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Selected Research Topics

1. Ion Selective Assembly of Gold Nanoparticles



2. DNA Tetrads and Pentads



Isoguanine Quartets Formed by d(T4isoG4T4): Tetraplex Identification and Stability. F. Seela, A. Melenewski, C. Wei, Nucleic Acids Res., 1996, 24, 4940.

Quadruplex and Pentaplex Self-Assemblies of Oligonucleotides Containing Short Runs of 8-Aza-7-deaza-2’-deoxyisoguanosine or 2’-Deoxyisoguanosine. F. Seela, R. Kröschel, Bioconjugate Chem., 2001, 12, 1043.

3. DNA Hairpins and Aptamers



Single-stranded DNA: Replacement of Canonical by Base-Modified Nucleosides in the Minihairpin 5’-d(GCGAAGC) and Constructs with the Aptamer 5’-d(GGTTGGTGTGGTTGG)-3’. H. Rosemeyer, V. Mokrosch, A. Jawalekar, E.-M. Becker, F. Seela, Helv. Chim. Acta, 2004, 87, 536.

4. Nanotubes and Nanowires



7-Deaza-2’-deoxyxanthosine Dihydrate Forms Water-Filled Nanotubes with C-H˙˙˙O Hydrogen Bonds. F. Seela, T. Wiglenda, H. Rosemeyer, H. Eickmeier, H. Reuter, Angew. Chem. Int. Ed., 2002, 41, 603.

5. DNA with Parallel Chain Orientation





Oligonucleotides Containing Consecutive 2’-Deoxyisoguanosine Residues: Synthesis, Duplexes with Parallel Chain Orientation and Aggregation. F. Seela, C. Wei, Helv. Chim. Acta, 1997, 80, 73.

Parallel DNA: The application of base-modified nucleosides to control the chain orientation. F. Seela, Y. He, in “Modified Nucleosides, Synthesis and Applications”, in ‘Organic and Bioorganic Chemistry’, Ed. D. Loakes, Transworld Research Network, 2002, pp. 57-85.

6. Oligonucleotide Duplex Stability



Propynyl groups in duplex DNA: stability of base pairs incorporating 7-substituted 8-aza-7-deazapurines or 5-substituted pyrimidines. J. He, F. Seela, Nucleic Acids Res., 2002, 30, 5485.

Base-modified oligonucleotides with increased duplex stability: pyrazolo[3,4-d]pyrimidines replacing purines. F. Seela, Y. He, J. He, G. Becher, R. Kröschel, M. Zulauf, P. Leonard, Humana Press, 2004, in press.

7. Harmonization of Base Pair Stability




Pyrazolo[3,4-d]pyrimidine nucleic acids: adjustment of dA-dT to dG-dC base pair stability. F. Seela, G. Becher, Nucleic Acids Res., 2001, 29, 2069.

6-Aza-2’-deoxyisocytidine: Synthesis, Properties of Oligonucleotides, and Base-Pair Stability Adjustment of DNA with Parallel Strand Orientation. F. Seela, Y. He, J. Org. Chem., 2003, 68, 367.

8. Fluorescence Labelling and Fluorescence Quenching

7-Substituted 7-Deaza-2’-deoxyadenosines and 8-Aza-7-deaza-2’-deoxyadenosines: Fluorescence of DNA Base Analogues Induced by the 7-Alkynyl Side Chain. F. Seela, M. Zulauf, M. Sauer, M. Deimel, Helv. Chim. Acta, 2000, 83, 910.

Fluorescent DNA: the development of 7-deazapurine nucleoside triphosphates applicable for sequencing at the single molecule level. F. Seela, E. Feiling, J. Gross, F. Hillenkamp, N. Ramzaeva, H. Rosemeyer, M. Zulauf, Journal of Biotechnology, 2001, 86, 269.

9. DNA Arrays with Optimal Hybridization Properties

False positive read-outs due to the thermal stability of non-canonical GA base pairs



Hybridization of oligonucleotides containing two dG-dA base pairs in comparison to two dA-dT base pairs performed on a DNA array (row 1-3: dA-dT base pairs, row 4-6: dG-dA base pairs). Fluorescence intensities are depicted as false colour read-outs (white corresponds to highest saturated intensity and blue to low intensity).

10. Synthesis of Base-modified Nucleosides, Nucleotides and Nucleic Acids



The C8-(2’-Deoxy-β-D-ribofuranoside) of 7-Deazaguanine: Synthesis and Base Pairing of Oligonucleotides with Unusually Linked Nucleobases. F. Seela, H. Debelak, J. Org. Chem., 2001, 66, 3303.

Synthesis of 2-Amino-7-(2'-deoxy-β-D-erythro-pentofuranosyl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one, a New Isostere of 2'-Deoxyguanosine. H.-D. Winkeler, F. Seela, J. Org. Chem., 1983, 48, 3119.

11. Nucleoside Conformation in Solid State and Solution




7-Deaza-7-(propynyl)-2’-deoxyguanosine. F. Seela, K. Shaikh, H. Eickmeier, Acta Cryst., in press.

Syn-Anti Conformational Analysis of Regular and Modified Nucleosides by 1D 1H NOE Difference Spectroscopy: A Simple Graphical Method Based on Conformationally Rigid Molecules. H. Rosemeyer, G. Toth, B. Golankiewicz, Z. Kazimierczuk, W. Bourgeois, U. Kretschmer, H.-P. Muth, F. Seela, J. Org. Chem., 1990, 55, 5784.

3-Bromopyrazolo[3,4-d]pyrimidine 2-deoxy-2-fluoro-β-D-arabinonucleosides: Modified DNA constituents with an unusually rigid sugar N-conformation. J. He, I. Mikhailopulo, F. Seela, J. Org. Chem., 2003, 68, 5519.

12. Nucleosides with Antiviral or Anticancer Activity


Pyrrolo[2,3-d]Pyrimidine Nucleosides: Synthesis and Antitumor Activity of 7-Substituted 7-Deaza-2’-Deoxyadenosines. F. Seela, M. Zulauf, S.-F. Chen, Nucleosides, Nucleotides & Nucleic Acids, 2000, 19, 237.

‘5-Aza-7-deazapurines: synthesis and properties of nucleosides and oligonucleotides’. F. Seela, H. Rosemeyer, in ‘Recent Advances in Nucleosides: Chemistry and Chemotherapy’, Ed. C. K. Chu, Elsevier Science B. V., Amsterdam, 2002, p. 505.

13. Purines and Related Heterocycles

‘PURINES’. F. Seela, N. Ramzaeva, H. Rosemeyer, in ‘Science of Synthesis’, Vol. 16, 2003, pp. 945-1108.

14. Nucleoside Triphosphates

Improvement of the dideoxy chain termination method of DNA sequencing by use of deoxy-7-deazaguanosine triphosphate in place of dGTP. S. Mizusawa, S. Nishimura, F. Seela, Nucleic Acids Res., 1986, 14, 1319.