Synthesis and selective cleavage of an oligodeoxynucleotide containing a bridged intemucleotide 5′-phosphorothioate linkage
Open Access
- 1 January 1991
- journal article
- Published by Oxford University Press (OUP) in Nucleic Acids Research
- Vol. 19 (7) , 1437-1441
- https://doi.org/10.1093/nar/19.7.1437
Abstract
A self complementary oligodeoxynucleotide dodecamer containing an achiral bridged 5′-phosphorothloate linkage 3′-O-P-S-5′ has been prepared using the solid phase phosphoramidite procedure. For the incorporation of the phosphorothioate link we have used a 5′-(S-trityl)mercapto-5′-deoxythymidine-3′-phosphoramidlte. After coupling this building block the S-trityl group was removed by silver ions. The free thiol molety was then coupled with a standard phosphoramldite in the presence of tetrazole. After oxidation of the 5′-phosphorothioite with iodine/water the synthesis was continued with standard building blocks up to the desired dodecamer. This backbone modified dodecamer can be cleaved selectively and quantitatively at the P-S bond by silver or mercuric ions under very mild conditions.Keywords
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