Łukasz Berlicki

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Married: Anna, two sons Jan and Stanisław (2006, 2012).

Hobby: travel photography, LEGO bricks.

e-mail: lukasz.berlicki@pwr.wroc.pl

Education

  • 2012 — Faculty of Chemistry, Wrocław University of Technology, habilitation in Chemistry, Habilitation thesis: “Design and analysis of structure-activity relationships of inhibitors of urease and glutamine synthetase”.
  • 2004 — Faculty of Chemistry, Wrocław University of Technology, PhD in Chemistry (with honors), Doctoral thesis „Design and synthesis of glutamine synthetase inhibitors”, supervisor: Prof. Paweł Kafarski.
  • 2000 — Faculty of Chemistry, University of Wrocław, MSc in Chemistry, Master thesis „Synthesis of chiral carbodiimides”, supervisor: Prof. Ignacy Siemion.
  • 2000 — Faculty of Electronics, Wrocław University of Technology, MSc Eng. in Computer Science, Master thesis „Codes with public keys”, supervisor: Prof. Jerzy Kisilewicz.

Employment

  • 2014 - to date, Associate Professor, Department of Bioorganic Chemistry, Wrocław University of Technology.
  • 2006 – 2014, Assistant Professor, Department of Bioorganic Chemistry, Wrocław University of Technology.
  • 2004 – 2006, Researcher, Department of Bioorganic Chemistry, Wrocław University of Technology.

Fellowships and scientific visits

  • Germany, University of Regensburg, Prof. Oliver Reiser Group, 7th Framework Programme/People, Marie Curie Intra-European Fellowships, acronym: CANPY (No 236579), 2009-2010 (12 months);
  • Germany, Ruhr University Bochum, Faculty of Chemistry, 2010 (1 week);
  • Spain, Autonomous University of Barcelona, Department of Chemistry, 2010 (1 week);
  • Greece, University of Athens, Department of Chemistry, 2006 (1 week);
  • Greece, University of Athens, Department of Chemistry, 2004 (1 week);
  • Italy, University of Bari, Department of Chemistry, Prof. M. Aresta Group, Socrates/Erasmus stage, 1999 (3 months).

Research interests

  • Computer-aided design of novel enzyme inhibitors.
  • Analysis of ligand-receptor (particularly enzyme) interactions with the use of molecular modeling and nuclear magnetic resonance techniques.
  • Stereo-controlled synthesis of biologically active compounds, particularly, analogues of amino acids and peptides.
  • Design and structural analysis (NMR, CD) of peptides that show well defined three-dimensional structure.

