title: Facile protection-free one-pot chemical synthesis of nucleoside-5'-tetraphosphates.
abstract: A new, straightforward, reliable, and convenient protection-free one-pot method for the synthesis of 2'-deoxynucleoside-5'-tetraphosphate and ribonucleoside-5'-tetraphosphate is reported. The present synthetic strategy involves the monophosphorylation of a nucleoside followed by reaction with tris-(tri-n-butylammonium) triphosphate and subsequent hydrolysis of the putative cyclic tetrametaphosphate intermediate to provide nucleoside-5'-tetraphosphate in moderate yield with high purity. A plausible mechanism is proposed to account for the formation of product.
authors.affiliation: Bioorganic Chemistry Division, Life Technologies Corporation, Austin, Texas 78744-1832, USA. anil.kore@lifetech.com
authors.forename: Anilkumar R
authors.initials: AR
authors.lastname: Kore
authors.forename: Annamalai
authors.initials: A
authors.lastname: Senthilvelan
authors.forename: Balasubramanian
authors.initials: B
authors.lastname: Srinivasan
authors.forename: Muthian
authors.initials: M
authors.lastname: Shanmugasundaram
mesh_terms: D000227:Adenine Nucleotides / Q000138:chemical synthesis* / Q000737:chemistry; D015226:Dinucleoside Phosphates / Q000138:chemical synthesis* / Q000737:chemistry; D006159:Guanosine Tetraphosphate / Q000138:chemical synthesis* / Q000737:chemistry; D006868:Hydrolysis; D010766:Phosphorylation; D011122:Polyphosphates / Q000737:chemistry; D014500:Uracil Nucleotides / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000227:Adenine Nucleotides; D015226:Dinucleoside Phosphates; D011122:Polyphosphates; D014500:Uracil Nucleotides; C035436:uridine 5'-tetraphosphate; C017991:adenosine 5'-tetraphosphate; D006159:Guanosine Tetraphosphate; C022074:sodium tetrametaphosphate