Syntheses of Heterocyclic Ethenyl C-Nucleosides for Recognition of Inverted Base Pairs within the DNA Triple Helix by Stereoselective Intramolecular Cyclization and Olefin Metathesis.

[摘要]：Canonical recognition of gene sequences would allow precise means for specific genetic intervention. Unfortunately, specific recognition of two of the four possible base pairs by triplex-forming oligonucleotide (TFO) as X譚-A and Y證-G within a triplex currently remains elusive. A series of C1-ethenyl nucleosides have been devised and evaluated extensively for stability and specificity by mol. dynamics simulation. A synthesis via olefin metathesis of the unprotected heterocycle and a conveniently prepd. anomerically pure C1-vinyl 2-deoxyribofuranose is presented as a significant improvement over a previously reported strategy.

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