Investigations on the thiopeptide binding site: Synthetic and biochemical studies

BIOL 55

Hans-Dieter Arndt, hans-dieter.arndt@mpi-dortmund.mpg.de1, Matthias Riedrich1, Jin-Yong Lu1, Surendra Deoram Harkal2, and Sascha Baumann1. (1) Department of Chemistry, Dortmund University, Otto-Hahn-Str. 6, D-44227 Dortmund, Germany, (2) Chemical Biology, MPI of Molecular Physiology, Otto-Hahn-Str. 11, D-44227 Dortmund, Germany
We investigate the potent thiopeptide antibiotic nosiheptid 1, which targets the thiostrepton (2) binding site on the 23S rRNA. Based on methodological developments,[1,2] progress toward a total synthesis of 1 is reported. This and synthetic modifications of 2 are utilized together with spectroscopy and biochemical experiments to map the ternary complex formed with bacterial L11/23S-RNA fragments.

[1] M. Riedrich, S. Harkal, H.-D. Arndt, Angew. Chem. Int. Ed. 2007, 46, 2701. [2] b) J.-Y. Lu, H.-D. Arndt, J. Org. Chem. 2007, accepted.

 

Frontiers in Chemical Biology
5:00 PM-7:00 PM, Sunday, August 19, 2007 BCEC -- Exhibit Hall - B2, Poster

Division of Biological Chemistry

The 234th ACS National Meeting, Boston, MA, August 19-23, 2007