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A "turn-on" fluorescent sensor for cytosine in aqueous media based on diamino-bridged biphenyl acrylonitrile

The detection of cytosine is of significance for analyzing DNA bases, but no "turn-on" fluorescent sensor for cytosine in aqueous media has been reported so far. In this study, series of diamino-bridged biphenyl acrylonitriles 3a-3c were designed and synthesized with yields of 70-75%. The...

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Bibliographic Details
Published in:New journal of chemistry 2021-01, Vol.45 (3), p.1373-138
Main Authors: Chen, Jiaojiao, Zhou, Bangyi, Li, Yongsheng, Zheng, Linlu, Guo, Hongyu, Yang, Fafu
Format: Article
Language:English
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Summary:The detection of cytosine is of significance for analyzing DNA bases, but no "turn-on" fluorescent sensor for cytosine in aqueous media has been reported so far. In this study, series of diamino-bridged biphenyl acrylonitriles 3a-3c were designed and synthesized with yields of 70-75%. The sensing experiments for 16 types of ions and biomolecules suggested that compound 3b with butanediamino bridges exhibited good selective sensing abilities towards cytosine based on "turn-on" fluorescence enhancement. The detection limit of compound 3b for cytosine attained 1.02 × 10 −7 M. The selective sensing ability towards cytosine was little influenced by other species and remained stable between pH = 6-9. The sensing mechanism was proposed by the analysis of Job's plot, 1 H NMR and MS binding spectra. The sensing ability for cytosine was successfully used for analysing urine samples with the recovery over 94%. Sample 3b also exhibited good bioimaging performance with bright blue-green fluorescence for sensing cytosine, implying the application prospect in complicated and living environment. A "turn-on" fluorescent sensor for cytosine in aqueous media was prepared.
ISSN:1144-0546
1369-9261
DOI:10.1039/d0nj05098a