Facile dimer synthesis for DNA-binding polyamide ligands.
Pyrrole-imidazole polyamide ligands are highly sequence specific synthetic DNA-binding ligands that bind with high affinity. To counter the synthetic difficulties associated with coupling the electron-rich heterocyclic acids to the electron-deficient nucleophilic imidazole amine, a novel approach is described for synthesis of Fmoc-protected dimers for solid-phase peptide synthesis (SPPS). This method produces the dimers in high yields, is broadly applicable to other heterocyclic-containing polyamides, and results in improved ligand yields and synthesis times.
Wetzler
Modi
M
Chemimstry Department, University of California, Berkeley, California 94720, USA.
Wemmer
David E
DE
D004247:DNA / Q000378:metabolism*; D007093:Imidazoles / Q000138:chemical synthesis* / Q000737:chemistry; D008024:Ligands; D015394:Molecular Structure; D009757:Nylons / Q000138:chemical synthesis* / Q000378:metabolism; D010455:Peptides / Q000138:chemical synthesis / Q000737:chemistry; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry
D007093:Imidazoles; D008024:Ligands; D009757:Nylons; D010455:Peptides; D011758:Pyrroles; D004247:DNA