64350-25-0Relevant academic research and scientific papers
Synthesis of 2′-O-Photocaged Ribonucleoside Phosphoramidites
Lu, Jun,Koo, Selene C.,Li, Nan-Sheng,Piccirilli, Joseph A.
, p. 114 - 129 (2015/10/20)
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 eff
Synthesis and incorporation of the phosphoramidite derivative of 2′- O-photocaged 3′-S-thioguanosine into oligoribonucleotides: Substrate for probing the mechanism of RNA catalysis
Li, Nan-Sheng,Tuttle, Nicole,Staley, Jonathan P.,Piccirilli, Joseph A.
, p. 3647 - 3652 (2014/05/06)
Oligoribonucleotides containing 3′-S-phosphorothiolate linkages possess properties that can reveal deep mechanistic insights into ribozyme-catalyzed reactions. Photocaged 3′-S- RNAs could provide a strategy to stall reactions at the chemical stage and release them after assembly steps have occurred. Toward this end, we describe here an approach for the synthesis of 2′-O-(o-nitrobenzyl)-3′-thioguanosine phosphoramidite starting from N2-isobutyrylguanosine in nine steps with 10.2% overall yield. Oligonucleotides containing the 2′-O-(o- nitrobenzyl)-3′-S-guanosine nucleotide were then constructed, characterized, and used in a nuclear pre-mRNA splicing reaction.
