3051-84-1Relevant articles and documents
HIGH-YIELD SYNTHESIS OF OLIGORIBONUCLEOTIDES USING o-NITROBENZYL PROTECTION OF 2'-HYDROXYLS
Hayes, J. A.,Brunden, M. J.,Gilham, P. T.,Gough, G. R.
, p. 2407 - 2410 (1985)
Use of published procedures for photolytic removal of 2'-O-(o-nitrobenzyl) substituents from model oligoribonucleotides results in low yields of fully-deprotected products accompanied by significant amounts of oligomers carrying altered, ultraviolet light-resistant residues derived from the 2'-blocking groups.The efficiency of the deprotection has been found to be depend on pH; the side-reactions are avoided when the photolysis is carried out in solution buffered at pH 3.5.
Some observations relating to the use of 1-aryl-4-alkoxypiperidin-4-yl groups for the protection of the 2′-hydroxy functions in the chemical synthesis of oligoribonucleotides
Lloyd, Wayne,Reese, Colin B.,Song, Quanlai,Vandersteen, Anthony M.,Visintin, Cristina,Zhang, Pei-Zhou
, p. 165 - 176 (2007/10/03)
The comparative rates of acid-catalysed removal often 1-aryl-4-methoxypiperidin-4-yl 8 (R = Me) [including the previously reported Ctmp 5 and Fpmp 6] protecting groups for the 2′-hydroxy functions in oligoribonucleotide synthesis are discussed. These studies have led to the development of the 1-(4-chlorophenyl)-4-ethoxypiperidin-4-yl (Cpep) protecting group 8 (R = Et, R1 = R2 = H, R3 = Cl) which is both more stable than the Ctmp and Fpmp groups at pH 0.5 and more labile at pH 3.75. The influence of the ribonucleoside aglycone on the stability of the 2′-O-Fpmp and 2′-O-Ctmp protecting groups both at low and high pH is examined. The Royal Society of Chemistry 2000.
A new facile synthesis of uridylyl-(5'-3')-adenosine
Yadava
, p. 413 - 415 (2007/10/02)
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