title: Synthesis of biologically active peptide nucleic acid-peptide conjugates by sortase-mediated ligation.
abstract: Sortase A is a transpeptidase that cleaves at a pentapeptide-motif and subsequently transfers the acyl component to a nucleophile containing N-terminal oligoglycines. We investigate the reaction conditions of the sortase-mediated ligation and demonstrate a useful application by the synthesis of a peptide nucleic acid-cell-penetrating peptide chimera, the reaction equilibrium of which can be shifted in favor of the product by dialyzing out the low molecular weight byproduct. The synthesized conjugate exhibits dose-dependent antisense activity.
authors: Leibniz-Institute of Molecular Pharmacology, Robert-Rössle-Strasse 10, 13125 Berlin, Germany. pritz@fmp-berlin.de
authors: Stephan
authors: S
authors: Pritz
authors: Yvonne
authors: Y
authors: Wolf
authors: Oliver
authors: O
authors: Kraetke
authors: Jana
authors: J
authors: Klose
authors: Michael
authors: M
authors: Bienert
authors: Michael
authors: M
authors: Beyermann
mesh_terms: D000595:Amino Acid Sequence; D019881:Aminoacyltransferases / Q000378:metabolism*; D001426:Bacterial Proteins / Q000378:metabolism*; D003546:Cysteine Endopeptidases / Q000378:metabolism*; D008969:Molecular Sequence Data; D009696:Nucleic Acids / Q000737:chemistry* / Q000378:metabolism*; D010455:Peptides / Q000737:chemistry* / Q000378:metabolism*
chemical_list: D001426:Bacterial Proteins; D009696:Nucleic Acids; D010455:Peptides; D019881:Aminoacyltransferases; C120542:sortase A; D003546:Cysteine Endopeptidases