Synthesis and luminescence properties of analogues of the green fluorescent protein chromophore
authors Esteves, CIC; Fonseca, ID; Rocha, J; Silva, AMS; Guieu, S
nationality International
journal DYES AND PIGMENTS
author keywords Green fluorescent protein; Aggregation-induced emission enhancement; Synthesis; Fluorescence
keywords GFP-CHROMOPHORE; EMISSION ENHANCEMENT; NITRO
abstract The green fluorescent protein (GFP) is extensively used as a biomarker for fluorescence biological imaging. The chromophore in GFP is only fluorescent when confined into the beta-barrel of the protein. Similarly, synthetic analogues of the fluorophore of GFP are usually non-emissive in solution, due to free rotation around the aryl-alkene bond and (Z/E)-isomerization of the double bond. Here, the synthesis and characterization of three analogues of the fluorophore of GFP are reported. The introduction of more electron donating substituents induces a red-shift in the absorption and emission. The fluomphores are more emissive in the solid state than in solution, and a study of their crystal structure reveals that the (Z/E)-isomerization is efficiently blocked in the crystals.
publisher ELSEVIER SCI LTD
issn 0143-7208
year published 2020
volume 177
digital object identifier (doi) 10.1016/j.dyepig.2020.108267
web of science category Chemistry, Applied; Engineering, Chemical; Materials Science, Textiles
subject category Chemistry; Engineering; Materials Science
unique article identifier WOS:000525303800018
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journal analysis (jcr 2019):
journal impact factor 4.613
5 year journal impact factor 3.881
category normalized journal impact factor percentile 87.962
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