Synthesis of pyridazine-based scaffolds as alpha-helix mimetics.
The synthesis of several amphiphilic, nonpeptidic scaffolds that mimic the presentation of i, i + 3 or i + 4, and i + 7 residues of a peptide alpha-helix is described. The approach uses a pyridazine core, and the synthesis involves only a few steps and minimizes the number of C-C bond-forming reactions. The versatility of the synthesis makes it suitable for the preparation of small libraries of low molecular weight alpha-helix mimetics that could be targeted to certain protein/protein interactions.
Volonterio
Alessandro
A
The Skaggs Institute for Chemical Biology and Department of Chemistry, The Scripps Research Institute MB-26, 10550 North Torrey Pines Road, La Jolla, California 92037, USA.
Moisan
Lionel
L
Rebek
Julius
J
D040761:Biomimetic Materials / Q000138:chemical synthesis* / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure; D010069:Oxadiazoles / Q000737:chemistry; D011724:Pyridazines / Q000138:chemical synthesis / Q000737:chemistry*
D010069:Oxadiazoles; D011724:Pyridazines; C062482:pyridazine