Chemoselective Pd(0)-catalyzed peptide coupling in water.
[reaction: see text] Highly charged peptides ranging in length from 17 to 33 residues have been efficiently tricoupled to a trialkyne nucleus by using a Sonogashira Pd(0) coupling strategy under both acidic (pH 5.0) and basic (pH 7.5) conditions. These results demonstrate the utility of Pd(0) to construct protein-sized structures (12,000 mol wt) in aqueous milieu.
Bong
D T
DT
Department of Chemistry, The Scripps Research Institute, 10550 N. Torrey Pines Road, La Jolla, California 92037, USA.
Ghadiri
M R
MR
D000595:Amino Acid Sequence; D002384:Catalysis; D002851:Chromatography, High Pressure Liquid; D006863:Hydrogen-Ion Concentration; D013058:Mass Spectrometry; D008969:Molecular Sequence Data; D010165:Palladium / Q000737:chemistry*; D010455:Peptides / Q000737:chemistry*; D011506:Proteins / Q000138:chemical synthesis; D014867:Water
D010455:Peptides; D011506:Proteins; D014867:Water; D010165:Palladium