Research

Laboratory of Organic Photochemistry

Our group is engaged in a variety of research projects that are dealing with mechanistic organic photochemistry, emphasizing the use of photochemistry to solve some interdisciplinary problems in chemistry, physics, and environmental sciences. The research group is equipped with femtosecond and nanosecond flash photolysis instrumentation, absorption and fluorescence spectrometers, and various photoreactors.

Research Topics

  • Photoactivatable compounds
  • Fluorophores
  • Kinetic flash photolysis
  • Spectroscopy
  • Organic synthesis using photochemical steps
  • Environmental photochemistry

Selected publications

   Šolomek T., Wirz J., Klán P. Searching for Improved Photoreleasing Abilities of Organic MoleculesAcc. Chem. Res. 2015, 48, 3064-3072.
   Palao E., Slanina T., Muchová L., Šolomek T., Vítek L., Klán P. Transition-Metal-Free CO-Releasing BODIPY Derivatives Activatable by Visible to NIR Light as Promising Bioactive Molecules. J. Am. Chem. Soc. 2016, 138, 126-133.
   Ludvíková L., Friš P., Heger D., Wirz J., Šebej P., Klán P. Photochemistry of Rose Bengal in Water and Acetonitrile: A Comprehensive Kinetic Analysis. Phys. Chem. Chem. Phys. 2016, 18, 16266-16273.
   Horváth P., Šebej P., Šolomek T., Klán P. Small-Molecule Fluorophores with Large Stokes Shifts: 9-Iminopyronin Analogues as Clickable Tags. J. Org. Chem. 2015, 80, 1299-1311.
   Šolomek T., Heger D., Ngoy B. P., Givens R. S., Klán P. The Pivotal Role of Oxyallyl Diradicals in Photo-Favorskii Rearrangements: Transient Spectroscopic and Computational Studies. J. Am. Chem. Soc. 2013, 135, 15209-15215.
   Ray D., K'Ekuboni Malongwe J., Klán P. Rate Acceleration of the Heterogeneous Reaction of Ozone with a Model Alkene at the Air-Ice Interface at Low Temperatures. Environ. Sci. Technol. 2013, 47, 6773-6780.

http://www.sci.muni.cz/photochemistry

 

Laboratory of Organic Synthesis and Medicinal Chemistry

The research in our laboratory focuses on the development of synthetic methods and strategies for preparation of structurally non-trivial small molecules for applications in biomedical research.

Research Topics

  • Selective kinase inhibitors
  • Modulators of adenylyl cyclases
  • Inhibitors of  DNA repair pathways
  • Small molecule probes of cell differentiation
  • Fluorescent probes for biological systems

Selected publications

Amaro, M.; Brezovský, J.; Kováčová, S.; Sýkora, J.; Bednář, D.; Němec, V.; Lišková, V.; Kurumbang, N.; Beerens, K.; Chaloupková, R.; Paruch, K.; Hof, M.; Damborský, J. Site-specific Analysis of Protein Hydration Based on Unnatural Amino Acid Fluorescence. J. Am. Chem. Soc. 2015 DOI: 10.1021/jacs.5b01681, abstract.
   Maier, L.; Hylse, O.; Nečas, M.; Trbušek, M.; Ytre-Arne, M.; Dalhus, B.; Bjorås, M.; Paruch, K.New Carbocyclic Nucleosides: Synthesis of Carbocyclic Pseudoisocytidine and its Analogs. Tetrahedron Lett. 2014, 55, 3713, abstract.
   Amaro, M.; Brezovsky, J.; Kovacova, S.; Maier, L.; Chaloupkova, R.; Sykora, J.; Paruch, K.; Damborsky, J.; Hof, M. Are Time-Dependent Fluorescence Shifts at the Tunnel Mouth of Haloalkane Dehalogenase Enzymes Dependent on the Choice of the Chromophore? J. Phys. Chem. B 2013, 117, 7898, abstract.
   Brahmkshatriya, P. S.; Dobes, P.; Fanfrlik, J.; Rezac, J.; Paruch, K.; Bronowska, A.; Lepsik, M.; Hobza, P. Quantum Mechanical Scoring: Structural and Energetic Insights into Cyclin-Dependent Kinase 2 Inhibition by Pyrazolo[1,5-a]pyrimidines Curr. Comput. Aided Drug Des. 2013, 9, 118-129, abstract.

