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2013 , Vol. 33 >Issue 08: 1709 - 1714

DOI: https://doi.org/10.6023/cjoc201212042

研究论文

水溶性吲哚菁染料的合成、光谱性质及其与DNA和BSA的作用

  • 张秀富 ,
  • 付义乐 ,
  • 左治钧 ,
  • 侯媛 ,
  • 李玥萱 ,
  • 刘艳霞 ,
  • 王兰英
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  • a 西北大学合成与天然功能分子化学教育部重点实验室 西安 710069;
    b 西安建筑科技大学 西安 710055

收稿日期: 2012-12-24

  修回日期: 2013-03-25

  网络出版日期: 2013-04-24

基金资助

陕西省教育厅科学研究基金(No. 11JK0558);陕西省科学技术研究发展计划(No. 2012K07-06)及西北大学研究生创新基金交叉学科(No. 09YJC20)资助项目.

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Synthesis and Spectral Properties of Water-Soluble Indocyanine Dyes as Well as the Interaction with DNA and BSA

  • Zhang Xiufu ,
  • Fu Yile ,
  • Zuo Zhijun ,
  • Hou Yuan ,
  • Li Yuexuan ,
  • Liu Yanxia ,
  • Wang Lanying
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  • a Key Laboratory of Synthetic and Natural Functional Molecule Chemistry (Ministry of Education), College of Chemistry and Materials Science, Northwest University, Xi'an 710069;
    b School of Science, Xi'an University of Architecture and Technology, Xi'an 710055

Received date: 2012-12-24

  Revised date: 2013-03-25

  Online published: 2013-04-24

Supported by

Project supported by the Special Science Research Foundation of Shaanxi Education Committee (No. 11JK0558), the Scientific and Technological Research and Development Projects in Shaanxi Province (No. 2012K07-06) and the Graduate Cross-discipline Funds of Northwest University (No. 09YJC20).

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摘要

以1,2,3-三甲基-3-(4-磺酸丁基)-3H-吲哚啉-5-磺酸盐和各种芳杂醛为原料, 在哌啶催化下合成了6种新型水溶性吲哚菁染料, 采用1H NMR, HRMS, IR和UV-Vis对染料进行了结构表征. 研究了6种染料在不同溶剂中的光谱性质, 结果表明: 染料在不同溶剂中的最大吸收波长处在426.0～562.5 nm之间, 发射波长处在508.2～596.0 nm之间, 摩尔消光系数在0.6×104～6.7×104 L·mol-1cm-1范围内. 同时, 研究了染料与鲑鱼精DNA和牛血清白蛋白(BSA)的相互作用, 结果发现: 5种水溶性染料与DNA或BSA相互作用较弱.

关键词： 水溶性吲哚菁染料; 光谱性质; DNA; BSA

本文引用格式

张秀富 , 付义乐 , 左治钧 , 侯媛 , 李玥萱 , 刘艳霞 , 王兰英 . 水溶性吲哚菁染料的合成、光谱性质及其与DNA和BSA的作用[J]. 有机化学, 2013 , 33(08) : 1709 -1714 . DOI: 10.6023/cjoc201212042

Abstract

Six novel water-soluble indocyanine dyes were synthesized using 1,2,3-trimethyl-3-(4-sulphobutyl)-3H-in-dolium-5-sulphonate salt and corresponding aromatic aldehyde as materials and piperidine as catalyst. All of the compounds were characterized by 1H NMR, HRMS, IR and UV-vis techniques. Their spectral properities in different solvents were also investigated. The results showed that the maximum absorption wavelength of the dyes was in the region of 426.0～562.5 nm, the emission wavelength was located in 508.2～596.0 nm and the molar extinction coefficients was in the region of 0.6×104～6.7×104 L·mol-1·cm-1 in different solvents. The interactions of prepared dyes with salmon sperm DNA and bovine serum albumin (BSA) were also investigated. The results showed that the interaction of five water-soluble dyes with DNA or BSA was weak.

Key words： water-soluble indocyanine dye; spectral properties; DNA; BSA

参考文献

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