Journal of the American Chemical Society · 2006 · 77 citations · 10 references
Life SciencesBiotechnologyMolecular BiologyBioorthogonal ChemistryNucleic Acid BiochemistryNucleic Acid ChemistryRibonucleic Acid (Rna) ChemistryRna EngineeringRna ModificationHigh-throughput PurificationHydroxyl DeprotectionHydroxyl FunctionalizationHydroxyl Group ProtectionHydroxyl Protecting GroupsOligonucleotide DeprotectionOligonucleotide SynthesisPurification Of Synthetic Oligonucleotides
tert-Butyldithiomethyl (DTM), a novel hydroxyl protecting group, cleavable under reductive conditions, was developed and applied for the protection of 2'-OH during solid-phase RNA synthesis. This function is compatible with all standard protecting groups used in oligonucleotide synthesis, and allows for fast and high-yield synthesis of RNA. Oligonucleotides containing the 2'-O-DTM groups can be easily deprotected under the mildest possible aqueous and homogeneous conditions. The preserved 5'-O-DMTr function can be used for high-throughput cartridge RNA purification.
10