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Nucleic Acids Research, 1981, Vol. 9, No. 22 6139-6152
© 1981

CHEMISTRY

Synthesis of 4-triazolopyrimidinone nucleotide and its application in synthesis of 5-methylcytosine-containing oligodeoxyribonucleotides

Wing L. Sung

Division of Biological Sciences, National Research Council of Canada Ottawa, Canada K1A 0R6

Received August 5, 1981. 5'-0-Dimethoxytritylthymidine (2) was phosphorylated and base-modified simultaneously to yield the 4-triazolopyrimidinone nucleotide (3). Coupling between (3) and other common deoxyribonucleotides gave a fully protected nonamer (4). Deblocking under different conditions yielded the nonamer as phosphodiester with concomitant conversion of 4-triazolopyrimidinone to 5-methylcytosine (aqueous anmonia) or thymine (N1,N1,N3,N3-tetramethyl - guanidinium syn-4-nitrobenzaldoximate solution).


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