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Chinese Journal of Organic Chemistry >

2012 >Issue 03: 567 - 573

DOI: https://doi.org/10.6023/cjoc1107291

Articles

Microwave-Assisted Synthesis and Spectral Properties of Some Benzoindohemicyanine and Benzoindodimethine Cyanine Dyes as well as the Interaction with Biomolecules

  • Kang Qiong ,
  • Fan Fangli ,
  • Bi Weibin ,
  • Huang Yi ,
  • Fu Yile ,
  • 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 Institute of Condensed Matter Physics & Materials, Northwest University, Xi'an 710069;
    c Department of Chemistry, Xianyang Normal University, Xianyang 712000

Received date: 2011-07-29

  Revised date: 2011-10-14

  Online published: 2012-03-24

Supported by

Project supported by the Natural Science Foundation of Shaanxi Province (No. SJ08B04), the Special Science Research Foundation of Shaanxi Education Committee (No. 11JK0558) and the Graduate Cross-discipline Funds of Northwest University (No. 09YJC20).

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Abstract

Two series of benzoindocyanine dyes H1～H4 and F1～F4 were synthesized with the assistance of microwave irradiation under solvent-free condition using N-alkyl-2,3,3-trimethyl-4,5-benzoindole phosphate hexafluoropropylene and dimethylaminobenzaldehyde or indole-3-aldehyde as materials and piperidine as catalyst. All of the compounds were characterized by UV-Vis, 1H NMR, IR techniques and elemental analysis. Their absorption spectral properities in different solvents were also investigated. The results showed that the λmax of the dyes showed hypochromatic shifts with the increase of polarity in protic solvents, and bathochromic shifts with the decrease of polarity in aprotic solvents. The interactions of prepared dyes H3 and F2 with salmon sperm DNA, bovine serum albumin, muramidase, amylase and chymotrypsin were investigated, respectively. The results showed that the fluorescence intensity of H3 increased with the increase of DNA concentration.

Key words： benzoindocyanine dye; microwave synthesis; spectral property; DNA; protein

Cite this article

Kang Qiong , Fan Fangli , Bi Weibin , Huang Yi , Fu Yile , Wang Lanying . Microwave-Assisted Synthesis and Spectral Properties of Some Benzoindohemicyanine and Benzoindodimethine Cyanine Dyes as well as the Interaction with Biomolecules[J]. Chinese Journal of Organic Chemistry, 2012 , (03) : 567 -573 . DOI: 10.6023/cjoc1107291

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