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Red‐Shifted Fluorescent Aminated Derivatives of a Conformationally Locked GFP Chromophore
Author(s) -
Baranov Mikhail S.,
Solntsev Kyril M.,
Baleeva Nadezhda S.,
Mishin Alexander S.,
Lukyanov Sergey A.,
Lukyanov Konstantin A.,
Yampolsky Ilia V.
Publication year - 2014
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201403678
Subject(s) - chromophore , fluorescence , chemistry , fluorophore , solvatochromism , intermolecular force , photochemistry , green fluorescent protein , membrane , nile red , biophysics , molecule , organic chemistry , biochemistry , physics , quantum mechanics , gene , biology
A novel class of fluorescent dyes based on conformationally locked GFP chromophore is reported. These dyes are characterized by red‐shifted spectra, high fluorescence quantum yields and pH‐independence in physiological pH range. The intra‐ and intermolecular mechanisms of radiationless deactivation of ABDI‐BF2 fluorophore by selective structural locking of various conformational degrees of freedom were studied. A unique combination of solvatochromic and lipophilic properties together with “infinite” photostability (due to a dynamic exchange between free and bound dye) makes some of the novel dyes promising bioinspired tools for labeling cellular membranes, lipid drops and other organelles.