A Safe and Practical Procedure for Global Deprotection of Oligoribonucleotides

• Published in: Journal of organic chemistry Vol. 75; no. 15; pp. 5305 - 5307
• Main Authors: Zewge, Daniel, Gosselin, Francis, Sidler, Rick, DiMichele, Lisa, Cvetovich, Raymond J
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 06.08.2010; Amer Chemical Soc
• Subjects: Analytical, structural and metabolic biochemistry; Biological and medical sciences; Carbohydrates. Nucleosides and nucleotides; Chemistry; Chemistry, Organic; Chromatography, High Pressure Liquid; Exact sciences and technology; Fluorides - chemistry; Fundamental and applied biological sciences. Psychology; Nucleic acids; Nucleosides, nucleotides and oligonucleotides; Oligoribonucleotides - chemistry; Organic chemistry; Physical Sciences; Preparations and properties; Quaternary Ammonium Compounds - chemistry; Rna, ribonucleoproteins; Science & Technology; Spectrometry, Mass, Electrospray Ionization; Spectrophotometry, Ultraviolet; HYDROXYL FUNCTIONS; RNA-SYNTHESIS; REMOVAL; SOLID-PHASE SYNTHESIS; CHEMICAL-SYNTHESIS; PROTECTING GROUPS; TETRABUTYLAMMONIUM FLUORIDE; Chemical reagent; Ether; RNA; Hydrofluoric acid; Deprotection; Nucleotide; Oligoribonucleotide; Organic silane; Large scale; Aqueous solution; Chemical synthesis; Ammonium fluorides
• ISSN: 0022-3263; 1520-6904
• DOI: 10.1021/jo100648e

We report a practical global deprotection of RNA 2′-O-tert-butyldimethylsilyl (TBS) ethers using commercially available aqueous NH4F. The procedure is applicable to both 96-well plate format and large-scale production of RNA. This improved procedure provides a safe, mild, and cost-effective alternative to highly hazardous Et3N·3HF, a reagent commonly used in the routine synthesis of RNA.