Jump to main content
Jump to site search


An Intramolecular Charge Transfer and Excited State Intramolecular Proton Transfer based Fluorescence Probe for Highly Selective Detection and Imaging of Formaldehyde in Living Cells

Abstract

Formaldehyde (FA), as a reactive carbonyl species, is endogenously generated in various biological processes. Abnormal levels of FA could lead to various cellular dysfunction and pathological conditions. Here we develop a new activatable fluorescence probe for highly selective visualization of FA in living cells. Our probe (Naph-1) is designed using a naphthalene derivative as the fluorophore and hydrazone as a recognition site for FA. Naph-1 is essentially nonemissive. After reacting with FA, the amine moiety is converted to a Schiff base with electron-withdrawing ability and the fluorescence is simultaneously turned on due to synergetic intramolecular charge transfer and favoured excited state intramolecular proton transfer effects. Naph-1 displays a large Stokes shift upon reaction with FA. Furthermore, it possesses high selectivity and superior sensitivity toward FA with an estimated limit of detection of 0.35 μM. Moreover, Naph-1 is also successfully applied to image both endogenous and exogenous formaldehyde in living cells. These features demonstrate that Naph-1 hold a great potential in detection and imaging of formaldehyde in biological systems.

Back to tab navigation

Supplementary files

Publication details

The article was received on 10 Sep 2019, accepted on 01 Oct 2019 and first published on 03 Oct 2019


Article type: Paper
DOI: 10.1039/C9AN01778J
Analyst, 2019, Accepted Manuscript

  •   Request permissions

    An Intramolecular Charge Transfer and Excited State Intramolecular Proton Transfer based Fluorescence Probe for Highly Selective Detection and Imaging of Formaldehyde in Living Cells

    W. Chen, M. Yang, N. Luo, F. Wang, R. Yu and J. Jiang, Analyst, 2019, Accepted Manuscript , DOI: 10.1039/C9AN01778J

Search articles by author

Spotlight

Advertisements