Luo, Min; Groaz, Elisabetta; Froeyen, Mathy; Pezo, Valerie; Jaziri, Faten; Leonczak, Piotr; Schepers, Guy; Rozenski, Jef; Marliere, Philippe; Herdewijn, Piet published an article in Journal of the American Chemical Society. The title of the article was 《Invading Escherichia coli genetics with a xenobiotic nucleic acid carrying an acyclic phosphonate backbone (ZNA)》.Quality Control of (R)-Oxiran-2-ylmethanol The author mentioned the following in the article:
A synthetic orthogonal polymer embracing a chiral acyclic-phosphonate backbone [(S)-ZNA] is presented that uniquely adds to the emerging family of xenobiotic nucleic acids (XNAs). (S)-ZNA consists of reiterating six-atom structural units and can be accessed in few synthetic steps from readily available phophonomethylglycerol nucleoside (PMGN) precursors. Comparative thermal stability experiments conducted on homo- and heteroduplexes made of (S)-ZNA are described that evince its high self-hybridization efficiency in contrast to poor binding of natural complements. Although preliminary and not conclusive, CD data and dynamic modeling computations provide support to a left-handed geometry of double-stranded (S)-ZNA. Nonetheless, PMGN diphosphate monomers were recognized as substrates by Escherichia coli polymerase I as well as being imported into E. coli cells equipped with an algal nucleotide transporter. A further investigation into the in vivo propagation of (S)-ZNA culminated with the demonstration of the first synthetic nucleic acid with an acyclic backbone that can be transliterated to DNA by the E. coli cellular machinery. In the experiment, the researchers used (R)-Oxiran-2-ylmethanol(cas: 57044-25-4Quality Control of (R)-Oxiran-2-ylmethanol)
(R)-Oxiran-2-ylmethanol(cas: 57044-25-4) is a chiral building block used to construct an epoxyvinyl iodide intermediate in a synthesis of a furanocembrane, a marine natural product.Quality Control of (R)-Oxiran-2-ylmethanol
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts