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Chinese Journal of Organic Chemistry >

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

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

Articles

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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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

Cite this article

Zhang Xiufu , Fu Yile , Zuo Zhijun , Hou Yuan , Li Yuexuan , Liu Yanxia , Wang Lanying . Synthesis and Spectral Properties of Water-Soluble Indocyanine Dyes as Well as the Interaction with DNA and BSA[J]. Chinese Journal of Organic Chemistry, 2013 , 33(08) : 1709 -1714 . DOI: 10.6023/cjoc201212042

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