The 2-Thioanalogues of /RNA Components Derived from 5-Hydroxyuridine
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چکیده
The synthesis of 5-cyanomethoxy-2-thiouracil (5b) is described. The acid catalysed ethanolysis of 5b leads to 5-ethoxycarbonylmethoxy-2-thiouracil (5a). Condensations of 5-methoxy-2thiouracil (5) and 5a with the sugar component 7 using the "silyl method" yield peracylated 5-methoxy-2-thiouridine (8) and 5-ethoxycarbonylmethoxy-2-thiouridine (8a), which under treatment with sodium methanolate/methanol afford title 5-methoxy-2-thiouridine (1) (smoU) and 5-methoxycarbonylmethoxy-2-thiouridine (2) (s mcmoU), respectively.
منابع مشابه
Inhibition of ribonucleic acid polymerase by 5-hydroxyuridine 5'-triphosphate.
5-Hydroxyuridine triphosphate was synthesized and its effectiveness as substrate for deoxyribonucleic acid-dependent ribonucleic acid polymerase was determined. The analogue was incorporated into RNA to a very low extent as compared to naturally occurring nucleoside triphosphates, and it replaced uridine triphosphate to a much greater extent than any of the other nucleoside triphosphates. The a...
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5-Hydroxyuridine triphosphate was synthesized and its effectiveness as substrate for deoxyribonucleic acid-dependent ribonucleic acid polymerase was determined. The analogue was incorporated into RNA to a very low extent as compared to naturally occurring nucleoside triphosphates, and it replaced uridine triphosphate to a much greater extent than any of the other nucleoside triphosphates. The a...
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The uridine-5-0-derivatives, 5-methoxyuridine (mo5U) and uridine-5-oxyacetic acid (cmo5U) occupy the first position of anticondons in certain tRNA species of B. subtilis and E. coli, respectively. Here we present experimental evidence showing that both modifications are derived from a common precursor, 5-hydroxyuridine. Incompletely modified tRNASer and tRNAVal from E. coli met- rel-. All five ...
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