Synthesis and hybridizing properties of P-stereodefined chimeric [PS]-{DNA:RNA} and [PS]-{DNA:(2′-OMe)-RNA} oligomers

Abstract

P-Diastereomers 1 were used in the stereoretentive synthesis of chimeric [PS]-{DNA:(2′-OMe)-RNA/RNA} oligomers and the stability of their duplexes did not correlate with the P-stereochemistry.

An efficient alternative to DBU in the oxathiaphospholane (OTP) method for the solid phase synthesis of P-stereodefined phosphorothioate analogs

“…11 Recently, there has been successful contribution to research in the eld of Pdiastereomerically pure PS-RNA and PS-(2 0 -OMe) RNA derivatives. 12 The constantly increasing number of approved nucleic acid therapeutics shows their great potential. 13 It is necessary to provide more detailed information on the inuence of the absolute conguration of the phosphorus atoms in P-stereodened oligonucleotides.…”

“… 11 Recently, there has been successful contribution to research in the field of P-diastereomerically pure PS-RNA and PS-(2′-OMe) RNA derivatives. 12 …”

10th anniversary of discovering cGAMP: synthesis and beyond

“…The presence of a 2′-substituent group significantly hinders the coupling and prevents its application to the synthesis of phosphorothioate oligoribonucleotides (PS-ORNs). [98][99][100] The activator used for the coupling can also have profound influence on the stereochemical outcomes. 101 Issues associated with accessing diastereomerically pure building blocks were eventually solved by Phil Baran.…”