Synthesis and spectroscopic characterization of novel GFP chromophore analogues based on aminoimidazolone derivatives.
Spectrochim Acta A Mol Biomol Spectrosc
; 218: 161-170, 2019 Jul 05.
Article
en En
| MEDLINE
| ID: mdl-30986708
In order to improve the fluorescence properties of the green fluorescent protein chromophore, pHOBDI ((5(4hydroxybenzylidene)2,3dimethyl3,5dihydro4Himidazol4one), sixteen dihydroimidazolone derivates were synthesized from thiohydantoin and arylaldehydes. The synthesis developed is an efficient, novel, one-pot procedure. The study provides a detailed description of the spectroscopic characteristics of the newly synthesized compounds, using pHOBDI as a reference. The new compounds all exhibited significantly stronger fluorescence than pHOBDI, up to 28 times higher quantum yields. An experimental and theoretical investigation of the relationship of the fluorescence properties with the molecular structure was also carried out. A good correlation was found between the emission wavenumber and the Hammett constant of the functional group, which suggests the intermolecular charge transfer (ICT) mechanism between the aromatic groups.
Palabras clave
Texto completo:
1
Colección:
01-internacional
Base de datos:
MEDLINE
Asunto principal:
Proteínas Fluorescentes Verdes
/
Colorantes Fluorescentes
/
Imidazoles
Tipo de estudio:
Prognostic_studies
Idioma:
En
Revista:
Spectrochim Acta A Mol Biomol Spectrosc
Asunto de la revista:
BIOLOGIA MOLECULAR
Año:
2019
Tipo del documento:
Article
País de afiliación:
Hungria
Pais de publicación:
Reino Unido