Studies on enzymatic transglycosylation catalyzed by bacterial Nucleoside deoxyribosyltransferase II and Nucleoside phosphorylase for the synthesis of pyrimidine 2′- Deoxyribonucleosides containing modified heterocyclic base

A comparative analysis of enzymatic transglycosylation reactions catalyzed by Lactobacillus leich-mannii NDT II and Escherichia coli PNP in the presence of various glycosyl donors and under dif-ferent conditions was performed to synthesize modified 2MODIFIER LETTER PRIME-deoxynucleosides. Substitution of Es-cherichia coli PNP with Lactobacillus leichmannii NDT II allowed the synthesis of various deoxynu-cleosides from different glycosyl donors in 39-100% yields. The replacement of thymidine as a commonly used NDT substrate with 7-Methyl-2 '-deoxyguanosine as a novel glycosyl-donor al-lowed the enzymatic synthesis of 2 '-deoxycytidine derivatives and 5-substituted 2 '-deoxyuridine derivatives, which is essential for further elaboration of eco-friendly technologies for synthesis of base-modified nucleosides.