International research co-operations

Publications

  1. Giberti, S.; Bertazzini, M.; Liboni, M.; Berlicki, Ł.; Kafarski, P.; Forlani, G., Phytotoxicity of aminobisphosphonates targeting both δ1-pyrroline-5-carboxylate reductase and glutamine synthetase Pest Manag. Sci. 2017, 72, 435. View at Publisher
  2. Szefczyk, M.; Węglarz-Tomczak, E.; Fortuna, P.; Krzysztoń, A.; Rudzińska-Szostak, E.; Berlicki, Ł., Controlling the Helix Handedness of ααβ-Peptide Foldamers through Sequence Shifting Angew. Chem. Int. Ed. 2017, 56, 2087. View at Publisher
  3. Macegoniuk, K.; Kowalczyk, R.; Rudzińska, A.; Psurski, M.; Wietrzyk, J.; Berlicki, Ł., Potent covalent inhibitors of bacterial urease identified by activity-reactivity profiling Bioorg. Med. Chem. Lett. 2017, 27, 1346. View at Publisher
  4. Ntatsopoulos, V.; Vassiliou, S.; Macegoniuk, K.; Berlicki, Ł.; Mucha, A., Novel organophosphorus scaffolds of urease inhibitors obtained by substitution of Morita-Baylis-Hillman adducts with phosphorus nucleophiles Eur. J. Med. Chem. 2017, 133, 107. View at Publisher
  5. Wavhale, R. D.; Martis, E. A. F.; Ambre, P. K.; Wan, B.; Franzblau, S. G.; Iyer, K. R.; Raikuvar, K.; Macegoniuk, K.; Berlicki, Ł.; Nandan, S. R.; Coutinho, E. C., Discovery of new leads against Mycobacterium tuberculosis using scaffold hopping and shape based similarity Bioorg. Med. Chem. 2017, 25, 4835. View at Publisher
  6. Macegoniuk, K.; Grela, E.; Biernat, M.; Psurski, M.; Gościniak, G.; Dziełak, A.; Mucha, A.; Wietrzyk, J.; Berlicki, Ł.; Grabowiecka, A., Aminophosphinates against Helicobacter pylori ureolysis—Biochemical and whole-cell inhibition characteristics PLoS One 2017, 1, 182437. View at Publisher
  7. Rudzińska-Szostak, E.; Berlicki, Ł., Sequence engineering to control the helix handedness of peptide foldamers Chem. Eur. J. 2017, 23, 14980. View at Publisher
  8. Magiera-Mularz, K.; Skalniak, L.; Zak, K. M.; Musielak, B.; Rudzinska-Szostak, E.; Berlicki, Ł.; Kocik, J.; Grudnik, P.; Sala, D. Zarganes-Tzitzikas, T.; Shaabani, S.; Dömling, A.; Dubin, G.; Holak, T. A., Bioactive Macrocyclic Inhibitors of the PD-1/PD-L1 Immune Checkpoint Angew. Chem. Int. Ed. 2017, 56, 13732. View at Publisher
  9. Kosikowska, P.; Bochno, M.; Macegoniuk, K.; Forlani, G.; Kafarski, P.; Berlicki, Ł., Bisphosphonic acids as effective inhibitors of Mycobacterium tuberculosis glutamine synthetase J. Enz. Inh. Med. Chem. 2016, 31, 931. View at Publisher
  10. Wójcik, P.; Berlicki, Ł., Peptide-based inhibitors of protein–protein interactions. Bioorg. Med. Chem. Lett. 2016, 26, 707. View at Publisher
  11. Węglarz-Tomczak, E.; Berlicki, Ł.; Pawełczak, M.; Nocek, B.; Joachimiak, A. Mucha, A., A structural insight into the P1-S1 binding mode of diaminoethylphosphonic and phosphinic acids, selective inhibitors of alanine aminopeptidases. Eur. J. Med. Chem. 2016, 117, 187. View at Publisher
  12. Macegoniuk, K.; Grela, E.; Palus, J.; Rudzińska-Szostak, E.; Grabowiecka, A.; Biernat, M.; Berlicki, Ł., 1,2-Benzisoselenazol-3(2H)-one Derivatives As a New Class of Bacterial Urease Inhibitors. J. Med. Chem. 2016, 59, 8125. View at Publisher
  13. Macegoniuk, K.; Dziełak, A.; Mucha, A.; Berlicki, Ł., Bis(aminomethyl)phosphinic acid, a highly promising scaffold for the development of bacterial urease inhibitors. ACS Med. Chem. Lett. 2015, 6, 146. View at Publisher
