182617-53-4Relevant academic research and scientific papers
α-Dicarbonyls as 'non-charged' arginine-directed affinity labels. Novel synthetic routes to α-dicarbonyl analogs of the pp60(c-src) SH2 domain-targeted phosphopeptide Ac-Tyr(OPO3H2)-Glu-Glu-Ile-Glu
Mehrotra, Mukund M.,Sternbach, Daniel D.,Rodriguez, Marc,Charifson, Paul,Berman, Judd
, p. 1941 - 1946 (2007/10/03)
The phosphopeptide 1 is a potent inhibitor of pp60(c-src) SH2 domain mediated phosphoprotein interactions (IC50 ≤ 0.5 μM), but lacks cell permeability. The syntheses of its less charged analogs 2 and 3 are described, in which the arginine-binding phosphate group has been substituted with uncharged α-dicarbonyl moieties. The chemistry described here may be of general use for the synthesis of other α-dicarbonyl compounds.
