title: Synthesis of 5'-Aldehyde Oligonucleotide.
abstract: Synthesis of oligonucleotide ending with an aldehyde functional group at their 5'-end (5'-AON) is possible for both DNA (5'-AODN) and RNA (5'-AORN) series irrespectively of the nature of the last nucleobase. The 5'-alcohol of on-support ODN is mildly oxidized under Moffat conditions. Transient protection of the resulting aldehyde by N,N'-diphenylethylenediamine derivatives allows cleavage, deprotection, and RP-HPLC purification of the protected 5'-AON. Finally, 5'-AON is deprotected by usual acetic acid treatment. In the aggregates, 5'-AON can be now synthesized and purified as routinely as non-modified ODNs, following procedures similar to the well-known "DMT-On" strategy.
authors.affiliation: Département de Chimie Moléculaire, Université Grenoble Alpes, Grenoble, France.
authors.forename: Rémy
authors.initials: R
authors.lastname: Lartia
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid; D056148:Chromatography, Reverse-Phase; D009841:Oligonucleotides / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000447:Aldehydes; D009841:Oligonucleotides
keywords: aldehyde; oligonucleotide; protecting group