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Issue 4, 2016
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Stitching of tyrosine and 10H-acridin-9-one: turn-ON fluorescence in the narrow pH range 7.4–8.5 and intracellular labelling of cancer cells

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Abstract

We tailored 10H-acridin-9-one and (S)-tyrosine into 3-(4-hydroxyphenyl)-2-[(9-oxo-9,10-dihydroacridine-4-carbonyl) amino]propionic acid (2). 2 underwent pH dependent protonation/deprotonation and the effect was harnessed in terms of change in the fluorescence. The characteristic fluorescence change in the molecule in the pH 7.5 ± 1 range and its cell permeability allowed us to label cancer cells.

Graphical abstract: Stitching of tyrosine and 10H-acridin-9-one: turn-ON fluorescence in the narrow pH range 7.4–8.5 and intracellular labelling of cancer cells

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Article information


Submitted
17 Nov 2015
Accepted
05 Jan 2016
First published
05 Jan 2016

Med. Chem. Commun., 2016,7, 632-635
Article type
Research Article

Stitching of tyrosine and 10H-acridin-9-one: turn-ON fluorescence in the narrow pH range 7.4–8.5 and intracellular labelling of cancer cells

P. Singh, A. Kumar, S. Kaur, A. Singh, M. Gupta and G. Kaur, Med. Chem. Commun., 2016, 7, 632
DOI: 10.1039/C5MD00534E

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