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  • Title: Synthesis of selenium-derivatized nucleosides and oligonucleotides for X-ray crystallography.
    Author: Carrasco N, Ginsburg D, Du Q, Huang Z.
    Journal: Nucleosides Nucleotides Nucleic Acids; 2001 Sep; 20(9):1723-34. PubMed ID: 11580197.
    Abstract:
    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.
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