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Derivatization and template-guided ligation of oligodeoxyribonucleotides using cyanogen bromide and N-substituted morpholines.

Origins of life and evolution of the biosphere : the journal of the International Society for the Study of the Origin of Life (2001-09-07)
Z A Shabarova, O A Fedorova, N G Dolinnaya, M B Gottikh
ABSTRAKT

Cyanogen bromide has been found to induce the template-guided condensation of oligonucleotides only in the presence of N-substituted morpholines. Based on 31P, 1H and 13C NMR spectroscopy data, the mechanism of the phosphomonoester group activation by cyanogen bromide in N-substituted morpholine buffers is suggested. It has also been shown that BrCN can be used for the synthesis of oligonucleotide derivatives in aqueous solution.

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Cyanogen bromide solution, 5.0 M in acetonitrile