Group
XI.
NMR Applications to Molecular Recognition and Asymmetric Synthesis
|
Head of the group Prof. Lech Kozerski e-mail: <lkoz@icho.edu.pl> |
Ph.D., 1970, Institute of Organic Chemistry PAS Habilitation, 1979, Institute of Organic Chemistry PAS Full Professor, 1993 Post-doc, University of California, Los Angeles, USA, 1972/73 and University of Zürich, Switzerland, 1981/1982 Visiting Lector, University of Roskilde, Denmark 1987/88 Head of NMR Laboratory of the National Medicines Institute, 1995 Award of the Scientific Secretary of PAS, 1986 Total number of papers: 104 |
Staff:
Robert Kawęcki, D.Sc; Anna Tarnowska, Ph.D. student, M.Sc, Karolina Hyz, Ph.D student, M.Sc.
Research activity
The main, long term research interests of the group are concerned on the application of NMR spectroscopy to general problems of organic and bioorganic chemistry, i.e., searching conformational space of molecules and studying intra and intermolecular interactions. These projects are focused on the goals of functional genomics. Our efforts are also concerned on methodology of stereoselective synthesis design and stereochemical assignments of the reaction results. We are particularly interested in heteroatom based recyclable chiral auxiliares.
Current projects are concerned on the general strategy of elucidation of the conformational space of flexible molecules, biomolecules and ligand – biomolecule complexes using nuclear Overhauser enhancements (NOE) derived intramolecular distances, chemical shift calculation and molecular modeling. The main objective of this approach is to develop a general method of characterisation ligand-biomolecule complexes in conformational ensambles.
The NMR techniques and molecular modeling are currently applied to establish tertiary structures of bioorganic molecules, peptides and oligonucleotides. Aggregation state and conformation of insulin using various techniques is investigated. We are involved in studying the structure of gapped DNA decamer duplex with polyethylene glycol bridges as linkers of two strands. This is a part of the molecular recognition studies of interactions between biomolecules and camptothecin family of drugs and flavonoids acting as topoisomerase’s poisons.
Selected scientific publications:
1. L. Kozerski*, R. Kawęcki, P. Krajewski, P. Gluziński, K. Pupek, P.E. Hansen, M.P. Williamson, J. Org. Chem., 60, 3533 (1995), "Searching Conformational Space in Flexible Molecules Using NOEs and Molecular Modelling"
2. L. Kozerski*, P. Krajewski, K. Pupek, M.P. Williamson, P. Blackwell, J. Chem. Soc. Perkin 2, 1811, (1997), "Towards Stereochemical and Conformational Assignments in Flexible Molecules Using NOEs and Molecular Modelling"
3. R. Kawęcki*, J. Org. Chem., 68, 8724 (1999), “Lewis Acid Mediated Addition of Silyl Ketone Acetals to Sulfinimines”
4. R. Kawęcki*, Tetrahedron: Asymmetry, 10, 4183 (1999). “Facile Synthesis of Homochiral Derivatives of 10-Bornane Sulfinates, Sulfinamides and Sulfinimines”
5. W. Koźmiński*, E. Bednarek, W. Bocian, J. Sitkowski, P. E. Hansen. B. Kwiecień, L. Kozerski* Magn. Reson. Chem. 38: 839-844 (2000), "Application of the HECADE Method to the Measurements of Long-range Heteronuclear 13C, 1H Spin-spin Coupling Constants in Tautomeric b-Sulfonylenamines"
6. R. Kawęcki*, Tetrahedron, 57, 8385-8390, (2001), "Addition of Dienolates to Sulfinimines. Stereoselective Synthesis of Dihydropyridones"
7. L. Kozerski*, A.P. Mazurek, R. Kawęcki, W. Bocian, P. Krajewski, E. Bednarek, J. Sitkowski, M.P. Williamson, A.J.G. Moir and P.E. Hansen – Nucleic Acids Res., 29, 1132-1143 (2001), "A Nicked Duplex Decamer DNA with a PEG6 Tether"
8. L. Kozerski*, B. Kwiecień , P. Krajewski, R. Kawęcki, E. Bednarek, W. Bocian, J. Sitkowski, W. Koźmiński and P. E. Hansen New J. Chem., 26, 1060-1069 (2002), "The Tautomeric Equilibrium and Stereochemistry of b-Sulfonylenamines"
9. L. Kozerski*, B. Kamieński, R. Kawęcki, Z.Urbańczyk-Lipkowska, W. Bocian, E. Bednarek, J. Sitkowski, K. Zakrzewska, K.T. Nielsen, P.E. Hansen* Org. Biomol. Chem. 1, 3578-3585 (2003), "Genistein Complexes with Amines. Evaluation of the Potential of the Biological Function of the C-7, C-5, C-4’-OH Groups Studied in Solution and Solid State by 13C NMR and X-Ray Spectroscopy"
10. R. Kawęcki*, Tetrahedron: Asymmetry 14, 2827 – 2832 (2003), "New, Recoverable and Highly Effective Sulfinyl Chiral Auxiliary"
11. W. Bocian*, R. Kawęcki, E. Bednarek, J. Sitkowski, A. Pietrzyk, M.P.Williamson, P.E.Hansen, L.Kozerski*, Chem. Eur. J., 10, 5776-5787 (2004), "Multiple Binding Mode of Camptothecin Family with DNA Oligomers"
12. W. Bocian*, R. Kawęcki, , E. Bednarek, J. Sitkowski, A. Ulkowska, L. Kozerski * New J. Chem., 30, 467-472 (2006), "Interaction of Flavonoid Topoisomerases I and II Inhibitors with DNA Oligomers"
