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  • Title: Improved synthesis of 2'-amino-2'-deoxyguanosine and its phosphoramidite.
    Author: Dai Q, Deb SK, Hougland JL, Piccirilli JA.
    Journal: Bioorg Med Chem; 2006 Feb 01; 14(3):705-13. PubMed ID: 16202607.
    Abstract:
    2'-Amino-2'-deoxynucleosides and oligonucleotides containing them have proven highly effective for an array of biochemical applications. The guanosine analogue and its phosphoramidite derivatives have been accessed previously from 2'-amino-2'-deoxyuridine by transglycosylation, but with limited overall efficiency and convenience. Using simple modifications of known reaction types, we have developed useful protocols to obtain 2'-amino-2'-deoxyguanosine and two of its phosphoramidite derivatives with greater convenience, fewer steps, and higher yields than reported previously. These phosphoramidites provide effective synthons for the incorporation of 2'-amino-2'-deoxyguanosine into oligonucleotides.
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