Amino acid and peptide synthesis and functionalization by the reaction of thioacids with 2,4-dinitrobenzenesulfonamides.
Readily prepared amino thioacids react at room temperature in DMF in the presence of cesium carbonate with 2,4-dinitrobenzenesulfonamides to give amides. When the sulfonamide is derived from an amino acid the method results in peptide bond formation, whereas the use of carbohydrate derived sulfonamides gives neoglycoconjugates.
Crich
David
D
Chemistry Department, Wayne State University, 5101 Cass Avenue, Detroit, Michigan 48202, USA. dcrich@chem.wayne.edu
Sana
Kasinath
K
Guo
Songpo
S
D000596:Amino Acids / Q000138:chemical synthesis*; D004136:Dinitrobenzenes / Q000737:chemistry*; D015394:Molecular Structure; D010455:Peptides / Q000138:chemical synthesis*; D013449:Sulfonamides / Q000737:chemistry*
D000596:Amino Acids; D004136:Dinitrobenzenes; D010455:Peptides; D013449:Sulfonamides