Synthesis of selenium-derivatized nucleosides and oligonucleotides for X-ray crystallography
Synthesis of selenium-derivatized nucleosides and oligonucleotides for X-ray crystallography
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DOI：
10.1081/ncn-100105907
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发表时间：
2001-01-01
影响因子：
1.3
通讯作者：
Huang, Z
中科院分区：
文献类型：
--
作者：
Carrasco, N;Ginsburg, D;Huang, Z
我们在此报告了含硒核苷和寡核苷酸类似物的合成，硒作为异常散射中心，能够在核苷酸 X 射线晶体学中进行 MAD 相位测定。我们开发了一种相转移方法来在 A C G、T. 和 U 核苷的 5' -位置引入硒功能。在掺入硒官能团时，离去基团（溴、甲磺酰和甲苯磺酰）很容易被硒化钠、二硒化钠和甲基硒化钠取代，产率高于 90%。硒衍生的寡核苷酸已通过亚磷酰胺化学合成。
We report here the synthesis of nucleoside and oligonucleotide analogs containing selenium, which serves as an anomalous scattering center to enable MAD phase determination in nucleotide X-ray crystallography. We have developed a phase transfer approach to introduce the selenium functionality in A C G, T. and U nucleosides at 5 ' -positions. In the incorporation of the selenium functionality, the leaving groups (bromide, mesyl. and tosyl) were readily displaced by sodium selenide, sodium diselenide, and sodium methyl selenide with yields higher than 90%. Selenium-derivatized oligonucleotides have been synthesized via phosphoramidite chemistry.