Fernández-García, C;
Grefenstette, NM;
Powner, MW;
(2017)
Prebiotic synthesis of aminooxazoline-5'-phosphates in water by oxidative phosphorylation.
Chemical Communications
, 53
(36)
pp. 4919-4921.
10.1039/c7cc02183f.
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Abstract
RNA is essential to all life on Earth and is the leading candidate for the first biopolymer of life. Aminooxazolines have recently emerged as key prebiotic ribonucleotide precursors, and here we develop a novel strategy for aminooxazoline-5'-phosphate synthesis in water from prebiotic feedstocks. Oxidation of acrolein delivers glycidaldehyde (90%), which directs a regioselective phosphorylation in water and specifically affords 5'-phosphorylated nucleotide precursors in upto 36% yield. We also demonstrated a generational link between proteinogenic amino acids (Met, Glu, Gln) and nucleotide synthesis.
| Type: | Article |
|---|---|
| Title: | Prebiotic synthesis of aminooxazoline-5'-phosphates in water by oxidative phosphorylation |
| Location: | England |
| Open access status: | An open access version is available from UCL Discovery |
| DOI: | 10.1039/c7cc02183f |
| Publisher version: | http://dx.doi.org/10.1039/c7cc02183f |
| Language: | English |
| Additional information: | Copyright © The Royal Society of Chemistry 2017. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Material from this article can be used in other publications provided that the correct acknowledgement is given with the reproduced material. |
| UCL classification: | UCL UCL > Provost and Vice Provost Offices > UCL BEAMS UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences > Dept of Chemistry |
| URI: | https://discovery.ucl.ac.uk/id/eprint/1547644 |
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