title: DNA-instructed acyl transfer reactions for the synthesis of bioactive peptides.
abstract: We present a method which allows for the translation of nucleic acid information into the output of molecules that interfere with disease-related protein-protein interactions. The method draws upon a nucleic acid-templated reaction, in which adjacent binding of reactive conjugates triggers the transfer of an aminoacyl or peptidyl group from a donating thioester-linked PNA-peptide hybrid to a peptide-PNA acceptor. We evaluated the influence of conjugate structures on reactivity and sequence specificity. The DNA-triggered peptide synthesis proceeded sequence specifically and showed catalytic turnover in template. The affinity of the formed peptide conjugates for the BIR3 domain of the X-linked inhibitor of apoptosis protein (XIAP) is discussed.
authors.affiliation: Department of Chemistry, Humboldt-Universität zu Berlin, Berlin 12489, Germany.
authors.forename: Anne
authors.initials: A
authors.lastname: Erben
authors.forename: Tom N
authors.initials: TN
authors.lastname: Grossmann
authors.forename: Oliver
authors.initials: O
authors.lastname: Seitz
mesh_terms: D002384:Catalysis; D002460:Cell Line; D004247:DNA / Q000737:chemistry*; D006801:Humans; D020135:Peptide Nucleic Acids / Q000737:chemistry; D010455:Peptides / Q000138:chemical synthesis*
chemical_list: D020135:Peptide Nucleic Acids; D010455:Peptides; D004247:DNA