BUILDING-BLOCKS FOR OLIGONUCLEOTIDE ANALOGS WITH DIMETHYLENE SULFIDE, SULFOXIDE, AND SULFONE GROUPS REPLACING PHOSPHODIESTER LINKAGES
BUILDING-BLOCKS FOR OLIGONUCLEOTIDE ANALOGS WITH DIMETHYLENE SULFIDE, SULFOXIDE, AND SULFONE GROUPS REPLACING PHOSPHODIESTER LINKAGES
复制标题
DOI：
10.1021/jo00012a018
复制
发表时间：
1991-06-07
影响因子：
3.6
通讯作者：
BENNER, SA
中科院分区：
文献类型：
--
作者：
HUANG, Z;SCHNEIDER, KC;BENNER, SA
提出了两种用于合成3 '，5'-双脱氧核糖核苷的路线，所述双脱氧核糖核苷是合成寡脱氧核苷酸类似物所需的结构单元，其中OPO 2 O基团被CH 2SCH 2、CH 2SOCH 2和CH 2SO 2CH 2单元取代。其中两个已经被偶联以产生不带电荷的二核苷酸类似物。作为对酶和化学水解稳定的天然寡核苷酸的等排、非手性和非离子类似物，这些分子具有作为实验室中的探针的潜在应用，用于研究个体基因在生物功能中的作用，以及作为用于治疗疾病的“反义"寡核苷酸类似物。
Two routes are presented for the synthesis of 3',5'-bishomodeoxyribonucleosides, building blocks needed to synthesize oligodeoxynucleotide analogues where the OPO2O groups are replaced by CH2SCH2, CH2SOCH2, and CH2SO2CH2 units. Two of these have been coupled to create an uncharged analogue of a dinucleotide. As isosteric, achiral, and nonionic analogues of natural oligonucleotides stable to both enzymatic and chemical hydrolysis, such molecules have potential application as probes in the laboratory, in studies of the role of individual genes in biological function, and as ''antisense'' oligonucleotide analogues for the treatment of diseases.