Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5215332 | Tetrahedron | 2015 | 8 Pages |
Enzymatically and chemically stable amide-linked di/oligonucleosides are highly desired synthetic targets in which the phosphodiester linkages in native DNA are replaced by amide linkers of appropriate length and stereochemistry. The five-atom amide-linked dimers, synthesized from 3â²-amino-3â²-deoxy thymidine, α-(l/d) proline/prochiral glycine and thymidine/uridine-4â²carboxylic acid derivatives, were incorporated into the DNA backbone to achieve partial replacement of selected phosphodiester linkages. The results stressed the importance of the chirality of linker amino acid. d-Proline was found to be the most compatible as an internucleoside linker in the DNA backbone to stabilize the complexes with DNA or RNA as compared to l-proline and glycine.
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