- Solution-phase synthesis of phosphorothioate oligonucleotides using a solid-supported acyl chloride with H-phosphonate chemistry
-
The synthesis of oligonucleotides from dimers to a hexamer by a H-phosphonate approach in solution using solid-supported acyl chloride is reported herein. This strategy avoids the use of chromatography. The work-ups have been simplified and involve filtra
- Adamo, Ilaria,Dueymes, Cecile,Schoenberger, Andreas,Navarro, Aude-Emmanuelle,Meyer, Albert,Lange, Meinolf,Imbach, Jean-Louis,Link, Fritz,Morvan, Francois,Vasseur, Jean-Jacques
-
p. 436 - 448
(2007/10/03)
-
- The H-phosphonate approach to the synthesis of oligonucleotides and their phosphorothioate analogues in solution
-
A new approach to the synthesis of oligonucleotides and oligonucleotide phosphorothioates in solution is described; it is based on H-phosphonate coupling [with bis(2-chlorophenyl) phosphorochloridate 22 as the coupling agent] at -40 deg C, followed by in situ sulfur transfer involving either 2-(4-chlorophenylsulfanyl)isoindole-1,3(2H)-dione 23a or 4-[(2-cyanoethyl)sulfanyl]morpholine-3,5-dione 26. The yields of the coupling and sulfur transfer reactions are virtually quantitative and, following unblocking by previously reported procedures, very pure products (d[ApC], d[TpGpApC], d[TpGp(s)ApC], d[Gp(s)A] and d[Cp(s)Tp(s)Gp(s)A]) are obtained.
- Reese, Colin B.,Quanlai, Song
-
p. 1477 - 1486
(2007/10/03)
-
- A new approach to oligonucleotide synthesis in solution
-
A new approach, based on the use of 3'-H-phosphonate building blocks, is described for the synthesis of oligonucleotides and their phosphorothioate analogues in solution.
- Reese, Colin B.,Song, Quanlai
-
p. 2027 - 2031
(2007/10/03)
-