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Naphthylthiourea-modified permethylcyclodextrin as a highly sensitive and selective "turn-on" fluorescent chemosensor
Yong Chen1, Zhan-Hu Sun, Bao-E Song
1Department of Chemistry, State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin, 300071, P. R. China.
Abstract:
A naphthylthiourea-modified cyclodextrin (1) and its urea derivative (2) were synthesized, and their fluorescence behaviors in the presence of various metal ions were investigated. Significantly, 1 showed a highly sensitive and selective fluorescence sensing ability for Hg(2+) over other metal ions in both water and living cells. That is, the addition of Hg(2+) to an aqueous solution of 1 gave a significantly enhanced fluorescence at ~380 nm. In contrast, the addition of other metal ions induced negligible fluorescence changes. The possible mechanism may be due to the transformation of thiourea to urea by Hg(2+)-induced desulfurization in water.
