Prhavc M, Bhat B, Just G, Cook P D, Manoharan M
Department of Medicinal Chemistry, Isis Pharmaceuticals, Inc., Carlsbad, California, USA.
Nucleosides Nucleotides Nucleic Acids. 2001 Apr-Jul;20(4-7):995-7. doi: 10.1081/NCN-100002476.
Synthesis of a novel ribo-MMI dimer with 2'-OH and 2'-OMe in 5'- and 3'-nucleosides, respectively is presented. The synthesis was accomplished by reductive coupling of 3'-deoxy-3'-C-formyluridine and 2'-O-methyl-5'-O-methylaminouridine via a thioacetal as the key intermediate for the top part of the dimer. Incorporation of ribo-MMI dimers into oligonucleotides increased binding affinity for target RNA.
本文介绍了一种新型核糖 - MMI二聚体的合成方法，该二聚体在5'-和3'-核苷中分别含有2'-OH和2'-OMe。合成过程是通过3'-脱氧-3'-C-甲酰基尿苷和2'-O-甲基-5'-O-甲基氨基尿苷经硫代缩醛作为二聚体顶部关键中间体进行还原偶联来完成的。将核糖 - MMI二聚体掺入寡核苷酸中可提高对靶RNA的结合亲和力。
