Phe and Asn side chains in DNA double strands.
The contribution of amino acid side chains to the recognition of DNA by peptides or proteins is evaluated by substituting single nucleobases of a DNA double strand by amino acid side chains. C-nucleosides with the side chains of phenylalanine and asparagine were synthesized and incorporated in DNA. This modification should allow to keep the double strand conformation. Hydrogen bonds, pi-pi-interactions and solvation have an influence on the double strand stability.
Diederichsen
U
U
Institut für Organische Chemnie, Universität Würzburg, Germany. diederichsen@chemie.uni-wuerzburg.de
Biro
C M
CM
D001216:Asparagine / Q000031:analogs & derivatives* / Q000138:chemical synthesis*; D020137:Base Pair Mismatch; D004247:DNA / Q000737:chemistry*; D006860:Hydrogen Bonding; D015394:Molecular Structure; D009690:Nucleic Acid Conformation; D009705:Nucleosides / Q000737:chemistry*; D020135:Peptide Nucleic Acids / Q000737:chemistry; D010649:Phenylalanine / Q000031:analogs & derivatives* / Q000138:chemical synthesis*
D009705:Nucleosides; D020135:Peptide Nucleic Acids; D010649:Phenylalanine; D001216:Asparagine; D004247:DNA