http://www.orgsyn.sci.muni.cz

 

Supramolecular Chemistry Group

Research Topics

  • Synthesis of supramolecular compounds based on glycolurils
  • Bambusurils - anion receptors: Synthesis and supramolecular interactions 
  • Cucurbiturils – receptors for cations and neutral organic compounds
  • Synthesis and supramolecular interactions
  • Nanoaditives for polymer membranes

Selected publications

   Havel, V.; Šindelář, V.: Anion binding inside a bambus[6]uril macrocycle in Chloroform. ChemPlusChem, 2015,  80, 1601-1606.
   Havel, V.; Yawer, M. A.; Šindelář, V.: Real-time analysis of multiple anion mixtures in aqueous media using a single receptor. Chemical Communications, 2015, 51, 4666-4669.
   Ustrnul, L.; Kulhánek P.; Lízal, T.; Šindelář, V.: Pressocucurbit[5]uril. Organic Letters, 2015, 17, 1022-1025.
   Yawer, M. A.; Havel, V.; Šindelář, V.: A Bambusuril Macrocycle that Binds Anions in Water with High Affinity and Selectivity. Angewandte Chemie-International Edition, 2015, 54, 276-279.
   Gilberg, L.; Khan, M. S. A.; Enderesová, M.; Šindelář, V.: Cucurbiturils Substituted on the Methylene Bridge. Organic Letters, 2014, 16, 2446-2449.
   Švec, J.; Nečas, M.; Šindelář, V.: Bambus[6]uril. Angewandte Chemie-International Edition 2010, 49, 2378-2381.

http://www.sci.muni.cz/supramolecular

Research

Laboratory of Organic Photochemistry

Our group is engaged in a variety of research projects that are dealing with mechanistic organic photochemistry, emphasizing the use of photochemistry to solve some interdisciplinary problems in chemistry, physics, and environmental sciences. The research group is equipped with femtosecond and nanosecond flash photolysis instrumentation, absorption and fluorescence spectrometers, and various photoreactors.

Research Topics

  • Photoactivatable compounds
  • Fluorophores
  • Kinetic flash photolysis
  • Spectroscopy
  • Organic synthesis using photochemical steps
  • Environmental photochemistry

Selected publications

Šolomek T., Wirz J., Klán P. Searching for Improved Photoreleasing Abilities of Organic Molecules. Acc. Chem. Res. 2015, 48, 3064-3072.
Palao E., Slanina T., Muchová L., Šolomek T., Vítek L., Klán P. Transition-Metal-Free CO-Releasing BODIPY Derivatives Activatable by Visible to NIR Light as Promising Bioactive Molecules. J. Am. Chem. Soc. 2016, 138, 126-133.
Ludvíková L., Friš P., Heger D., Wirz J., Šebej P., Klán P. Photochemistry of Rose Bengal in Water and Acetonitrile: A Comprehensive Kinetic Analysis. Phys. Chem. Chem. Phys. 2016, 18, 16266-16273.
Horváth P., Šebej P., Šolomek T., Klán P. Small-Molecule Fluorophores with Large Stokes Shifts: 9-Iminopyronin Analogues as Clickable Tags. J. Org. Chem. 2015, 80, 1299-1311.
Šolomek T., Heger D., Ngoy B. P., Givens R. S., Klán P. The Pivotal Role of Oxyallyl Diradicals in Photo-Favorskii Rearrangements: Transient Spectroscopic and Computational Studies. J. Am. Chem. Soc. 2013, 135, 15209-15215.
Ray D., K'Ekuboni Malongwe J., Klán P. Rate Acceleration of the Heterogeneous Reaction of Ozone with a Model Alkene at the Air-Ice Interface at Low Temperatures. Environ. Sci. Technol. 2013, 47, 6773-6780.

http://www.sci.muni.cz/photochemistry

Laboratory of Organic Synthesis and Medicinal Chemistry

The research in our laboratory focuses on the development of synthetic methods and strategies for preparation of structurally non-trivial small molecules for applications in biomedical research.

