title: Semisynthesis of peptoid-protein hybrids by chemical ligation at serine.
abstract: Chemical ligation protocols were explored for generating semisynthetic peptoid-protein hybrid architectures containing a native serine residue at the ligation site. Peptoid oligomers bearing C-terminal salicylaldehyde esters were synthesized and ligated to the N-terminus of the RNase S protein or the therapeutic hormone PTH(1-34) polypeptide. This technique will expand the repertoire of strategies to enable design of hybrid macromolecules with novel structures and functions not accessible to fully biosynthesized proteins.
authors.affiliation: Department of Chemistry and ‡Center for Genomics and Systems Biology, New York University , New York, New York 10003, United States.
authors.forename: Paul M
authors.initials: PM
authors.lastname: Levine
authors.forename: Timothy W
authors.initials: TW
authors.lastname: Craven
authors.forename: Richard
authors.initials: R
authors.lastname: Bonneau
authors.forename: Kent
authors.initials: K
authors.lastname: Kirshenbaum
mesh_terms: D000447:Aldehydes / Q000737:chemistry; D008026:Ligation; D015394:Molecular Structure; D010446:Peptide Fragments / Q000737:chemistry; D034444:Peptoids / Q000138:chemical synthesis* / Q000737:chemistry; D011506:Proteins / Q000138:chemical synthesis* / Q000737:chemistry; D012694:Serine / Q000737:chemistry*; D019379:Teriparatide / Q000031:analogs & derivatives / Q000737:chemistry
chemical_list: D000447:Aldehydes; D010446:Peptide Fragments; D034444:Peptoids; D011506:Proteins; D019379:Teriparatide; C013243:salicylaldehyde; D012694:Serine; C035748:parathyroid hormone (1-34)amide