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Chembiochem ; 14(8): 979-86, 2013 May 27.
Artículo en Inglés | MEDLINE | ID: mdl-23649900

RESUMEN

The application of probes for optical imaging is becoming popular as they have high safety and good biocompatibility. We prepared two kinds of glycosyl-modified diporphyrins, and their potentials as fluorescent probes were tested for the first time. After preparation of the glycosyl-modified porphyrin monomers, Ag-promoted coupling of the monomers was used to obtain glucose-modified porphyrin dimer (GPD) and lactose-modified porphyrin dimer (LPD). The strong interaction between the two porphyrin rings achieves red-shifted emission, and thus circumvents autofluorescence and light-scattering in biological samples. Although the glycosylation improves solubility, it also yielded selective attachment to cell membranes, and to chorions of early developmental-stage zebrafish. Patch-clamp experiments revealed the biocompatibility and low toxicity of GPD and LPD. Moreover, an in vivo imaging experiment provided direct evidence that zebrafish chorion contains sugar-binding proteins. The modification and derivatization make porphyrins potential bioimaging probes for specific optical imaging.


Asunto(s)
Colorantes Fluorescentes/análisis , Glucosa/análogos & derivados , Lactosa/análogos & derivados , Imagen Óptica/métodos , Porfirinas/análisis , Células 3T3 , Animales , Dimerización , Colorantes Fluorescentes/toxicidad , Glucosa/toxicidad , Glicosilación , Células HeLa , Humanos , Lactosa/toxicidad , Ratones , Técnicas de Placa-Clamp , Porfirinas/toxicidad , Pez Cebra/embriología
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