title: New method to prepare peptide-oligonucleotide conjugates through glyoxylic oxime formation.
abstract: A new method to prepare peptide-oligonucleotide conjugates through chemoselective glyoxylic oxime linkage is reported. A novel phosphoramidite reagent, readily accessible from serine, was prepared and used in automated DNA synthesis to prepare oligonucleotides carrying a glyoxylic aldehyde functionality at the 5' terminus. This was efficiently coupled to a peptide functionalized with an aminooxy group. The method could be of general use to prepare a broad range of oligonucleotide conjugates.
authors.affiliation: LEDSS, UMR CNRS 5616, ICMG FR2607, Université Joseph Fourier, BP 53, 38041 Grenoble Cedex 9, France.
authors.forename: Yashveer
authors.initials: Y
authors.lastname: Singh
authors.forename: Eric
authors.initials: E
authors.lastname: Defrancq
authors.forename: Pascal
authors.initials: P
authors.lastname: Dumy
mesh_terms: D003432:Cross-Linking Reagents / Q000138:chemical synthesis* / Q000737:chemistry; D006038:Glyoxylates / Q000138:chemical synthesis* / Q000737:chemistry; D009841:Oligonucleotides / Q000138:chemical synthesis* / Q000737:chemistry; D010091:Oximes / Q000138:chemical synthesis* / Q000737:chemistry; D020135:Peptide Nucleic Acids / Q000138:chemical synthesis* / Q000737:chemistry; D010455:Peptides / Q000138:chemical synthesis* / Q000737:chemistry; D012694:Serine / Q000737:chemistry
chemical_list: D003432:Cross-Linking Reagents; D006038:Glyoxylates; D009841:Oligonucleotides; D010091:Oximes; D020135:Peptide Nucleic Acids; D010455:Peptides; D012694:Serine