Deciphering the Electronic Transitions of Thiophene-Based Donor-Acceptor-Donor Pentameric Ligands Utilized for Multimodal Fluorescence Microscopy of Protein Aggregates.
Deciphering the Electronic Transitions of Thiophene-Based Donor-Acceptor-Donor Pentameric Ligands Utilized for Multimodal Fluorescence Microscopy of Protein Aggregates.
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DOI:
10.1002/cphc.202000669
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发表时间:
2021-02-03
期刊:
影响因子:
--
通讯作者:
Lindgren M
中科院分区:
文献类型:
--
作者:
Gustafsson C;Shirani H;Leira P;Rehn DR;Linares M;Nilsson KPR;Norman P;Lindgren M
Anionic pentameric thiophene acetates can be used for fluorescence detection and diagnosis of protein amyloid aggregates. Replacing the central thiophene unit by benzothiadiazole (BTD) or quinoxaline (QX) leads to large emission shifts and basic spectral features have been reported [Chem. Eur. J. 2015, 21, 15133‐13137]. Here we present new detailed experimental results of solvent effects, time‐resolved fluorescence and examples employing multi‐photon microscopy and lifetime imaging. Quantum chemical response calculations elucidate how the introduction of the BTD/QX groups changes the electronic states and emissions. The dramatic red‐shift follows an increased conjugation and quinoid character of the π‐electrons of the thiophene backbone. An efficient charge transfer in the excited states S1 and S2 compared to the all‐thiophene analogue makes these more sensitive to the polarity and quenching by the solvent. Taken together, the results guide in the interpretation of images of stained Alzheimer disease brain sections employing advanced fluorescence microscopy and lifetime imaging, and can aid in optimizing future fluorescent ligand development. Fluorescent biomarkers: The introduction of donor‐acceptor‐donor moieties in luminescent conjugated oligothiophenes gives a drastic shift in spectroscopic profile. This opens up for designing novel fluorescent biomarkers that can classify different types of amyloid folds and differentiate different morphological protein topologies.
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影响因子:
2.3
作者:
Magnusson K;Simon R;Sjölander D;Sigurdson CJ;Hammarström P;Nilsson KP
通讯作者:
Nilsson KP
DOI:
10.1039/df9500900014
发表时间:
1950-01-01
期刊:
DISCUSSIONS OF THE FARADAY SOCIETY
影响因子:
--
作者:
KASHA, M
通讯作者:
KASHA, M
影响因子:
3.4
作者:
Cioni, P;Strambini, GB
通讯作者:
Strambini, GB
影响因子:
6.4
作者:
Aguilar-Calvo, Patricia;Bett, Cyrus;Sigurdson, Christina J.
通讯作者:
Sigurdson, Christina J.
影响因子:
4
作者:
Aslund, Andreas;Sigurdson, Christina J.;Klingstedt, Therese;Grathwohl, Stefan;Bolmont, Tristan;Dickstein, Dara L.;Glimsdal, Eirik;Prokop, Stefan;Lindgren, Mikael;Konradsson, Peter;Holtzman, David M.;Hof, Patrick R.;Heppner, Frank L.;Gandy, Samuel;Jucker, Mathias;Aguzzi, Adriano;Hammarstrom, Per;Nilsson, K. Peter R.
通讯作者:
Nilsson, K. Peter R.