Foldamers derived from nucleoside beta-amino acids: a new twist on the DNA helix.
Peptides derived from a thymidine beta-amino acid have been prepared by solid-phase synthesis and their conformation investigated by NMR. Interestingly, NMR and modelling studies indicate that the tetramer and octamer form an unusual 8-helical conformation. Studies are currently underway to investigate the synthesis of peptides derived from the other deoxyribonucleosides with the intention of examining the association between helices capable of nucleobase-pairing.
Cosstick
Richard
R
Department of Chemistry, University of Liverpool, Crown Street, Liverpool, L69 7ZD, UK. rcosstic@liv.ac.uk
Threlfall
Richard
R
Fisher
Julie
J
D000596:Amino Acids / Q000737:chemistry*; D004247:DNA / Q000737:chemistry; D003839:Deoxyadenosines / Q000737:chemistry; D003853:Deoxyribonucleosides / Q000138:chemical synthesis; D019906:Nuclear Magnetic Resonance, Biomolecular; D009690:Nucleic Acid Conformation; D013936:Thymidine / Q000031:analogs & derivatives*
D000596:Amino Acids; D003839:Deoxyadenosines; D003853:Deoxyribonucleosides; D004247:DNA; D013936:Thymidine