A rational approach to tuning the pKa values of rhodamines for living cell fluorescence imaging

Lin Yuan; Weiying Lin; Yanming Feng

doi:10.1039/C0OB01045F

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A rational approach to tuning the pK_a values of rhodamines for living cell fluorescence imaging†

Lin Yuan,^a Weiying Lin*^a and Yanming Feng^a

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* Corresponding authors

^a State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha, Hunan 410082, P. R. China
E-mail: weiyinglin@hnu.cn
Fax: (+)81 731 88821464
Tel: (+)81 731 88821464

Abstract

A novel strategy to systematically tune the pK_a values of rhodamines is described. This strategy was applied to rationally develop compound 1e with a pK_a of 6.5, the highest among rhodamine amide derivatives, and it could be employed to detect acidic pH variations in living cells with a turn-on signal.

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Article information

DOI: https://doi.org/10.1039/C0OB01045F
Article type: Communication
Submitted: 18 Nov 2010
Accepted: 05 Jan 2011
First published: 06 Jan 2011

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Org. Biomol. Chem., 2011,9, 1723-1726

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A rational approach to tuning the pK_a values of rhodamines for living cell fluorescence imaging

L. Yuan, W. Lin and Y. Feng, Org. Biomol. Chem., 2011, 9, 1723 DOI: 10.1039/C0OB01045F

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Organic & Biomolecular Chemistry