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Ratiometric fluorescent probe based on novel red-emission BODIPY for determination of bovine serum albumin

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Abstract

A novel red-emission boron-dipyrromethene(BODIPY) dye with a pyrrole ring was synthesized simply via one-pot reaction. The spectral properties of it were investigated under the conditions of different solvents. The results show that the as-prepared BODIPY dye is extremely sensitive to solvent polarity, and the fluorescent emission enhances with the decrease of solvent polarity. In aqueous buffer, the addition of bovine serum albumin leads to a ratiometric change in absorption spectra with an association constant of 1.16×106 L/mol. Meanwhile, the fluorescence emission increases greatly at 622 nm but changes slightly at 575 nm. The response time is very short(less than 3 min), and the changes of color can be noticed by naked eyes. Bovine serum albumin can be detected by this ratiometric fluorescence probe, but other proteins or enzymes cannot be detected by this method, which indicates that this novel dye has high selectivity towards bovine serum albumin. The reason is that bovine serum albumin has suitable hydrophobic cavities for binding with the dye. In addition, the dye molecule can penetrate cell membrane easily and make a fast fluorescent stain, which makes it a potential probe for living-cell fluorescence imaging.

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Authors and Affiliations

  1. State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian, 116024, P. R. China

    Fengling Song, Yingying Xue, Xu Wang, Jingyun Wang, Xiaoqing Xiong & Xiaojun Peng

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  1. Fengling Song
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  2. Yingying Xue
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  3. Xu Wang
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  4. Jingyun Wang
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  5. Xiaoqing Xiong
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  6. Xiaojun Peng
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Corresponding author

Correspondence to Fengling Song.

Additional information

Supported by the National Natural Science Foundation of China(Nos.21222605, 21006009, 21136002, 21376039), the Fundamental Research Funds for the Central Universities of China, the Program for New Century Excellent Talents in University, China and the Scientific Research Foundation for the Returned Overseas Chinese Scholars Sponsored by the Ministry of Education of China(No.44).

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Song, F., Xue, Y., Wang, X. et al. Ratiometric fluorescent probe based on novel red-emission BODIPY for determination of bovine serum albumin. Chem. Res. Chin. Univ. 30, 738–742 (2014). https://doi.org/10.1007/s40242-014-4029-7

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  • DOI: https://doi.org/10.1007/s40242-014-4029-7

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