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Solution-Phase Bioconjugate Synthesis Using Protected Oligonucleotides Containing 3‘-Alkyl Carboxylic Acids

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journal contribution
posted on 19.12.1998, 00:00 by Jeffrey D. Kahl, Marc M. Greenberg
Protected oligonucleotides containing 3‘-alkyl carboxylic acids are obtained from a photolabile solid-phase synthesis support (1b). The protected oligonucleotides are efficiently conjugated (>80%) with amines in solution to yield products of high purity under mild reaction conditions. This method is particularly well-suited for the synthesis of oligonucleotide−peptide conjugates containing a covalent linkage between the 3‘ terminus of an oligonucleotide and the amino terminus of a peptide. High yields of nucleopeptides are obtained even when the peptide contains a hindered N-terminal amino acid.