Literature DB >> 16671785

One-flask synthesis of dinucleoside tetra- and pentaphosphates.

Qianwei Han1, Barbara L Gaffney, Roger A Jones.   

Abstract

[reaction: see text] We report a one-flask route for the synthesis of dinucleoside tetra- and pentaphosphates, in isolated yields of 50-85%. This route relies on a mixture of P(III) and P(V) chemistries, using phosphitylation of a protected nucleoside with 2-chloro-4H-l,3,2-benzo-dioxaphosphorin-4-one (salicylchlorophosphite), followed by sequential reaction with inorganic pyrophosphate and a nucleoside 5' mono- or diphosphate.

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Year:  2006        PMID： 16671785      PMCID： PMC2535934          DOI： 10.1021/ol060491d

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


  23 in total

Review 1.  Dinucleoside polyphosphates-friend or foe?

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2.  Synthetic inhibitors of adenylate kinases in the assays for ATPases and phosphokinases.

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3.  Proton and phosphorus-31 NMR study of the dependence of diadenosine tetraphosphate conformation on metal ions.

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Review 4.  Synthesis of dinucleoside polyphosphates catalyzed by firefly luciferase and several ligases.

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Review 5.  Specific and nonspecific enzymes involved in the catabolism of mononucleoside and dinucleoside polyphosphates.

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6.  Cyclization of the phosphate side chain of adenosine triphosphate: formation of monoadenosine 5'-trimetaphosphate.

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7.  Vasoactivity of diadenosine polyphosphates in human small mesenteric resistance arteries.

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8.  Endogenous diadenosine tetraphosphate, diadenosine pentaphosphate, and diadenosine hexaphosphate in human myocardial tissue.

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9.  Mechanism of synthesis of adenosine(5')tetraphospho(5')adenosine (AppppA) by aminoacyl-tRNA synthetases.

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

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  10 in total

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