An effective fluorescent probe to detect glutathione from other sulfhydryl compounds in aqueous solution and its living cell imaging

Xi Dai, Tao Zhang, Yun Li, Tao Yan, Peng Chong Wang, Jun Ying Miao, Bao Xiang Zhao

Research output: Contribution to journalArticlepeer-review

15 Scopus citations

Abstract

We designed and synthesized a two-photon fluorescent probe, 2-(1,5-diphenyl-4,5-dihydro-1H-pyrazol-3-yl)naphthalen-1-yl acrylate (PPN) with improved properties based on the naphthalene-pyrazoline fluorophore. The probe exhibits high sensitivity to glutathione (GSH) in PBS-CTAB buffer solution with a low detection limit of 1.5 × 10-8 M and a response time less than 10 min. According to the HRMS and fluorescence spectra analysis, the detection mechanism was confirmed to be a Michael addition reaction induced by the sulfhydryl of GSH. In addition, probe PPN has very good selectivity and is able to discriminate GSH from cysteine (Cys), homocysteine (Hcy) and other sulfhydryl compounds with bright two-photon-excited fluorescence. Moreover, we have successfully applied PPN to calf serum samples and living cell imaging with good effect.

Original languageEnglish
Pages (from-to)54650-54654
Number of pages5
JournalRSC Advances
Volume4
Issue number97
DOIs
StatePublished - 2014
Externally publishedYes

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