4.7 Article

Cyanamide as a prebiotic phosphate activating agent - catalysis by simple 2-oxoacid salts

Journal

CHEMICAL COMMUNICATIONS
Volume 53, Issue 87, Pages 11893-11896

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c7cc07517k

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Funding

  1. Medical Research Council [MC_UP_A024_1009]
  2. Simons Foundation [290362]
  3. MRC [MC_UP_A024_1009] Funding Source: UKRI
  4. Medical Research Council [MC_UP_A024_1009] Funding Source: researchfish

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Cyanamide is a prebiotically plausible compound that has previously been invoked as a phosphate activating agent. However, its reactions with phosphate monoesters are very slow and tend to be low yielding. We now report a fast and efficient phosphate activation reaction using cyanamide in the presence of glyoxylate or pyruvate. These simple 2-oxoacid salts are shown to function as catalysts and in an optimised system, adenosine-30-phosphate was converted to adenosine-20,30-cyclic phosphate in 95% yield.

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