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Regulating glutathione-responsiveness of naphthalimide-based fluorescent probes by an oxidation strategy

Abstract

Two naphthalimide-based fluorescent probes containing a thiomorpholine (Np-NS) or a sulfoxide-morpholine (Np-NSO) component were reported. The morpholine unit of non-fluorescent Np-NS and Np-NSO can transform into the sulphone-morpholine and accompany by blue fluorescence upon oxidative stress, ascribing to the formation of sulphone-morpholine on probes. The sensing behavior displays that they can selectively respond glutathione to generate the green emission by a sulfonamide-based detection moiety both in vitro and in living cells. Interestingly, the different oxidation state of sulphur atom on thiomorpholine ring can be utilized to regulate the responsiveness of probes towards glutathione. Such oxidation strategy would provide a possibility for enhancing the response rate.

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Publication details

The article was received on 29 May 2018, accepted on 12 Jul 2018 and first published on 13 Jul 2018


Article type: Paper
DOI: 10.1039/C8OB01258J
Citation: Org. Biomol. Chem., 2018, Accepted Manuscript
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    Regulating glutathione-responsiveness of naphthalimide-based fluorescent probes by an oxidation strategy

    J. Yin, G. Liu, W. Chen, Z. Xu, F. Ye, Y. Pan, X. Chen, S. Liu and L. Zeng, Org. Biomol. Chem., 2018, Accepted Manuscript , DOI: 10.1039/C8OB01258J

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