Enzymatic Synthesis of Biologically Active 5-Substituted Analogues of 2ʹ-Deoxyuridine by Lactobacillus leichmannii Nucleoside Deoxyribosyltransferase Type II

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Дәйексөз келтіру

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Ашық рұқсат Ашық рұқсат
Рұқсат жабық Рұқсат берілді
Рұқсат жабық Тек жазылушылар үшін

Аннотация

Enzymatic transglycosylation reactions catalysed by Lactobacillus leichmannii nucleoside deoxyribosyltransferase type II in the presence of 7-methyl-2′-deoxyguanosine and modified pyrimidine heterocyclic bases were studied. The choice of 7-methyl-2′-deoxyguanosine as a nucleoside donor of a carbohydrate residue allowed the enzymatic synthesis of 5-substituted 2′-deoxyuridine derivatives in high yields. Biologically active 2ʹ-deoxyuridine derivatives were obtained, three ones currently used in clinical practice in antiviral and antitumour therapy. The selected enzyme-catalyst, initial ratios of molar concentrations of substrates and the selected nucleoside-donor – source of carbohydrate residue will make it possible to develop environmentally friendly biochemical methods for the preparation of practically important modified nucleosides.

Толық мәтін

Рұқсат жабық

Авторлар туралы

C. Alexeev

Engelhardt Institute of Molecular Biology, Russian Academy of Sciences

Хат алмасуға жауапты Автор.
Email: micelle@mail.ru
Ресей, ul. Vavilova 32, Moscow, 119991

A. Sergievskaia

MIREA Russian Technological University

Email: micelle@mail.ru

Lomonosov Institute of Fine Chemical Technologies

Ресей, prosp. Vernadskogo 86, Moscow, 119571

D. Platov

Engelhardt Institute of Molecular Biology, Russian Academy of Sciences; MIREA Russian Technological University

Email: micelle@mail.ru

Lomonosov Institute of Fine Chemical Technologies

Ресей, ul. Vavilova 32, Moscow, 119991; prosp. Vernadskogo 86, Moscow, 119571

M. Drenichev

Engelhardt Institute of Molecular Biology, Russian Academy of Sciences

Email: micelle@mail.ru
Ресей, ul. Vavilova 32, Moscow, 119991

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Әрекет
1. JATS XML
Жүктеу
2. Figure 1.5-Substituted derivatives of 2'-deoxyuridine used in antiviral and antitumor therapy.

Жүктеу (291KB)
Метадеректер
3. 2. Enzymatic synthesis of 5-I-dUrd. Conditions: 25 mM HEPES, pH 7.4, 20°C, NDT II L. leichmanii, concentrations of acceptor and donor were 0.2 and 0.6 mM (ratio 1 : 3).

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Метадеректер
4. Scheme 1. Enzymatic transglycosylation reaction catalyzed by nucleoside phosphorylases (NP). B1 and B2 are purine and/or pyrimidine heterocyclic bases.

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Метадеректер
5. Scheme 2. Enzymatic transglycosylation reaction catalyzed by nucleoside deoxyribosyltransferase (NDT). B1 and B2 are purine and/or pyrimidine heterocyclic bases.

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Метадеректер

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