Journal
NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS
Volume 31, Issue 5, Pages 423-431Publisher
TAYLOR & FRANCIS INC
DOI: 10.1080/15257770.2012.670739
Keywords
Deoxyribonucleotides; one-pot synthesis; proton sponge; dNTP; Ludwig procedure
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A facile, straightforward, reliable, and an efficient method for the gram-scale chemical synthesis of both purine deoxynucleotides such as 2'-deoxyguanosine-5'-triphosphate (dGTP) and 2'-deoxyadenosine-5'-triphosphate (dATP) and pyrimidine deoxynucleotides such as 2'-deoxycytidine-5'-triphosphate (dCTP), thymidine-5'-triphosphate (TTP), and 2'-deoxyuridine-5'-triphosphate (dUTP) starting from the corresponding nucleoside is described. This improved one-pot, three step Ludwig synthetic strategy involves the monophosphorylation of nucleoside followed by reaction with tributylammonium pyrophosphate and hydrolysis of the resulting cyclic intermediate to provide the corresponding dNTP in good yields (65%-70%).
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