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  • Falenczyk, C., et al. (author)
  • Chromo-pharmacophores: Photochromic diarylmaleimide inhibitors for sirtuins
  • 2014
  • In: Chemical Science. - : Royal Society of Chemistry (RSC). - 2041-6520 .- 2041-6539. ; 5:12, s. 4794-4799
  • Journal article (peer-reviewed)abstract
    • © the Partner Organisations 2014. Controlling the activity of sirtuins is of high biomedical relevance as the enzymes are involved in cancer, neurodegeneration and other diseases. Therefore structural elements of 3,4-bisindoylmaleimides (BIMs), which are known NAD+-dependent histone deacetylase (sirtuin) inhibitors, were merged with photochromic diarylmaleimides to yield photoswitchable enzyme inhibitors. The new inhibitors show excellent photophysical properties, are switchable even in polar solvents, and subtype selective against hSirt2. The inhibitory activity changes up to a factor of 22 for the two photoisomers and physiological properties can therefore be effectively toggled by irradiation with light of different wavelengths. Docking experiments using the enzyme crystal structure explain the observed activity changes based on the steric demand of the thiophene substitution and the rigidity of the molecular structure. This journal is
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Type of publication
journal article (1)
Type of content
peer-reviewed (1)
Author/Editor
Grötli, Morten (1)
König, B. (1)
Jung, M. (1)
Falenczyk, C. (1)
Schiedel, M. (1)
Karaman, B. (1)
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Rumpf, T. (1)
Kuzmanovic, N. (1)
Sippl, W. (1)
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University
University of Gothenburg (1)
Language
English (1)
Research subject (UKÄ/SCB)
Natural sciences (1)
Year
2014 (1)Undo refine

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