Divergent prebiotic synthesis of pyrimidine and 8-oxo-purine ribonucleotides

Nature Communications
Shaun StairsMatthew W Powner

Abstract

Understanding prebiotic nucleotide synthesis is a long standing challenge thought to be essential to elucidating the origins of life on Earth. Recently, remarkable progress has been made, but to date all proposed syntheses account separately for the pyrimidine and purine ribonucleotides; no divergent synthesis from common precursors has been proposed. Moreover, the prebiotic syntheses of pyrimidine and purine nucleotides that have been demonstrated operate under mutually incompatible conditions. Here, we tackle this mutual incompatibility by recognizing that the 8-oxo-purines share an underlying generational parity with the pyrimidine nucleotides. We present a divergent synthesis of pyrimidine and 8-oxo-purine nucleotides starting from a common prebiotic precursor that yields the β-ribo-stereochemistry found in the sugar phosphate backbone of biological nucleic acids. The generational relationship between pyrimidine and 8-oxo-purine nucleotides suggests that 8-oxo-purine ribonucleotides may have played a key role in primordial nucleic acids prior to the emergence of the canonical nucleotides of biology.

References

Dec 1, 1976·Origins of Life·A M Schoffstall
Apr 11, 1991·Nucleic Acids Research·Y OdaE Ohtsuka
Jun 14, 1972·Journal of Molecular Biology·W D FullerL E Orgel
Feb 14, 1970·Journal of Molecular Biology·R A Sanchez, L E Orgel
Aug 20, 1966·Journal of the American Chemical Society·J P Ferris, L E Orgel
Nov 11, 1966·Science·R A SanchezL E Orgel
Jan 31, 1995·Proceedings of the National Academy of Sciences of the United States of America·L A LipscombL D Williams
Jan 1, 1996·Zeitschrift Für Naturforschung. C, a Journal of Biosciences·K BialkowskiR Olinski
Jul 12, 2002·Nature·Gerald F Joyce
Jun 26, 2004·Critical Reviews in Biochemistry and Molecular Biology·Leslie E Orgel
Sep 30, 2006·Philosophical Transactions of the Royal Society of London. Series B, Biological Sciences·P Thaddeus
Apr 20, 2007·Chemistry & Biodiversity·Klemens KochAlbert Eschenmoser
Nov 27, 2009·Accounts of Chemical Research·Sriram KanvahUzi Landman
May 22, 2010·Angewandte Chemie·Matthew W Powner, John D Sutherland
May 27, 2010·ACS Chemical Biology·Amit ChoudharyRonald T Raines
Nov 4, 2010·Journal of the American Chemical Society·Matthew W PownerJack W Szostak
Jul 1, 2009·Nature Chemistry·Neil Withers
Sep 1, 2011·Journal of the American Chemical Society·Khiem Van Nguyen, Cynthia J Burrows
Sep 21, 2011·Philosophical Transactions of the Royal Society of London. Series B, Biological Sciences·Matthew W Powner, John D Sutherland
Jul 31, 2012·Journal of the American Chemical Society·Matthew W PownerJack W Szostak
Apr 24, 2013·Angewandte Chemie·Dougal J Ritson, John D Sutherland
Sep 1, 2014·Current Opinion in Genetics & Development·Ingrun AlsethMagnar Bjørås
Apr 9, 2015·Chemical Research in Toxicology·Aaron M FlemingCynthia J Burrows
Aug 2, 2016·Nature Structural & Molecular Biology·Huiqing ZhouHashim M Al-Hashimi
Oct 30, 2016·Angewandte Chemie·Michele Fiore, Peter Strazewski

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Citations

Jul 14, 2017·Life·Christian Fernández-GarcíaMatthew W Powner
Apr 6, 2018·Physical Chemistry Chemical Physics : PCCP·Samuel Boldissar, Mattanjah S de Vries
Sep 6, 2018·Cold Spring Harbor Perspectives in Biology·Gerald F Joyce, Jack W Szostak
Nov 15, 2018·Chemical Communications : Chem Comm·Mikołaj J JanickiRafał Szabla
Jan 31, 2019·Astrobiology·Hyo-Joong Kim, Justin Kim
Jul 12, 2019·Nature·Pierre CanavelliMatthew W Powner
May 20, 2020·Chemistry : a European Journal·Florian M KruseOliver Trapp
Oct 19, 2017·Chemical Communications : Chem Comm·Maria Tsanakopoulou, John D Sutherland
Dec 22, 2017·Chemical Communications : Chem Comm·Ruiqin YiAlbert C Fahrenbach
Dec 5, 2018·Proceedings of the National Academy of Sciences of the United States of America·Seohyun Chris KimJack W Szostak
Dec 13, 2018·Nature Communications·Stuart A Harrison, Nick Lane
Jan 27, 2019·Chemical Communications : Chem Comm·Hidenori OkamuraThomas Carell
Apr 27, 2018·Chemical Communications : Chem Comm·Christian Fernández-GarcíaMatthew W Powner
Sep 23, 2018·Biology Direct·Marc Tessera
Dec 13, 2018·Nature Communications·Daniel Whitaker, Matthew W Powner
Jun 4, 2020·Proceedings of the National Academy of Sciences of the United States of America·Ruiqin YiAlbert C Fahrenbach
Mar 18, 2020·Computational and Structural Biotechnology Journal·Federico Scossa, Alisdair R Fernie
Feb 7, 2021·Journal of Molecular Evolution·Aaron D Goldman, Betul Kacar
Jan 10, 2020·Chemical Reviews·Mahipal YadavRamanarayanan Krishnamurthy
Dec 24, 2020·Physical Chemistry Chemical Physics : PCCP·Joanna Jankowska, Robert W Góra
Feb 27, 2021·Journal of the American Chemical Society·Seohyun Chris KimJack W Szostak
Mar 2, 2021·Angewandte Chemie·Ben W F Colville, Matthew W Powner
May 1, 2021·Genes·Sundaramoorthy SrinivasanLluís Ribas de Pouplana
Aug 15, 2018·The Journal of Physical Chemistry Letters·Andrea Pérez-VillaFabio Pietrucci
Aug 17, 2021·Journal of the American Chemical Society·David M FialhoNicholas V Hud
Dec 6, 2019·Chemical Reviews·Marie-Christine MaurelGuy Hervé
May 19, 2020·Chemical Reviews·David M FialhoNicholas V Hud
Nov 2, 2018·Biochemistry·Angelica MarianiJohn D Sutherland
Dec 28, 2019·Journal of the American Chemical Society·Aaron M Fleming, Cynthia J Burrows
Oct 12, 2021·Journal of Molecular Evolution·Harold S Bernhardt, Warren P Tate

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Methods Mentioned

BETA
glycosidations
glycosidation
x-ray diffraction
NMR
column chromatography
X-ray

Software Mentioned

Bruker SAINT
SHELXL

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