Deciphering the Electronic Transitions of Thiophene-Based Donor-Acceptor-Donor Pentameric Ligands Utilized for Multimodal Fluorescence Microscopy of Protein Aggregates.
amyloid detection
fluorescent biomarkers
luminescent conjugated oligothiophenes
solvent effects
spectroscopy calculations
Journal
Chemphyschem : a European journal of chemical physics and physical chemistry
ISSN: 1439-7641
Titre abrégé: Chemphyschem
Pays: Germany
ID NLM: 100954211
Informations de publication
Date de publication:
03 02 2021
03 02 2021
Historique:
received:
31
07
2020
revised:
28
10
2020
pubmed:
22
11
2020
medline:
22
6
2021
entrez:
21
11
2020
Statut:
ppublish
Résumé
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 S
Identifiants
pubmed: 33219724
doi: 10.1002/cphc.202000669
pmc: PMC7898931
doi:
Substances chimiques
Ligands
0
Proteins
0
Thiophenes
0
Types de publication
Journal Article
Research Support, Non-U.S. Gov't
Langues
eng
Sous-ensembles de citation
IM
Pagination
323-335Subventions
Organisme : Swedish National Infrastructure (SNIC)
Organisme : Swedish Research Council
ID : 2016-00748 (KPRN)
Organisme : Swedish Research Council
ID : 2018-4343 (PN)
Informations de copyright
© 2020 The Authors. ChemPhysChem published by Wiley-VCH GmbH.
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