will use the Zinc (Ⅱ)-salen Complex to downstream the gene expression in the gene promoter area to help analyze more biological processes or use it to selectively inhibit viruses which containing G-quadruplexes.

Key words: Zinc (II)-salen complex, selectivity, G-quadruplex, fluorescence, stability

引用此文

王雅芬, 张雄, 刘朝兴, 周翔. 锌配体化合物选择性诱导、稳定、荧光检测G-四联体[J]. 化学学报, 2017, 75(7): 692-698.

Wang Yafen, Zhang Xiong, Liu Chaoxing, Zhou Xiang. Induction Stabilization and Fluorescence-based Switch-on Detection of G-Quadruplex by Zinc (II)-salen Complex[J]. Acta Chim. Sinica, 2017, 75(7): 692-698.

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锌配体化合物选择性诱导、稳定、荧光检测G-四联体

Induction Stabilization and Fluorescence-based Switch-on Detection of G-Quadruplex by Zinc (II)-salen Complex

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