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An imidazole functionalized pentameric thiophene displays different staining patterns in normal and malignant cells

Magnusson, Karin (author)
Linköpings universitet,Kemi,Tekniska högskolan
Appelqvist, Hanna (author)
Linköpings universitet,Kemi,Tekniska fakulteten
Cieślar-Pobuda, Artur (author)
Linköpings universitet,Avdelningen för cellbiologi,Medicinska fakulteten
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Bäck, Marcus (author)
Linköpings universitet,Kemi,Tekniska högskolan
Kågedal, Bertil (author)
Linköpings universitet,Avdelningen för mikrobiologi och molekylär medicin,Medicinska fakulteten
Jonasson, Jon (author)
Linköpings universitet,Avdelningen för cellbiologi,Medicinska fakulteten,Region Östergötland, Klinisk patologi och klinisk genetik
Los, Marek J. (author)
Linköpings universitet,Avdelningen för cellbiologi,Medicinska fakulteten
Nilsson, Peter R. (author)
Linköpings universitet,Kemi,Tekniska högskolan
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 (creator_code:org_t)
2015-10-07
2015
English.
In: Frontiers in Chemistry. - : Frontiers Media S.A.. - 2296-2646. ; 3
  • Journal article (peer-reviewed)
Abstract Subject headings
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  • Molecular tools for fluorescent imaging of cells and their components are vital for understanding the function and activity of cells. Here, we report an imidazole functionalized pentameric oligothiophene, p-HTIm, that can be utilized for fluorescent imaging of cells. p-HTIm fluorescence in normal cells appeared in a peripheral punctate pattern partially co-localized with lysosomes, whereas a one-sided perinuclear Golgi associated localization of the dye was observed in malignant cells. The uptake of p-HTIm was temperature dependent and the intracellular target was reached within 1 h after staining. The ability of p-HTIm to stain cells was reduced when the imidazole side chain was chemically altered, verifying that specific imidazole side-chain functionalities are necessary for achieving the observed cellular staining. Our findings confirm that properly functionalized oligothiophenes can be utilized as fluorescent tools for vital staining of cells and that the selectivity towards distinct intracellular targets are highly dependent on the side-chain functionalities along the conjugated thiophene backbone.

Subject headings

MEDICIN OCH HÄLSOVETENSKAP  -- Klinisk medicin (hsv//swe)
MEDICAL AND HEALTH SCIENCES  -- Clinical Medicine (hsv//eng)
NATURVETENSKAP  -- Kemi (hsv//swe)
NATURAL SCIENCES  -- Chemical Sciences (hsv//eng)
MEDICIN OCH HÄLSOVETENSKAP  -- Medicinsk bioteknologi (hsv//swe)
MEDICAL AND HEALTH SCIENCES  -- Medical Biotechnology (hsv//eng)

Keyword

Oligothiophenes
fluorescence
cells
imaging
imidazole

Publication and Content Type

ref (subject category)
art (subject category)

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