We have developed fluoro-substituted versions of the biarsenical-tetracysteine label FlAsH, exhibiting significant improvements in important properties over the original fluorescein derivative. In complexes with tetracysteine targets, F2FlAsH exhibits 50 times improved photostability, lower pH sensitivity, higher absorbance and quantum yield than FlAsH, and F4FlAsH adds a new color to the palette of biarsenical dyes. The two probes also provide a new FRET pair with a larger Ro value (54 Å) than any previously obtained with biarsenical dyes. Copyright © 2006 American Chemical Society.
Documento: | Artículo |
Título: | Improved photostable FRET-competent biarsenical-tetracysteine probes based on fluorinated fluoresceins |
Autor: | Spagnuolo, C.C.; Vermeij, R.J.; Jares-Erijman, E.A. |
Filiación: | Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, 1428, Buenos Aires, Argentina Department of Molecular Biology, Max Planck Institute for Biophysical Chemistry, Am Fassberg 11, D-37077 Göttingen, Germany Biophysical Engineering Group, Faculty of Science and Technology, University of Twente, 7500 AE Enschede, Netherlands |
Palabras clave: | arsenic derivative; biotin; cysteine derivative; dye; fluorescein; absorption spectroscopy; anisotropy; article; chemical structure; complex formation; fluorescence; fluorescence resonance energy transfer; fluorescence spectroscopy; fluorination; irradiation; pH; photochemistry; Arsenicals; Cysteine; Drug Stability; Fluoresceins; Fluorescence Polarization; Fluorescence Resonance Energy Transfer; Hydrocarbons, Fluorinated; Hydrogen-Ion Concentration; Oligopeptides; Photochemistry |
Año: | 2006 |
Volumen: | 128 |
Número: | 37 |
Página de inicio: | 12040 |
Página de fin: | 12041 |
DOI: | http://dx.doi.org/10.1021/ja063212q |
Título revista: | Journal of the American Chemical Society |
Título revista abreviado: | J. Am. Chem. Soc. |
ISSN: | 00027863 |
CODEN: | JACSA |
CAS: | biotin, 58-85-5; fluorescein, 2321-07-5, 91316-42-6; Arsenicals; Cysteine, 52-90-4; Fluoresceins; Hydrocarbons, Fluorinated; Oligopeptides |
Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00027863_v128_n37_p12040_Spagnuolo |