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@ARTICLE{Lelle:874893,
      author       = {Lelle, Marco and Otte, Maik and Bonus, Michele and Gohlke,
                      Holger and Benndorf, Klaus},
      title        = {{F}luorophore-labeled cyclic nucleotides as potent agonists
                      of cyclic nucleotide-regulated ion channels},
      journal      = {ChemBioChem},
      volume       = {21},
      number       = {16},
      issn         = {1439-4227},
      address      = {Weinheim},
      publisher    = {Wiley-VCH},
      reportid     = {FZJ-2020-01685},
      pages        = {2311-2320},
      year         = {2020},
      abstract     = {High‐affinity fluorescent derivatives of cyclic adenosine
                      and guanosine monophosphate are powerful tools to
                      investigate their natural targets. Cyclic
                      nucleotide‐regulated ion channels belong to these targets
                      and are vital for many signal transduction processes, such
                      as vision and olfaction. The relation of ligand binding to
                      activation gating is still challenging and there is a
                      request for fluorescent probes that enable a breaking down
                      to the single molecule level. This inspired us to prepare
                      fluorophore‐labeled cyclic nucleotides, which are composed
                      of a bright dye and a nucleotide derivative with a
                      thiophenol motif at position 8 that has already been shown
                      to enable superior binding affinity. The preparation of
                      these bioconjugates was accomplished via a novel
                      cross‐linking strategy that involves the substitution of
                      the nucleobase with a modified thiophenolate in good yield.
                      Both fluorescent nucleotides are potent activators of
                      different cyclic nucleotide‐regulated ion channels with
                      respect to the natural ligand and previously reported
                      substances. Molecular docking of the probes excluding the
                      fluorophore reveals that the high potency can be attributed
                      to additional hydrophobic and cation‐π interactions
                      between the ligand and the protein. Moreover, the introduced
                      substances bear the potential to investigate related target
                      proteins, such as cAMP‐ and cGMP‐dependent protein
                      kinases, exchange proteins directly activated by cAMP or
                      phosphodiesterases.},
      cin          = {NIC / JSC / IBI-7},
      ddc          = {540},
      cid          = {I:(DE-Juel1)NIC-20090406 / I:(DE-Juel1)JSC-20090406 /
                      I:(DE-Juel1)IBI-7-20200312},
      pnm          = {511 - Computational Science and Mathematical Methods
                      (POF3-511) / Forschergruppe Gohlke $(hkf7_20170501)$},
      pid          = {G:(DE-HGF)POF3-511 / $G:(DE-Juel1)hkf7_20170501$},
      typ          = {PUB:(DE-HGF)16},
      pubmed       = {pmid:32227403},
      UT           = {WOS:000530432400001},
      doi          = {10.1002/cbic.202000116},
      url          = {https://juser.fz-juelich.de/record/874893},
}