  14. Rudzińska-Szostak, E.; Górecki, Ł. Berlicki, Ł.; Ślepokura, K.; Mucha, A., Zwitterionic Phosphorylated Quinines as Chiral Solvating Agents for NMR Spectroscopy Chirality 2015, 27, 752. View at Publisher
  15. Bochno, M.; Berlicki, Ł., A three-component synthesis of aminomethylenebis-H-phosphinates. Tetrahedron Lett. 2014, 55, 219. View at Publisher
  16. Cabrele, C.; Martinek, T. A.; Reiser, O.; Berlicki, Ł., Peptides containing beta-amino acid patterns—challenges and successes in medicinal chemistry J. Med. Chem. 2014, 57, 9718. View at Publisher
  17. Vassiliou, S.; Węglarz-Tomczak, E.; Berlicki, Ł.; Pawełczak, M.; Nocek, B.; Mulligan, R.; Joachimiak, A.; Mucha, A., Structure-guided, single-point modifications in the phosphinic dipeptide structure yield highly potent and selective inhibitors of neutral aminopeptidases. J. Med. Chem. 2014, 57, 8140. View at Publisher
  18. Węglarz-Tomczak, E.; Poręba, M.; Byzia, A.; Berlicki, Ł.; Nocek, B.; Mulligan, R.; Joachimiak, A.; Drąg, M.; Mucha, A., An integrated approach to the ligand binding specificity of Neisseria meningitidis M1 alanine aminopeptidase by fluorogenic substrate profiling, inhibitory studies and molecular modeling. Biochimie 2013, 95, 419. View at Publisher
  19. Benini, S.; Kosikowska, P.; Cianci, M.; Mazzei, L.; Vara, A. G.; Berlicki, Ł.; Ciurli, S., The crystal structure of Sporosarcina pasteurii urease in a complex with citrate provides new hints for inhibitor design. J. Biol. Inorg. Chem. 2013, 18, 391. View at Publisher
  20. Drąg, M.; Wieczerzak, E.; Pawełczak, M.; Berlicki, Ł.; Grzonka, Z.; Kafarski, P., Toward very potent, non-covalent organophosphonate inhibitors of cathepsin C and related enzymes by 2-amino-1-hydroxy-alkanephosphonates dipeptides. Biochemie 2013, 95, 1640. View at Publisher
  21. Forlani, G.; Berlicki, Ł.; Duò, M.; Dziędzioła, G.; Giberti, S.; Bertazzini, M.; Kafarski, P., Synthesis and Evaluation of Effective Inhibitors of Plant δ1-Pyrroline-5-carboxylate Reductase. J. Agric. Food Chem. 2013, 61, 6792. View at Publisher
  22. Berlicki, Ł.; Kaske, M.; Gutierrez-Abad, R.; Bernhardt, G.; Illa, O.; Ortuño, R. M.; Cabrele, C.; Buschauer, A.; Reiser, O., Replacement of Thr32 and Gln34 in the C-terminal neuropeptide Y fragment 25-36 by cis-cyclobutane- and cis-cyclopentane β-amino acids shifts selectivity toward the Y4 receptor. J. Med. Chem. 2013, 56, 8422. View at Publisher
  23. Berlicki, Ł.; Bochno, M.; Grabowiecka, A.; Białas, A.; Kosikowska, P.; Kafarski, P., N-Substituted aminomethanephosphonic and aminomethane-P-methylphosphinic acids as inhibitors of ureases. Amino Acids 2012, 42, 1937. View at Publisher
  24. Forlani, G.; Petrolino, D.; Fusetti M.; Romanini, L.; Nocek, B.; Joachimiak, A.; Berlicki, L.; Kafarski, P., Delta1-Pyrroline-5-carboxylate reductase as a new target for therapeutics: inhibition of the enzyme from Streptococcus pyogenes and effects in vivo. Amino Acids 2012, 42, 2283. View at Publisher
  25. Vassiliou, S.; Grabowiecka, A.; Kosikowska, P.; Berlicki, Ł., Three component Kabachnik-Fields condensation leading to substituted aminomethane-P-hydroxymethylphosphonic acids as a tool for screening of bacterial urease inhibitors ARKIVOC 2012, 2012, 33.
  26. Górecki, Ł.; Berlicki, Ł.; Mucha, A.; Kafarski, P.; Ślepokura, K.; Rudzińska-Szostak, E., Phosphorylation as a Method of Tuning the Enantiodiscrimination Potency of Quinine – an NMR Study. Chirality 2012, 24, 318. View at Publisher
