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Chemical synthesis of 13C-labelled monomers for the solid-phase and template controlled enzymatic synthesis of DNA and RNA oligomers

, : Chemical synthesis of 13C-labelled monomers for the solid-phase and template controlled enzymatic synthesis of DNA and RNA oligomers. Tetrahedron Letters 35(36): 6649-6652

The preparation of 13C-labelled ribonucleosides starting from [13C6]-glucose 1 and the corresponding nucleobases 5a-e or 6a-e (N6-benzoyl-adenine, N2-acetyl-guanine, N4-benzoyl-cytosine, uracil and thymine) in 47 – 66% overall yield is described. Their subsequent transformation into 5′-O-dimethoxytrityl protected DNA-phosphoramidites and 5′-O-dimethoxytrityl-2′-O-trialkylsilyl protected RNA-phosphor-amidites for the solid phase synthesis of DNA- and RNA-oligomers and to 5′-O-ribo- and deoxyribo-nucleosidetriphosphates for template controlled enzymatic synthesis (polymerase- or reverse transcriptase reaction) has been carried out.


DOI: 10.1016/s0040-4039(00)73458-7

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