247234-07-7Relevant academic research and scientific papers
Efforts toward the expansion of the genetic alphabet: Information storage and replication with unnatural hydrophobic base pairs
Ogawa, Anthony K.,Wu, Yiqin,McMinn, Dustin L.,Liu, Jianquan,Schultz, Peter G.,Romesberg, Floyd E.
, p. 3274 - 3287 (2007/10/03)
The faithful recognition of the interstrand hydrogen bonds between complementary nucleobases forms the foundation of the genetic code. The ability to replicate DNA containing a stable third base pair would allow for an expansion of the information content
Disiloxane-protected 2-deoxyribonolactone as an efficient precursor to 1,2-dideoxy-1-β-aryl-D-ribofuranoses
Wichai, Uthai,Woski, Stephen A.
, p. 1173 - 1175 (2008/02/09)
(matric presented) Aryl C-nucleosides are analogues of natural nucleosides where the bases have been replaced with aromatic moieties. Work herein describes the highly stereoselective syntheses of non-hydrogen-bonding carbocyclic derivatives using a disiloxane-protected 2-deoxy-D-ribono-1,4-lactone as a stable and readily accessible starting material. Unlike the bis(TBDMS)-protected congener, this compound enables the use of sterically congested ortho-substituted aryllithium reagents in the initial addition reaction.
