Protection of 2'-hydroxy functions of ribonucleosides.
The main purpose of this article is to discuss 2'-protection in the context of effective oligoribonucleotide synthesis. Emphasis is placed on the 2'-protecting groups of choice in the synthesis of oligo-and polyribonucleotides, and the requirements that a protective group must satisfy to become the 2'-hydroxyl-protecting group of choice. Finally, the unit discusses the issue of 2'-O-acyl and 2'-O-silyl group migration to the 3'-hydroxy function of ribonucleosides during protection, along with the consequences of the conditions used for their removal on the stability of internucleotide linkages.
Reese
C B
CB
King's College London, London, UK.
D001593:Benzyl Compounds / Q000737:chemistry; D001671:Biochemistry / Q000379:methods*; D004952:Esters / Q000737:chemistry; D006863:Hydrogen-Ion Concentration; D006868:Hydrolysis; D017665:Hydroxyl Radical / Q000737:chemistry*; D009843:Oligoribonucleotides / Q000138:chemical synthesis / Q000737:chemistry; D009943:Organophosphorus Compounds / Q000737:chemistry; D017646:Organosilicon Compounds / Q000737:chemistry; D010880:Piperidines / Q000737:chemistry; D012263:Ribonucleosides / Q000737:chemistry*; D014529:Uridine / Q000737:chemistry
D001593:Benzyl Compounds; D004952:Esters; D009843:Oligoribonucleotides; D009943:Organophosphorus Compounds; D017646:Organosilicon Compounds; D010880:Piperidines; D012263:Ribonucleosides; C434331:phosphoramidite; C009660:t-butyldimethylsilyl compounds; D017665:Hydroxyl Radical; D014529:Uridine