title: High-yielding Staudinger ligation of a phosphinothioester and azide to form a peptide.
abstract: [figure: see text] The Staudinger ligation can be used to couple a peptide with a C-terminal phosphinothioester to another with an N-terminal alpha-azido group to form a single peptide that contains no residual atoms. Here diphenylphosphinomethanethiol thioesters are shown to give high isolated yields for this transformation. This finding provides precedent for a powerful and versatile new method for the total synthesis of proteins.
authors: Departments of Chemistry and Biochemistry, University of Wisconsin-Madison, Madison, Wisconsin 53706, USA.
authors: B L
authors: BL
authors: Nilsson
authors: L L
authors: LL
authors: Kiessling
authors: R T
authors: RT
authors: Raines
mesh_terms: D001386:Azides / Q000737:chemistry*; D002384:Catalysis; D008958:Models, Molecular; D015394:Molecular Structure; D009946:Organothiophosphorus Compounds / Q000737:chemistry*; D011506:Proteins / Q000138:chemical synthesis*
chemical_list: D001386:Azides; D009946:Organothiophosphorus Compounds; D011506:Proteins