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.
Publication types
-
Research Support, Non-U.S. Gov't
MeSH terms
-
Cross-Linking Reagents / chemical synthesis*
-
Cross-Linking Reagents / chemistry
-
Glyoxylates / chemical synthesis*
-
Glyoxylates / chemistry
-
Oligonucleotides / chemical synthesis*
-
Oligonucleotides / chemistry
-
Oximes / chemical synthesis*
-
Oximes / chemistry
-
Peptide Nucleic Acids / chemical synthesis*
-
Peptide Nucleic Acids / chemistry
-
Peptides / chemical synthesis*
-
Peptides / chemistry
-
Serine / chemistry
Substances
-
Cross-Linking Reagents
-
Glyoxylates
-
Oligonucleotides
-
Oximes
-
Peptide Nucleic Acids
-
Peptides
-
Serine