  27. Berlicki, Ł.; Pilsl, L.; Wéber, E.; Mándity, I. M.; Cabrele, C.; Martinek, T. A.; Fülöp, F.; Reiser, O., Unique α,β- and α,α,β,β-peptide foldamers based on cis-β-aminocyclopentanecarboxylic acid. Angew. Chem. Int. Ed. Engl. 2012, 51, 2208. View at Publisher
  28. Kosikowska, P.; Berlicki, Ł., Urease inhibitors as potential drugs for gastric and urinary tract infections: A patent review. Expert Opin. Ther. Pat. 2011, 21, 945. View at Publisher
  29. Mucha, A.; Kafarski, P.; Berlicki, Ł., Remarkable potential of the alpha-aminophosphonate/phosphinate structural motif in medicinal chemistry. J. Med. Chem. 2011, 54, 5955. View at Publisher
  30. Rudzińska, E.; Dziędzioła, G.; Berlicki, Ł.; Kafarski, P., Enantiodifferentiation of alpha–Hydroxyalkanephosphonic Acids in 31P NMR with Application of alpha–Cyclodextrin as Chiral Discriminating Agent. Chirality 2010, 22, 63. View at Publisher
  31. Occhipinti, A.; Berlicki, Ł.; Giberti, S.; Dziędzioła, G.; Kafarski, P.; Forlani, G., Effectiveness and mode of action of phosphonate inhibitors of plant glutamine synthetase. Pest Manag. Sci. 2010, 66, 51. View at Publisher
  32. Vassiliou, S.; Kosikowska, P.; Grabowiecka, A.; Yiotakis, A.; Kafarski, P.; Berlicki, Ł., Computer-aided optimization of phosphinic inhibitors of bacterial ureases. J. Med. Chem. 2010, 53, 5597. View at Publisher
  33. Dąbrowska, E.; Burzyńska, A.; Mucha, A.; Matczak-Jon, E.; Sawka-Dobrowolska, W.; Berlicki, Ł.; Kafarski, P., Insight into the mechanism of three component condensation leading to aminomethylenebisphosphonates. J. Organomet. Chem. 2009, 694, 3806. View at Publisher
  34. Rudzińska, E.; Berlicki, Ł.; Kafarski, P.; Lammerhofer, M.; Mucha, A., Cinchona alkaloids as privileged chiral solvating agents for enantiodiscrimination of N-protected aminoalkanephosphonates - a comparative NMR study. Tetrahedron Asymmetry 2009, 20, 2709. View at Publisher
  35. Berlicki, Ł., Inhibitors of glutamine synthetase and their potential application in medicine. Mini-reviews Med. Chem. 2008, 8, 869.
  36. Forlani, G.; Occhipinti, A.; Berlicki, Ł.; Dziędzioła, G.; Wieczorek, A.; Kafarski, P. , Tailoring the Structure of Aminobisphosphonates to Target Plant P5C Reductase. J. Agric. Food Chem. 2008, 56, 3193. View at Publisher
  37. Vassiliou, S.; Grabowiecka, A.; Kosikowska, P.; Yiotakis, A.; Kafarski, P.; Berlicki, Ł., Design, synthesis and evaluation of novel organophosphorus inhibitors of bacterial ureases. J. Med. Chem. 2008, 51, 5736. View at Publisher
  38. Rudzińska, E.; Poliwoda, A.; Berlicki, Ł.; Mucha, A.; Dżygiel, P.; Wieczorek, P.P.; Kafarski, P., Enantiodifferentiation of N-benzyloxycarbonylaminophosphonic and phosphinic acids and their esters using cyclodextrins by means of capillary electrophoresis. J. Chromat. A 2007, 1138, 284. View at Publisher
  39. Berlicki, Ł.; Grembecka, J.; Dyguda-Kazimierowicz, E.; Kafarski, P.; Sokalski, W.A., From inhibitors of LAP to inhibitors of PAL. Lessons from Molecular Modeling and Experiment Interface. in Molecular Materials with Specific Interactions (Ed. W. A. Sokalski) 2007, 365.
  40. Forlani, G.; Giberti, S.; Berlicki, Ł.; Petrollino, D.; Kafarski, P., Plant P5C reductase as a new target for aminomethylenebisphosphonates. J. Agric. Food Chem. 2007, 55, 4340. View at Publisher
  41. Rudzińska, E.; Berlicki, Ł.; Mucha, A.; Kafarski, P., Analysis of pD Dependent Complexation of N-Benzyloxycarbonylaminophosphonic Acids by a-Cyclodextrin. Enantiodifferentation of Phosphonic Acid pKa V alues Chirality 2007, 19, 764. View at Publisher
