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Deciphering the Ele...
Deciphering the Electronic Transitions of Thiophene-Based Donor-Acceptor-Donor Pentameric Ligands Utilized for Multimodal Fluorescence Microscopy of Protein Aggregates
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- Gustafsson, Camilla (författare)
- KTH,Tillämpad fysikalisk kemi,Teoretisk kemi och biologi,KTH Royal Inst Technol, Sweden
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- Shirani, Hamid (författare)
- Linköpings universitet,Kemi,Tekniska fakulteten
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- Leira, P. (författare)
- Norwegian Univ Sci & Technol NTNU, Norway
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- Rehn, Dirk Robert (författare)
- KTH,Teoretisk kemi och biologi,KTH Royal Inst Technol, Sweden
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- Linares, Mathieu (författare)
- Linköpings universitet,KTH,Teoretisk kemi och biologi,SeRC - Swedish e-Science Research Centre,Bioinformatik,Tekniska fakulteten,KTH Royal Inst Technol, Sweden
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- Nilsson, Peter (författare)
- Linköpings universitet,Kemi,Tekniska fakulteten
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- Norman, Patrick (författare)
- KTH,Teoretisk kemi och biologi,KTH Royal Inst Technol, Sweden
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- Lindgren, M. (författare)
- Norwegian Univ Sci & Technol NTNU, Norway
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(creator_code:org_t)
- 2020-12-23
- 2021
- Engelska.
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Ingår i: ChemPhysChem. - : Wiley-VCH Verlag. - 1439-4235 .- 1439-7641. ; 22:3, s. 323-335
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Abstract
Ämnesord
Stäng
- 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.
Ämnesord
- NATURVETENSKAP -- Kemi -- Organisk kemi (hsv//swe)
- NATURAL SCIENCES -- Chemical Sciences -- Organic Chemistry (hsv//eng)
- NATURVETENSKAP -- Fysik -- Atom- och molekylfysik och optik (hsv//swe)
- NATURAL SCIENCES -- Physical Sciences -- Atom and Molecular Physics and Optics (hsv//eng)
Nyckelord
- amyloid detection
- fluorescent biomarkers
- luminescent conjugated oligothiophenes
- solvent effects
- spectroscopy calculations
- Aggregates
- Charge transfer
- Diagnosis
- Fluorescence
- Fluorescence microscopy
- Ligands
- Proteins
- Quantum chemistry
- Quantum theory
- Red Shift
- Solvents
- Alzheimer disease
- Donor acceptor donors
- Electronic transition
- Fluorescence detection
- Multi-photon microscopy
- Protein aggregates
- Response calculation
- Time-resolved fluorescence
- Thiophene
Publikations- och innehållstyp
- ref (ämneskategori)
- art (ämneskategori)
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