Synthesis of DNA-binding heteroaromatic oligoamides on liquid solid support
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Burkhard König
Abstract
Heteroaromatic oligoamides as building blocks for the synthesis of sequence specific DNA binding molecules are obtained from nitro carboxylic acids on polyethylene glycol without the use of protecting groups
References
There are five main peptide structural motifs for
DNA-binding that have been identified: helix-turn-helix, zinc finger, leucine zipper,
helix-loop-helix and antiparallel β-sheets (β-ribbon).
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For a recent example of the regulation of genes expression by small molecules, see: J. M. Gottesfeld, L. Neely, J. W. Trauger, E. E. Baird and P. B. Dervan, Nature, 1997, 387, 202 Search PubMed.
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(b) The structure of the heteroaromatic peptides was inspired by
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D. S. Johnson and
D. L. Boger, in
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Heteroaromatic oligopeptides with terminal pyridine, thiazole and furan units have been synthesized.
These derivatives were expected to bind preferentially G-C rich regions.
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The coupling with DCC–DMAP
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known alteration of its physical properties
with growing oligoamide chain length. This leads to incomplete precipitation.
B. König,
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