Title |
Selective Phosphonylation of 5′-Adenosine Monophosphate (5′-AMP) via Pyrophosphite [PPi(III)]
|
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Published in |
Origins of Life and Evolution of Biospheres, May 2016
|
DOI | 10.1007/s11084-016-9497-y |
Pubmed ID | |
Authors |
Karl Kaye, David E. Bryant, Katie E. R. Marriott, Shohei Ohara, Colin W. G. Fishwick, Terence P. Kee |
Abstract |
We describe here experiments which demonstrate the selective phospho-transfer from a plausibly prebiotic condensed phosphorus (P) salt, pyrophosphite [H2P2O5 (2-); PPi(III)], to the phosphate group of 5'-adenosine mono phosphate (5'-AMP). We show further that this P-transfer process is accelerated both by divalent metal ions (M(2+)) and by organic co-factors such as acetate (AcO(-)). In this specific case of P-transfer from PPi(III) to 5'-AMP, we show a synergistic enhancement of transfer in the combined presence of M(2+) & AcO(-). Isotopic labelling studies demonstrate that hydrolysis of the phosphonylated 5'-AMP, [P(III)P(V)-5'-AMP], proceeds via nuceophilic attack of water at the Pi(III) terminus. |
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