Synthesis of Dinucleoside Triphosphates with Pyrimidine Bases

Wang, Qiang; Gong, Shan Shan; Sun, Qi

doi:10.4028/www.scientific.net/amr.1023.91

Cited by 1 publication

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“…Finally, the approach developed by the Sun research group for the solution-phase synthesis of NDPs, which involves the activation of a nucleoside 5′-phosphoropiperidate with DCI (Scheme , section ), was adapted for the synthesis of DNPs. ,, As shown in Scheme , the reaction of nucleoside 5′-phosphoropiperidates with nucleotides in the presence of excess DCI led to the formation of more than 20 symmetrical and mixed DNPs with moderate to high yields. , Symmetrical DNPs could also be obtained by reacting nucleoside 5′-phosphoropiperidates with substoichiometric amounts of inorganic phosphate, pyrophosphate, or triphosphate in the presence of excess DCI . Compared to other methods, this approach has a shorter reaction time and higher isolated yields.…”

Section: Miscellaneousmentioning

confidence: 99%

Recent Trends in Nucleotide Synthesis

et al. 2016

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Focusing on the recent literature (since 2000), this review outlines the main synthetic approaches for the preparation of 5'-mono-, 5'-di-, and 5'-triphosphorylated nucleosides, also known as nucleotides, as well as several derivatives, namely, cyclic nucleotides and dinucleotides, dinucleoside 5',5'-polyphosphates, sugar nucleotides, and nucleolipids. Endogenous nucleotides and their analogues can be obtained enzymatically, which is often restricted to natural substrates, or chemically. In chemical synthesis, protected or unprotected nucleosides can be used as the starting material, depending on the nature of the reagents selected from P(III) or P(V) species. Both solution-phase and solid-support syntheses have been developed and are reported here. Although a considerable amount of research has been conducted in this field, further work is required because chemists are still faced with the challenge of developing a universal methodology that is compatible with a large variety of nucleoside analogues.

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