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Nucleic Acids Research, 1980, Vol. 8, No. 9 2039-2053
© 1980

Articles

Chemical synthesis of a tridecanucleoside dodecaphosphate sequence of SV40 DNA

J.B. Chattopadhyaya and C.B. Reese

Department of Chemistry, King's College Strand, London WC2R 2LS, UK

Received March 21, 1980. The preparation, by the phosphotriester approach, of d[C-T-A-T-T-C-C-A-G-A-A-G-T] from one tetranucleoside triphosphate and three trinucleoside diphosphate blocks is described. The use of the O-dibromomethylbenzoyl (DBMB) protecting group in oligodaoxyribonucleotide synthesis is described for the first time. Internucleotide linkages are protected by O-chlorophenyl groups which are finally removed by treatment with the N1,N1,N3,N3-tetramethylguanidinium salt of syn-4-nitrobenxaldoxime. The first phos-phorylation step (leading to phosphodiester intermediates) is carried out by treatment with O-chlorophenyl phosphorodi-(l,2,4-triazolide) followed by treatment with water and triethylamine. 1-Mesitylenesulphonyl-3-nitro-1,2,4-triazole (MSNT) is used as the activating agent in the second phos-phorylation step in which 5'-protected mono- and di-nucleotides are condensed with nucleoside building blocks containing unprotected 3'-hydroxy functions.


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