A pH-responsive fluorescence probe and photosensitiser based on a tetraamino silicon(IV) phthalocyanine

Xiong-Jie Jiang; Pui-Chi Lo; Sin-Lui Yeung; Wing-Ping Fong; Dennis K. P. Ng

doi:10.1039/C000605J

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A pH-responsive fluorescence probe and photosensitiser based on a tetraamino silicon(iv) phthalocyanine†

Xiong-Jie Jiang,^a Pui-Chi Lo,^a Sin-Lui Yeung,^b Wing-Ping Fong^b and Dennis K. P. Ng*^a

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* Corresponding authors

^a Department of Chemistry and Centre of Novel Functional Molecules, The Chinese University of Hong Kong, Shatin, N.T., Hong Kong, China
E-mail: dkpn@cuhk.edu.hk
Fax: +852 2603 5057
Tel: +852 2609 6375

^b Department of Biochemistry and Centre of Novel Functional Molecules, The Chinese University of Hong Kong, Shatin, N.T., Hong Kong, China

Abstract

A novel tetraamino silicon(IV) phthalocyanine has been prepared, of which the fluorescence emission and reactive oxygen species generation efficiency are greatly enhanced at lower pH in the range of ca. 5–7, making it a promising pH-controlled and tumour-selective fluorescence probe and photosensitiser for photodynamic therapy.

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Supplementary files

Experimental details, UV-Vis and fluorescence spectra of 1–3 in DMF and water, electronic absorption and photophysical data for 1–3 in DMF, comparison of the rates of decay of DPBF in DMF using 1–3 and ZnPc as the photosensitisers, and 1 as the photosensitiser in the absence and presence of HCl, UV-Vis spectra of 1 in citrate buffer solutions with different pH, effects of metal ions on the fluorescence intensity of 1 in citrate buffer solution at pH 5.0 or 7.4, confocal fluorescence images of HT29 cells after incubation with 1–3, cytotoxic effects of 1–3 on HepG2 and HT29 cells, and ¹H and ¹³C{ ¹H} NMR spectra of 1–3 PDF (577K)

Article information

DOI: https://doi.org/10.1039/C000605J
Article type: Communication
Submitted: 11 Jan 2010
Accepted: 17 Feb 2010
First published: 16 Mar 2010

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Chem. Commun., 2010,46, 3188-3190

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A pH-responsive fluorescence probe and photosensitiser based on a tetraamino silicon(IV) phthalocyanine

X. Jiang, P. Lo, S. Yeung, W. Fong and D. K. P. Ng, Chem. Commun., 2010, 46, 3188 DOI: 10.1039/C000605J

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Chemical Communications

A pH-responsive fluorescence probe and photosensitiser based on a tetraamino silicon(iv) phthalocyanine†

Abstract

Supplementary files

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A pH-responsive fluorescence probe and photosensitiser based on a tetraamino silicon(IV) phthalocyanine

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