Moroder Holger, Puffer Barbara, Micura Ronald
Institute of Organic Chemistry, Center for Molecular Biosciences Innsbruck, Leopold Franzens University Innsbruck, Innrain 52a, Innsbruck, Austria.
Nucleic Acids Symp Ser (Oxf). 2008(52):315-6. doi: 10.1093/nass/nrn159.
Site-specifically modified 2'-methylseleno RNA represents a valuable derivative for phasing of X-ray crystallographic data. Several successful applications in three-dimensional structure determination of nucleic acids, such as the Diels-Alder ribozyme,(1) have relied on these modifications.(2) Currently, preparation of 2'-methylseleno modified oligoribonucleotides is restricted to the 2'-O-[(triisopropylsilyl)oxy]methyl (TOM)(3,4,5) and 2'-O-tert.-butyldimethylsilyl (TBDMS) RNA synthesis methods. Recently, we have introduced synthetic routes to 2'-methylseleno phosphoramidite building blocks of all four standard nucleosides, adenosine, uridine, guanosine, cytidine, that are tailored for the 2'-O-bis(acetoxyethoxy)methyl (ACE) RNA solid-phase synthesis method.(6).
位点特异性修饰的2'-甲基硒代RNA是用于X射线晶体学数据相位分析的一种有价值的衍生物。在核酸三维结构测定中的几个成功应用,如狄尔斯-阿尔德核酶,都依赖于这些修饰。目前,2'-甲基硒代修饰的寡核糖核苷酸的制备仅限于2'-O-[(三异丙基甲硅烷基)氧基]甲基(TOM)和2'-O-叔丁基二甲基甲硅烷基(TBDMS)RNA合成方法。最近,我们已经引入了针对2'-O-双(乙酰氧基乙氧基)甲基(ACE)RNA固相合成方法定制的所有四种标准核苷(腺苷、尿苷、鸟苷、胞苷)的2'-甲基硒代亚磷酰胺构建块的合成路线。