Luminescent rhenium(I) polypyridine fluorous complexes as novel trifunctional biological probes

Document Type

Journal Article

Publication Date

2011

DOI

10.1021/ic201143f

Abstract

We present the synthesis, characterization, and photophysical properties of three luminescent rhenium(I) polypyridine fluorous complexes [Re(Me 2bpy)(CO) 3(L)](PF 6) (Me 2bpy = 4,4′-dimethyl-2,2′-bipyridine ; L = 3-amino-5-(N-((3-perfluorooctyl) propyl)aminocarbonyl)pyridine (py-Rf-NH 2) (1), 3-isothiocyanato-5-(N- ((3-perfluorooctyl)propyl)aminocarbonyl)pyridine (py-Rf-NCS) (2), 3-ethylthioureidyl-5-(N-((3-perfluorooctyl)propyl)aminocarbonyl)pyridine (py-Rf-TU-C 2H 5) (3)). The isothiocyanate complex 2 has been used to label bovine serum albumin (BSA) and glutathione (GSH). The photophysical properties of the resultant bioconjugates have been studied. The isolation of the luminescent fluorous rhenium-GSH conjugate from a mixture of 20 amino acids has been demonstrated using fluorous solid-phase extraction (FSPE). Additionally, the cytotoxicity of complexes 1 and 3 toward HeLa cells has been examined by the 3-(4,5-dimethyl-2-thiazolyl)-2,5-diphenyltetrazolium bromide (MTT) assay. The cellular uptake properties of complex 3 have also been investigated by laser-scanning confocal microscopy.

Source Publication

Inorganic Chemistry

Volume Number

50

Issue Number

19

ISSN

0020-1669

First Page

9465

Last Page

9471

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