864924-75-4Relevant academic research and scientific papers
The P-stereocontrolled synthesis of PO/PS-chimeric oligonucleotides by incorporation of dinucleoside phosphorothioates bearing an O-4-nitrophenyl phosphorothioate protecting group
Wozniak, Lucyna A.,Gora, Marcin,Bukowiecka-Matusiak, Malgorzata,Mourgues, Sophie,Pratviel, Genevieve,Meunier, Bernard,Stec, Wojciech J.
, p. 2924 - 2930 (2007/10/03)
The synthesis of protected model dinucleoside (3′,5′)-O-aryl phosphorothioates, their separation into pure diastereomers, and their successful incorporation into oligonucleotides followed by stereospecific deprotection of the O-aryl phosphorothioate function with oximate ion (inversion) enables the preparation of chimeric PO/PS-oligonucleotides with a predetermined sense of P-chirality at each internucleotide phosphorothioate position. The absolute configuration at the phosphorus of the internucleotide O-aryl phosphorothioate in "dimeric building blocks" has been assigned. The 3′-terminal SP-phosphorothioate linkages effectively protect such chimeric constructs from degradation by human plasma exonuclease. Wiley-VCH Verlag GmbH & Co. KGaA, 2005.
