Hosaka H, Suzuki Y, Sato H, Gug-Kim S, Takaku H
Department of Industrial Chemistry, Chiba Institute of Technology, Japan.
Nucleic Acids Res. 1991 Jun 11;19(11):2935-40. doi: 10.1093/nar/19.11.2935.
Improvement of the new phosphite method for the synthesis of oligodeoxyribonucleotides using the deoxyribonucleoside 3'-bis(1,1,1,3,3,3- hexafluoro-2-propyl) phosphite unit has been carried out via the hydrolysis and capping steps, without any side reaction products. The new phosphite unit and capping agent, bis(1,1,1,3,3,3-hexafluoro-2-propyl)-2-propyl phosphite, is readily activated by N-methylimdazole under very mild condition on a solid support. This operation involves a one pot reaction, which is an advantage over both the phosphite and H- phosphonate approaches. The mechanism of internucleotidic bond formation of the new phosphite method is also discussed.
通过水解和封端步骤对使用亚磷酸脱氧核苷3'-双(1,1,1,3,3,3-六氟-2-丙基)亚磷酸酯单元合成寡脱氧核糖核苷酸的新亚磷酸酯方法进行了改进,未产生任何副反应产物。新的亚磷酸酯单元和封端剂双(1,1,1,3,3,3-六氟-2-丙基)-2-丙基亚磷酸酯在非常温和的条件下于固体支持物上很容易被N-甲基咪唑活化。该操作涉及一锅反应,这是相对于亚磷酸酯法和H-亚膦酸酯法的一个优势。还讨论了新亚磷酸酯法中核苷酸间键形成的机制。