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Journal/Book: ChemBioChem
Published: 2007
Pages: 1850–1856
Volume: 8
Accession no.: 147

Tripeptides from synthetic amino acids block the Tat-TAR association and slow down HIV spread in cell cultures.

Verena Ludwig, Andreas Krebs, Michaela Stoll, Ursula Dietrich, Jan Ferner, Harald Schwalbe, Ute Scheffer, Gerd Dürner, Michael W Göbel
Non-natural amino acids with aromatic or heteroaromatic side chains were incorporated into tripeptides of the general structure Arg-X-Arg and tested as ligands of the HIV RNA element TAR. Some of these compounds could compete efficiently with the association of TAR and Tat and downregulated a TAR-controlled reporter gene in HeLa cells. Peptide 7, which contains a 2-pyrimidinyl-alkyl chain, also inhibited the spread of HIV-1 in cell cultures. NMR studies of 7 bound to HIV-2-TAR gave evidence for contacts in the bulge region.
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Prof. Dr. Harald Schwalbe
Institut für Organische Chemie und Chemische Biologie
Johann Wolfgang Goethe Universität
Max-von-Laue-Str. 7
D-60438 Frankfurt am Main
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