The Chemoenzymic Synthesis of 2-Chloro- and 2-Fluorocordycepins was written by Denisova, Alexandra O.; Tokunova, Yulia A.; Fateev, Ilja V.; Breslav, Alexandra A.; Leonov, Vladimir N.; Dorofeeva, Elena V.; Lutonina, Olga I.; Muzyka, Inessa S.; Esipov, Roman S.; Kayushin, Alexey L.; Konstantinova, Irina D.; Miroshnikov, Anatoly I.; Stepchenko, Vladimir A.; Mikhailopulo, Igor A.. And the article was included in Synthesis on November 30,2017.Electric Literature of C10H12N4O4 The following contents are mentioned in the article:
Two approaches to the chemoenzymic synthesis of 2-fluorocordycepin and 2-chlorocordycepin were studied: (i) the use of 3′-deoxyadenosine (cordycepin) and 3′-deoxyinosine (3’dIno) as donors of 3-deoxy- D-ribofuranose in the transglycosylation of 2-fluoro- ( 2FAde) and 2-chloroadenine ( 2ClAde) catalyzed by the recombinant E. coli purine nucleoside phosphorylase (PNP), and (ii) the use of 2-fluoroadenosine and 3′-deoxyinosine as substrates of the cross-glycosylation and PNP as a biocatalyst. An efficient method for 3′-deoxyinosine synthesis starting from inosine was developed. However, the very poor solubility of 2ClAde and 2FAde is the limiting factor of the first approach. The second approach enables this problem to be overcome and it appears to be advantageous over the former approach from the viewpoint of practical synthesis of the title nucleosides. The 3-deoxy-α- D-ribofuranose-1-phosphate intermediary formed in the 3’dIno phosphorolysis by PNP was found to be the weak and marginal substrate of E. coli thymidine (TP) and uridine (UP) phosphorylases, resp. Finally, one-pot cascade transformation of 3-deoxy-D-ribose in cordycepin in the presence of adenine and E. coli ribokinase, phosphopentomutase, and PNP was tested and cordycepin formation in ca. 3.4% yield was proved. This study involved multiple reactions and reactants, such as 9-((2R,3R,5S)-3-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-ol (cas: 13146-72-0Electric Literature of C10H12N4O4 ).
9-((2R,3R,5S)-3-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-ol (cas: 13146-72-0) belongs to tetrahydrofuran derivatives. THF (Tetrahydrofuran) is water-miscible and has a low viscosity making it a highly versatile solvent used in a variety of industries. THF can also be synthesized by catalytic hydrogenation of furan. This allows certain sugars to be converted to THF via acid-catalyzed digestion to furfural and decarbonylation to furan, although this method is not widely practiced. THF is thus derivable from renewable resources.Electric Literature of C10H12N4O4
13146-72-0;9-((2R,3R,5S)-3-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-ol;The future of 13146-72-0;New trend of C10H12N4O4 ;function of 13146-72-0