title: Synthesis of 2'-O-photocaged ribonucleoside phosphoramidites.
abstract: The chemical synthesis and incorporation of the phosphoramidite derivatives of 2 '-O-photocaged ribonucleosides (A, C, G and U) with o-nitrobenzyl, α-methyl-o-nitrobenzyl or 4,5-dimethoxy-2-nitrobenzyl group into oligoribonucleotides are described. The efficiency of UV irradiated uncaging of these 2'-O-photocaged oligoribonucleotides was found in the order of α-methyl-o-nitrobenzyl < 4,5-dimethoxy-2-nitrobenzyl < 2'-O-o-nitrobenzyl.
authors.affiliation: a Department of Biochemistry & Molecular Biology and Department of Chemistry , University of Chicago , Chicago , Illinois , United States.
authors.forename: Jun
authors.initials: J
authors.lastname: Lu
authors.forename: Selene C
authors.initials: SC
authors.lastname: Koo
authors.forename: Nan-Sheng
authors.initials: NS
authors.lastname: Li
authors.forename: Joseph A
authors.initials: JA
authors.lastname: Piccirilli
mesh_terms: D006863:Hydrogen-Ion Concentration; D009841:Oligonucleotides / Q000138:chemical synthesis; D009943:Organophosphorus Compounds / Q000138:chemical synthesis*; D010777:Photochemistry; D012313:RNA / Q000737:chemistry; D012263:Ribonucleosides / Q000138:chemical synthesis*; D013696:Temperature; D014466:Ultraviolet Rays
chemical_list: D009841:Oligonucleotides; D009943:Organophosphorus Compounds; D012263:Ribonucleosides; C434331:phosphoramidite; D012313:RNA
keywords: 2′-O-4,5-dimethoxy-2-nitrobenzyl.; 2′-O-o-nitrobenzyl; 2′-O-photocaged oligomers; 2′-O-photocaged phosphoramdites; 2′-O-photocaged ribonucleosides; 2′-O-α-methyl-o-nitrobenzyl