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

ABSTRACT: 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-3'-phosphate was converted to adenosine-2',3'-cyclic phosphate in 95% yield.

SUBMITTER: Tsanakopoulou M

PROVIDER: S-EPMC5708344 | biostudies-literature | 2017 Oct

REPOSITORIES: biostudies-literature

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

Tsanakopoulou Maria M Sutherland John D JD

Chemical communications (Cambridge, England) 20171001 87

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-3'-phosphate was converted to adenosine-2',3'-cyclic phosphate in 95 ...[more]

PMID: 29043309

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