4-硫-5-碘尿苷的合成及其与人血清白蛋白间的相互作用

王健; 郑学仿; 曹洪玉; 张晓辉

doi:10.3788/fgxb20133403.0361

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4-硫-5-碘尿苷的合成及其与人血清白蛋白间的相互作用

半导体发光、激光和光电性质 | 更新时间：2020-08-12

- 4-硫-5-碘尿苷的合成及其与人血清白蛋白间的相互作用
- Synthesis of 4-Thio-5-iodouridine and The Interaction Between It and Human Serum Albumin
- 发光学报 2013年34卷第3期页码：361-368
- 作者机构：
  
  1. 大连大学环境与化学工程学院,辽宁大连,116622
  2. 辽宁省生物有机化学重点实验室,辽宁大连,116622
- 作者简介：
- 基金信息：
  
  国家自然科学基金(20871024)();教育部留学回国人员科研启动基金()资助项目()
- DOI：10.3788/fgxb20133403.0361
  中图分类号： O657.3
- 纸质出版日期：2013-3-10，
  
  收稿日期：2012-10-18，
  
  修回日期：2012-12-13，
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王健, 郑学仿, 曹洪玉, 张晓辉. 4-硫-5-碘尿苷的合成及其与人血清白蛋白间的相互作用[J]. 发光学报, 2013,34(3): 361-368

WANG Jian, ZHENG Xue-fang, CAO Hong-yu, ZHANG Xiao-hui. Synthesis of 4-Thio-5-iodouridine and The Interaction Between It and Human Serum Albumin[J]. Chinese Journal of Luminescence, 2013,34(3): 361-368
王健, 郑学仿, 曹洪玉, 张晓辉. 4-硫-5-碘尿苷的合成及其与人血清白蛋白间的相互作用[J]. 发光学报, 2013,34(3): 361-368 DOI： 10.3788/fgxb20133403.0361.

WANG Jian, ZHENG Xue-fang, CAO Hong-yu, ZHANG Xiao-hui. Synthesis of 4-Thio-5-iodouridine and The Interaction Between It and Human Serum Albumin[J]. Chinese Journal of Luminescence, 2013,34(3): 361-368 DOI： 10.3788/fgxb20133403.0361.

摘要

基于硫碱基(thio-base)的易烷基化、易氧化、强紫外长波(UVA)吸收等独特的性质

以及核苷类化合物的抗肿瘤活性

设计合成了一种新化合物4-硫-5-碘尿苷

通过NMR、IR、UV、MS对其结构进行了表征。在模拟生理条件下

利用荧光光谱法、紫外-可见吸收光谱法以及圆二色谱法研究了4-硫-5-碘尿苷与人血清白蛋白(HSA)的相互作用。结果表明

4-硫-5-碘尿苷对HSA荧光具有静态猝灭作用。运用Stern-Volmer方程计算了体系的猝灭常数

利用Lineweaver-Burk方程计算了二者的结合常数

并且确定了4-硫-5-碘尿苷与HSA之间的主要作用力类型为疏水作用力

根据能量转移理论求得4-硫-5-碘尿苷与HSA的结合距离及能量转移率。此外

通过圆二色谱法考察了4-硫-5-碘尿苷对HSA作用前后的构型结构的影响。

Abstract

Based on the special properties of thio-base

such as easy to oxidization

alkylation

and the strong absorption of longer ultraviolet wave-UVA

etc.

and the anti-tumor activity of nucleoside compounds

a new compound of 4-thio-5-iodouridine was designed and synthesized. The structure was characterized by Infrared spectroscopy

nuclear magnetic resonanceand mass spectrometry. At the same time

the interactions between 4-thio-5-iodouridine and human serum albumin (HSA) were investigated by the fluorescence spectroscopy

ultraviolet-visible absorption spectrum(UV-Vis) and circular dichroism spectrum(CD). The results show that 4-thio-5-iodouridine has a static fluorescence quenching on human serum albumin (HSA). The quenching constants were calculated according to Stern-Volmer equation

and Lineweaver-Burk equation was used to calculate the binding constants. The main forces of both interactions have typical hydrophobic interaction from thermodynamic data to determination. The distance and FRET(fluorescence resonance energy transfer) efficiency between HSA and 4-thio-5-iodouridine were calculated according to Frster resonance energy transfer theory. The conformation of 4-thio-5-iodouridine on human serum albumin was studied using CD.

关键词

4-硫-5-碘尿苷人血清白蛋白核苷荧光光谱圆二色光谱

Keywords

4-thio-5-iodouridinehuman serum albumin (HSA)nucleosidefluorescence spectroscopycircular dichroism spectroscopy(CD)

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