Pfleiderer W, Matysiak S, Bergmann F, Schnell R
Fakultät für Chemie, Universität Konstanz, Germany.
Acta Biochim Pol. 1996;43(1):37-44.
New blocking group combinations for the machine-aided oligoribonucleotide synthesis on solid phase material have been developed and tested regarding their general application. An acetal function for 2'-OH protection offers a series of advantages in the synthetic approach but special conditions have to be fulfilled in order to guarantee a selective cleavage of the temporary 5'-OH blocking group such as the dansylethoxycarbonyl or even the acid-labile dimethoxytrityl group in the chain elongation process. The final removal of the 2'-O-acetal function in the partially deblocked oligomer proceeds unexpectedly well under weak acidic conditions due to a supposed intramolecular acid catalysis.
已开发并测试了用于在固相材料上进行机器辅助寡核糖核苷酸合成的新型封闭基团组合及其一般应用。用于2'-OH保护的缩醛功能在合成方法中具有一系列优势,但为了确保在链延伸过程中选择性切割临时5'-OH封闭基团(如丹磺酰乙氧基羰基甚至酸不稳定的二甲氧基三苯甲基基团),必须满足特殊条件。由于推测存在分子内酸催化作用,在弱酸性条件下,部分去封闭的寡聚物中2'-O-缩醛功能的最终去除进展出人意料地顺利。