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Chemical and Enzymatic Synthesis of DNA Fragments Containing 5-(β-D-Glucopyranosyloxymethyl)-2′-deoxycytidine − a Modified Nucleoside in T4 Phage DNA

✍ Scribed by Martin de Kort; Peter C. de Visser; Jürgen Kurzeck; Nico J. Meeuwenoord; Gijs A. van der Marel; Wolfgang Rüger; Jacques H. van Boom


Publisher
John Wiley and Sons
Year
2001
Tongue
English
Weight
424 KB
Volume
2001
Category
Article
ISSN
1434-193X

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The synthesis of the recently discovered modified DNA base derivative 20, readily available from thymidine in 48%, afforded the fully protected nucleoside 22 in 96% yield. The 5-(β-D-glucopyranosyloxymethyl)-2Ј-deoxyuridine (β-dJ, 1) is described. TMSOTf mediated β-glucosylation of latter compound w