Synthesis of a carboxylate functionalized bis-amino acid monomer.
The synthesis of the first functionalized bis-amino acid monomer proAc(2S3S4R) 1 that carries an acetyl side chain is presented. This monomer was incorporated into oligomer 3 and the solution phase structure was determined by using two-dimensional nuclear magnetic resonance. The solution structure confirmed the intended connectivity and stereochemistry of the oligomer. This first functionalized bis-amino acid represents a milestone toward functionalized bis-peptide nanostructures for catalytic, molecular recognition, and nanotechnology applications.
Gupta
Sharad
S
Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA.
Schafmeister
Christian E
CE
D000577:Amides / Q000737:chemistry; D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry; D002264:Carboxylic Acids / Q000737:chemistry*; D004952:Esters / Q000737:chemistry; D008958:Models, Molecular; D008968:Molecular Conformation; D012997:Solvents / Q000737:chemistry
D000577:Amides; D000596:Amino Acids; D002264:Carboxylic Acids; D004952:Esters; D012997:Solvents