title: An improved protection-free one-pot chemical synthesis of 2'-deoxynucleoside-5'-triphosphates.
abstract: 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%).
authors.affiliation: Life Technologies Corporation, Bioorganic Chemistry Division, Austin, Texas 78744-1832, USA. anil.kore@lifetech.com
authors.forename: Anilkumar R
authors.initials: AR
authors.lastname: Kore
authors.forename: Muthian
authors.initials: M
authors.lastname: Shanmugasundaram
authors.forename: Annamalai
authors.initials: A
authors.lastname: Senthilvelan
authors.forename: Balasubramanian
authors.initials: B
authors.lastname: Srinivasan
mesh_terms: D060326:Chemistry Techniques, Synthetic / Q000379:methods*; D011122:Polyphosphates / Q000737:chemistry*; D011685:Purine Nucleotides / Q000138:chemical synthesis* / Q000737:chemistry*; D011742:Pyrimidine Nucleotides / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D011122:Polyphosphates; D011685:Purine Nucleotides; D011742:Pyrimidine Nucleotides; C005692:triphosphoric acid