  42. Młynarz, P.; Rudzińska, E.; Berlicki, Ł.; Kafarski, P., Organophosphorus supramolecular chemistry. Part 2. Organophosphorus receptors Curr. Org. Chem. 2007, 11, 1593.
  43. Rudzińska, E.; Berlicki, Ł.; Mucha, A.; Kafarski, P., Chiral discrimination of ethyl and phenyl N-benzyloxycarbonylaminophosphonates by cyclodextrins. Tetrahedron Asymmetry 2007, 18, 1579. View at Publisher
  44. Berlicki, Ł.; Mucha, A.; Kafarski, P., A mild and convenient oxidation of H-phosphinic acids. Pol. J. Chem. 2007, 81, 1959.
  45. Berlicki, Ł.; Kafarski, P., Computer-aided analysis of the interactions of glutamine synthetase with its inhibitors. Bioorg. Med. Chem. 2006, 14, 4578. View at Publisher
  46. Forlani, G.; Obojska, A.; Berlicki, Ł.; Kafarski, P., Phosphinothricin Analogues as Inhibitors of Plant Glutamine Synthetases. J. Agric. Food Chem. 2006, 54, 796. View at Publisher
  47. Berlicki, Ł.; Rudzińska, E.; Młynarz, P.; Kafarski, P., Organophosphorus supramolecular chemistry. Part 1. Receptors for organophosphorus compounds. Curr. Org. Chem. 2006, 10, 2285.
  48. Berlicki, Ł.; Obojska, A.; Forlani, G.; Kafarski, P., Design, Synthesis, and Activity of Analogues of Phosphinothricin as Inhibitors of Glutamine Synthetase. J. Med. Chem. 2005, 48, 6340. View at Publisher
  49. Berlicki, Ł.; Kafarski, P., Computer-Aided Analysis and Design of Phosphonic and Phosphinic Enzyme Inhibitors as Potential Drugs and Agrochemicals. Curr. Org. Chem. 2005, 9, 1829.
  50. Lejczak, B.; Wojtasek, H.; Berlicki, Ł.; Forlani, G.; Obojska, A.; Drąg. M.; Gąsowska, B.; Grembecka, J.; Olechnowicz. D., Design, Synthesis and Evaluation of Environmentally Friendly Herbicides. Pol. J. Environ. Stud. 2005, 14, 64.
  51. Berlicki, Ł.; Rudzińska, E.; Mucha, A.; Kafarski, P., Cyclodextrins as NMR probes in the study of the enantiomeric compositions of N-benzyloxycarbonylamino-phosphonic and phosphinic acids. Tetrahedron-Asymmetry 2004, 15, 1597. View at Publisher
  52. Obojska, A.; Berlicki, Ł.; Kafarski, P.; Lejczak, B.; Chicca, M.; Forlani, G., Herbicidal Pyridyl Derivatives of Aminomethylene-bisphosphonic Acid Inhibit Plant Glutamine Synthetase. J. Agric. Food. Chem. 2004, 52, 3337. View at Publisher
  53. Kafarski, P.; Berlicki, Ł., Rational design of herbicides. Pestycydy-Pesticides 2004, 2004, 7.
  54. Berlicki, Ł.; Rudzińska, E.; Kafarski, P., Enantiodifferentiation of aminophosphonic and aminophosphinic acids with alpha- and beta-cyclodextrins. Tetrahedron-Asymmetry 2003, 14, 1535. View at Publisher
  55. Kafarski, P.; Grembecka, J.; Mucha, A.; Pawełczak, M.; Drąg, M.; Berlicki, Ł.; Olechnowicz, D., Projektowanie Potencjalnych Leków i Pestycydów z Wykorzystaniem Wiedzy o Strukturze Przestrzennej Enzymów. Przem. Chem. 2003, 82, 1087.
  56. Berlicki, Ł., Projektowanie związków biologicznie czynnych przy użyciu struktury krystalicznej enzymu. Na pograniczu chemii i biologii 2003, 9, 59.
  57. Kafarski, P.; Drąg, M.; Berlicki, Ł.;Pawełczak, M., Synthesis and evaluation of phosphonopeptide Cathepsin C inhibitors. in Peptide Revolution: Genomics, Proteomics and Therapeutics, Eds. M. Chorev, T.K. Sawyer, Americam Peptide Society, Boston 2003, 310.
  58. Berlicki, Ł.; Kafarski, P., The use of molecular modelling for comparison of three possible modes of action of herbicidally active derivatives of aminomethylenebisphosphonic acid. Pest. Biochem. Physiol. 2002, 73, 94.