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Gram-scale Chemical Synthesis of 2'-deoxynucleoside-5'-o-triphosphates

Anilkumar R Kore, Muthian Shanmugasundaram, Annamalai Senthilvelan, Balasubramanian Srinivasan

Curr Protoc Nucleic Acid Chem. 2012 Jun;Chapter 13:Unit13.10.

PMID: 22700336

Abstract:

A simple, straightforward, reliable, and efficient method for the chemical synthesis of sodium salt of 2'-deoxynucleoside-5'-O-triphosphates (dNTPs), starting from the corresponding nucleoside, is described. This improved "one-pot, three-step" 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% to 70%). It is noteworthy that the protocol holds good for both the purine deoxynucleotides, such as 2'-deoxyguanosine-5'-O-triphosphate (dGTP) and 2'-deoxyadenosine-5'-O-triphosphate (dATP), and pyrimidine deoxynucleotides, such as 2'-deoxycytidine-5'-O-triphosphate (dCTP), thymidine-5'-O-triphosphate (TTP), and 2'-deoxyuridine-5'-O-triphosphate (dUTP).

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP18423433 Thymidine 5′-triphosphate sodium salt Thymidine 5′-triphosphate sodium salt 18423-43-3 Price
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