Chemical-enzymatic synthesis of 3'-amino-2',3'-dideoxy-β-D-ribofuranosides of natural heterocyclic bases and their 5'-monophosphates

A comparison of enzymatic phosphorylation and phosphatidylation of β-l- and β-d-nucleosides

“…Earlier, we have reported on the efficient enzymatic transformation of natural as well as sugar and base modified b-D-nucleosides into their respective 5¢-monophosphates by using the whole cells of Erwinia herbicola 47/3 (Zinchenko et al 1990;Zaitseva et al 1994;Barai et al 2004). In the present study, we have used partially purified NPT from the Erwinia herbicola 47/3 cells that were cultivated as described (Zinchenko et al 1990).…”

An improved method for the enzymatic transformation of nucleosides into 5?-monophosphates

“…NMP are obtained by microbial synthesis or by isolation from hydrolysates of nucleic acids, which are the main sources of these compounds (Kuninaka & Shoyu 1976). Methods for the production of modified NMP are based either on chemical (Scheit 1980, Burgess & Cook 2000 or on an enzymatic phosphorylation of corresponding nucleosides (Humble et al 1984, Zinchenko et al 1990, Rutkowski & Draminski 1991, Zaitseva et al 1994. The yields of NMPs by chemical phosphorylation of modified nucleosides vary widely depending on the method employed, the structure of initial compounds, and from assay to assay.…”

“…The reactions of the enzymatic 5 0 -monophosphorylation are, however, either reversible or they are inhibited by the reaction products, NMP, which necessitates one to use a phosphate donor in manifold molar excess versus a nucleoside (Giziewicz & Shugar 1975, Humble et al 1984, Zinchenko et al 1990, Zaitseva et al 1994. Microbial and plant nucleoside phosphotransferases (EC 2.7.1.77; NPase) are most widely applied as biocatalysts for the 5 0 -monophosphorylation of nucleosides.…”

“…herbicola 47/3 (Zinchenko et al 1990, Zaitseva et al 1994) as a biocatalyst, was improved by an application of Zn 2+ ions for the precipitation of NMP from the phosphorylating mixture during the course of reaction.…”