Literature DB >> 23668391

Synthesis of nucleoside tetraphosphates and dinucleoside pentaphosphates via activation of cyclic trimetaphosphate.

Samy Mohamady1, Scott D Taylor.   

Abstract

A procedure for the synthesis of dinucleoside 5'-pentaphosphates (Np5N) and nucleoside 5'-tetraphosphates (Np4) is described. The procedure relies on the activation of cyclic trimetaphosphate followed by a reaction with a nucleoside 5'-monophosphate (NMP) to give intermediates of type 3. Reaction of 3 with water or an NMP gives the desired products in yields ranging from 77 to 86%.

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Year:  2013        PMID: 23668391     DOI: 10.1021/ol4007822

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  7 in total

Review 1.  Beyond Triphosphates: Reagents and Methods for Chemical Oligophosphorylation.

Authors:  Scott M Shepard; Henning J Jessen; Christopher C Cummins
Journal:  J Am Chem Soc       Date:  2022-04-26       Impact factor: 16.383

2.  Nucleoside Tetra- and Pentaphosphates Prepared Using a Tetraphosphorylation Reagent Are Potent Inhibitors of Ribonuclease A.

Authors:  Scott M Shepard; Ian W Windsor; Ronald T Raines; Christopher C Cummins
Journal:  J Am Chem Soc       Date:  2019-11-11       Impact factor: 15.419

3.  Synthesis of α,δ-Disubstituted Tetraphosphates and Terminally-Functionalized Nucleoside Pentaphosphates.

Authors:  Scott M Shepard; Hyehwang Kim; Qing Xin Bang; Norah Alhokbany; Christopher C Cummins
Journal:  J Am Chem Soc       Date:  2020-12-29       Impact factor: 15.419

4.  Cyclotriphosphate: A Brief History, Recent Developments, and Perspectives in Synthesis.

Authors:  Dominik Bezold; Tobias Dürr; Jyoti Singh; Henning J Jessen
Journal:  Chemistry       Date:  2019-12-11       Impact factor: 5.236

5.  The Aryne Phosphate Reaction.

Authors:  Thomas M Haas; Stefan Wiesler; Tobias Dürr-Mayer; Alexander Ripp; Paraskevi Fouka; Danye Qiu; Henning J Jessen
Journal:  Angew Chem Int Ed Engl       Date:  2021-11-22       Impact factor: 16.823

6.  Polymerase synthesis of four-base DNA from two stable dimeric nucleotides.

Authors:  Michael G Mohsen; Debin Ji; Eric T Kool
Journal:  Nucleic Acids Res       Date:  2019-10-10       Impact factor: 16.971

Review 7.  Synthetic Strategies for Dinucleotides Synthesis.

Authors:  Lucie Appy; Crystalle Chardet; Suzanne Peyrottes; Béatrice Roy
Journal:  Molecules       Date:  2019-11-27       Impact factor: 4.411

  7 in total

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