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An intramolecular charge transfer and excited state intramolecular proton transfer based fluorescent probe for highly selective detection and imaging of formaldehyde in living cells.
| Content Provider | Semantic Scholar |
|---|---|
| Author | Chen, Wenfu Yang, Mei Wang, Fenglin Jiang, Jianhui |
| Copyright Year | 2019 |
| 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 fluorescent 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 into 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 exhibits 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 holds great potential in the detection and imaging of formaldehyde in biological systems. |
| File Format | PDF HTM / HTML |
| DOI | 10.1039/c9an01778j |
| PubMed reference number | 31660553 |
| Journal | Medline |
| Alternate Webpage(s) | http://www.rsc.org/suppdata/c9/an/c9an01778j/c9an01778j1.pdf |
| Alternate Webpage(s) | https://doi.org/10.1039/c9an01778j |
| Journal | The Analyst |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |
