Oligonucleotides containing a new type of acyclic,achiral nucleoside analogue: 1-[3-hydroxy-2-(hydroxymethyl)prop-1-enyl]thymine |
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| Authors: | Boesen Thomas Pedersen Daniel Sejer Nielsen Brian M Petersen Asger B Henriksen Ulla Dahl Britta M Dahl Otto |
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| Affiliation: | Department of Chemistry, The H. C. ?rsted Institute, University of Copenhagen, Universitetsparken 5, DK-2100 Copenhagen, Denmark. |
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| Abstract: | An achiral, acyclic nucleoside analogue has been incorporated once or twice in oligodeoxyribonucleotides by the phosphoramidite method, and conditions found which allow deprotection of the oligonucleotides containing a sensitive modified allylic unit. The binding affinity of the modified oligonucleotides towards complementary DNA and RNA was reduced compared to unmodified DNA (DeltaT(m) -2 to -6.5 degrees C). An oligonucleotide with two modifications at the 3'-end showed considerable resistance towards cleavage with a 3'-exonuclease. |
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