15180-30-0Relevant academic research and scientific papers
Synthesis of Oligo(deoxyribonucleoside phosphorodithioate)s by the Dithiaphospholane Approach
Okruszek, Andrzej,Sierzchala, Agnieszka,Fearon, Karen L.,Stec, Wojciech J.
, p. 6998 - 7005 (2007/10/03)
A novel method of synthesis of oligo(deoxyribonucleoside phosphorodithioate)s (S2-ODNs), based on the ring-opening condensation of nucleoside 3'-O-(2-thiono-1,3,2-dithiaphospholane)s with 5'-O-deprotected nucleosi(ti)des in the presence of a strong organic base such as DBU, is presented.The process has been adapted to the requirements of automated solid-phase oligonucleotide synthesis with a relatively short condensation step (5 min) and reasonable step-yield (>95percent).N-Methylpyrrolidin-2-ylidenyl (Pya) was found to be the group of choice for the protection of reactive aminofunctions of nucleobases in nucleotide substrates.Sarcosine-containing linker (LCA CPG SAR) was employed due to its known resistance to cleavage by DBU.Several medium-size S2-ODNs were prepared by this approach.Their identity and purity was confirmed by means of 31P NMR, gel electrophoresis, and mass spectrometry.It has been demonstrated that, contrary to a recent report, S2-ODNs are not degraded by DNaseI.
SYNTHESIS OF OLIGONUCLEOTIDES VIA PHOSPHORAMIDITE APPROACH UTILIZING 2-DIPHENYLMETHYLSILYLETYHYL (DPSE) AS A PHOSPHORUS PROTECTING GROUP
Ravikumar, Vasulinga T.,Wyrzykiewicz, Tadeusz K.,Cole, Douglas L.
, p. 9255 - 9266 (2007/10/02)
2-Diphenylmethylsilylethyl (DPSE) is a new protecting group for internucleotidic bonds in the synthesis of oligodeoxyribonucleotides by the phosphoramidite approach.This group is stable to acidic conditions and can be removed under mild β-fragmentation co
SYNTHESIS AND ABSOLUTE CONFIGURATION OF P-CHIRAL O-ISOPROPYL OLIGONUCLEOTIDE TRIESTERS
Stec, Wojciech J.,Zon, Gerald,Gallo, Kathleen A.,Byrd, Andrew R.,Uznanski, Bogdan,Guga, Piotr
, p. 2191 - 2194 (2007/10/02)
New O-isopropylphosphomorpholidite reagents provided the title compounds as mixtures of P-chiral diastereomers, which were separated by HPLC for enzymatic digestion studies and assignment of configuration at phosphorus by chemical correlation with known p
