1246763-86-9Relevant academic research and scientific papers
Enantiomeric selection properties of β-homoDNA: Enhanced pairing for heterochiral complexes
D'Alonzo, Daniele,Amato, Jussara,Schepers, Guy,Froeyen, Matheus,Van Aerschot, Arthur,Herdewijn, Piet,Guaragna, Annalisa
, p. 6662 - 6665 (2013)
De gustibus: β-homoDNA has the singular property of being able to pair with homochiral complements of opposite chirality, with a greater stability than that observed in the corresponding isochiral complexes. Relevant to etiological investigations on nucleic acid structure, these results suggest the existence of a relationship between carbohydrate structure and stereoselectivity of the hybridization processes of the corresponding nucleic acids. Copyright
Toward l-homo-DNA: Stereoselective de novo synthesis of β-L-erythro-hexopyranosyl nucleosides
Dalonzo, Daniele,Guaragna, Annalisa,Van Aerschot, Arthur,Herdewijn, Piet,Palumbo, Giovanni
experimental part, p. 6402 - 6410 (2010/12/24)
A novel route to 2′,3′-dideoxy-β-l-erythro-hexopyranosyl nucleosides equipped with a 1′-(N6-benzoyladenin-9-yl) or a 1′-(thymin-1-yl) moiety has been developed. Synthesis of the enantiopure sugar moiety was carried out by a de novo approach based on a domino reaction as the key step. N-Glycosidation was explored via either nucleobase-transfer mechanism (B = T) or in situ anomerization (B = A or T), affording target nucleosides with high overall stereoselectivity.
