20816-58-4Relevant articles and documents
Synthesis of imidazole-activated ribonucleotides using cyanogen chloride
Yi, Ruiqin,Hongo, Yayoi,Fahrenbach, Albert C.
supporting information, p. 511 - 514 (2018/01/19)
We report the syntheses of ribonucleoside 5′-monophosphates activated with imidazole, using a mechanism which relies on the in situ generation of cyanogen chloride from the reaction of cyanide anion with hypochlorous acid. Cyanogen chloride reacts rapidly with imidazole to form diimidazole imine as the major product, a species which affords the activation of ribonucleoside 5′-monophosphates to their 5′-phosphorimidazolides.
A Simple synthesis of sugar nucleoside diphosphates by chemical coupling in water
Tanaka, Hidenori,Yoshimura, Yayoi,Jürgensen, Malene R.,Cuesta-Seijo, Jose A.,Hindsgaul, Ole
supporting information, p. 11531 - 11534 (2013/01/15)
Sugar nucleotides made easy: The new reagent ImIm , which is formed in-situ in water, is shown to activate nucleoside 5'-phosphates to their imidazolides, these can subsequently couple with sugar-1-phosphates; the whole procedure takes place in water. This truly simple method yields a crude product mixture that can be used directly as a source of donors for glycosyltransferase- mediated oligsaccharide synthesis. In the scheme, B stands for the nucleobases U, A, or G. Copyright
Engineering human FHIT, a diadenosine triphosphate hydrolase, into an efficient dinucleoside polyphosphate synthase
Huang, Kaisheng,Frey, Perry A.
, p. 9548 - 9549 (2007/10/03)
The putative human tumor suppressor gene FHIT encodes Fhit, the fragile histidine triad protein. Fhit is thought to participate in a signal transduction pathway involving dinucleoside polyphosphates. Fhit catalyzes the Mg2+-dependent hydrolysis of P1-5′-O-adenosine-P3-5′-O-adenosine triphosphate (Ap3A) to AMP and MgADP. Mutation of His96 to glycine disables Fhit as a catalyst for the hydrolysis of phosphoanhydrides such as Ap3A. However, the mutated enzyme H96G-Fhit efficiently catalyzes the synthesis of phosphoanhydride bonds in reactions of nucleoside-5′-phosphimidazolides with nucleoside di- and triphosphates. H96G-Fhit can be employed in the synthesis of a wide range of dinucleoside tri- and tetraphosphates. We here describe the use of H96G-Fhit to catalyze the synthesis of Ap3A, Ap3C, Ap3G, Ap3T, Ap3U, Cp3U, Tp3U, dAp3U, Ap4A, Ap4U, and the fluorescent Ap4etheno-C. Copyright