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Fluorescent cyanine-guanidiniocarbonyl-pyrrole conjugate with pH-dependent DNA/RNA recognition and DPP III fluorescent labelling and inhibition properties

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Abstract

Here designed and prepared cyanine-guanidinocarbonyl-pyrrole conjugate (Cy-GCP), intrinsically non-fluorescent, revealed fluorescent switch-on recognition of various secondary structures of ds-DNA and ds-RNA. Moreover, at the same submicromolar concentrations, DNA/RNA recognition was observed by selective induced (I)CD pattern in the visible range. Preliminary results showed that Cy-GCP strongly interacted with DPP III enzyme, switching-on the fluorescence upon binding and inhibiting enzyme action with efficiency comparable to the best-known inhibitor tynorphin.

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Acknowledgements

This work has been supported by Croatian Science Foundation Projects 7235 and 1477.

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Authors and Affiliations

  1. Ruđer Bošković Institute, Zagreb, Croatia

    Tamara Šmidlehner, Zrinka Karačić, Sanja Tomić & Ivo Piantanida

  2. Institute for Organic Chemistry, University of Duisburg-Essen, Essen, Germany

    Carsten Schmuck

Authors
  1. Tamara Šmidlehner
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  2. Zrinka Karačić
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  3. Sanja Tomić
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  4. Carsten Schmuck
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  5. Ivo Piantanida
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Corresponding author

Correspondence to Tamara Šmidlehner.

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Šmidlehner, T., Karačić, Z., Tomić, S. et al. Fluorescent cyanine-guanidiniocarbonyl-pyrrole conjugate with pH-dependent DNA/RNA recognition and DPP III fluorescent labelling and inhibition properties. Monatsh Chem 149, 1307–1313 (2018). https://doi.org/10.1007/s00706-018-2192-0

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  • DOI: https://doi.org/10.1007/s00706-018-2192-0

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