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1 article(s) from Stepchenko, Vladimir A

Enzymatic synthesis and phosphorolysis of 4(2)-thioxo- and 6(5)-azapyrimidine nucleosides by E. coli nucleoside phosphorylases

Vladimir A. Stepchenko,
Anatoly I. Miroshnikov,
Frank Seela and
Igor A. Mikhailopulo

Beilstein J. Org. Chem. 2016, 12, 2588–2601, doi:10.3762/bjoc.12.254

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Scheme 1: Enzymatic synthesis of 2-deoxy-β-D-ribofuranosides 1b–5b of the heterocyclic bases 1a–5a. Regents a...

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Scheme 2: Phosphorolysis of nucleosides 1b–5b and related pyrimidine nucleosides (2’-deoxyuridine, thymidine,...

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Figure 1: Phosphorolysis of a number of 2’-deoxy-β-D-ribofuranosides of uracil and thymine, and their 6-aza d...

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Figure 2: Phosphorolysis of 2′-deoxyuridine and thymidine, their 4- and 2-thio derivatives and 6-aza-2-thioth...

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Figure 3: Supposed monoanionic forms of 4-thiouracil and 2-thiouracil in aqueous medium [48,49].

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Figure 4: Phosphorolysis of 6-aza-2-thiothymidine (5b), 4-thiothymidine (11a) and 4-thio-2′-deoxyuridine (1b)...

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Figure 5: Structures of 2-thiopyrimidine(9–12) and 5-azacytidine (13 and 14) nucleosides.

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Figure 6: Energy minimized structures of N³-(β-D-ribofuranosyl)adenine (left) and 5-aza-2′-deoxycytidine (rig...

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Figure 7: Structures of 6-azapyrimidines 15–18 tested for E. coli UP and TP.

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Figure 8: Geometry optimized structures (PM3 method) of 5-tert-butyl-6-azauracil (15) and 5-phenyl-6-azauraci...

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Figure 9: The UV spectra of 4-thio-2′-deoxyuridine (1b).

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Figure 10: The UV spectra of 6-aza-2-thiothymidine (5b).

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Published 01 Dec 2016

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