Research Topics

  • Modulators of adenylyl cyclases
  • Inhibitors of  DNA repair pathways
  • Small molecule probes of cell differentiation
  • Fluorescent probes for biological systems

Selected publications

Amaro, M.; Brezovský, J.; Kováčová, S.; Sýkora, J.; Bednář, D.; Němec, V.; Lišková, V.; Kurumbang, N.; Beerens, K.; Chaloupková, R.; Paruch, K.; Hof, M.; Damborský, J. Site-specific Analysis of Protein Hydration Based on Unnatural Amino Acid Fluorescence. J. Am. Chem. Soc. 2015 DOI: 10.1021/jacs.5b01681, abstract.
   Maier, L.; Hylse, O.; Nečas, M.; Trbušek, M.; Ytre-Arne, M.; Dalhus, B.; Bjorås, M.; Paruch, K.New Carbocyclic Nucleosides: Synthesis of Carbocyclic Pseudoisocytidine and its Analogs. Tetrahedron Lett. 2014, 55, 3713, abstract.
   Amaro, M.; Brezovsky, J.; Kovacova, S.; Maier, L.; Chaloupkova, R.; Sykora, J.; Paruch, K.; Damborsky, J.; Hof, M. Are Time-Dependent Fluorescence Shifts at the Tunnel Mouth of Haloalkane Dehalogenase Enzymes Dependent on the Choice of the Chromophore? J. Phys. Chem. B 2013, 117, 7898, abstract.
   Brahmkshatriya, P. S.; Dobes, P.; Fanfrlik, J.; Rezac, J.; Paruch, K.; Bronowska, A.; Lepsik, M.; Hobza, P. Quantum Mechanical Scoring: Structural and Energetic Insights into Cyclin-Dependent Kinase 2 Inhibition by Pyrazolo[1,5-a]pyrimidines Curr. Comput. Aided Drug Des. 2013, 9, 118-129, abstract.

http://www.orgsyn.sci.muni.cz

Supramolecular Chemistry Group

Research Topics

  • Synthesis of supramolecular compounds based on glycolurils
  • Bambusurils - anion receptors: Synthesis and supramolecular interactions
  • Cucurbiturils – receptors for cations and neutral organic compounds
  • Synthesis and supramolecular interactions
  • Nanoaditives for polymer membranes

Selected publications

   Havel, V.; Šindelář, V.: Anion binding inside a bambus[6]uril macrocycle in Chloroform. ChemPlusChem, 2015,  80, 1601-1606.
   Havel, V.; Yawer, M. A.; Šindelář, V.: Real-time analysis of multiple anion mixtures in aqueous media using a single receptor. Chemical Communications, 2015, 51, 4666-4669.
   Ustrnul, L.; Kulhánek P.; Lízal, T.; Šindelář, V.: Pressocucurbit[5]uril. Organic Letters, 2015, 17, 1022-1025.
   Yawer, M. A.; Havel, V.; Šindelář, V.: A Bambusuril Macrocycle that Binds Anions in Water with High Affinity and Selectivity. Angewandte Chemie-International Edition, 2015, 54, 276-279.
   Gilberg, L.; Khan, M. S. A.; Enderesová, M.; Šindelář, V.: Cucurbiturils Substituted on the Methylene Bridge. Organic Letters, 2014, 16, 2446-2449.
   Švec, J.; Nečas, M.; Šindelář, V.: Bambus[6]uril. Angewandte Chemie-International Edition 2010, 49, 2378-2381.

http://www.sci.muni.cz/supramolecular

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