Integrated synthesis of nucleotide and nucleosides influenced by amino acids

Suárez-Marina, I., Abul-Haija, Y. M. , Turk-MacLeod, R., Gromski, P. S., Cooper, G. J.T. , Olivé Olivé, A., Colón-Santos, S. and Cronin, L. (2019) Integrated synthesis of nucleotide and nucleosides influenced by amino acids. Communications Chemistry, 2, 28. (doi:10.1038/s42004-019-0130-7)

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Abstract

Research on prebiotic chemistry and the origins of nucleic acids and proteins has traditionally been focussed on only one or the other. However, if nucleotides and amino acids co-existed on the early Earth, their mutual interactions and reactivity should be considered explicitly. Here we set out to investigate nucleotide/nucleoside formation by simple dehydration reactions of constituent building blocks (sugar, phosphate, and nucleobase) in the presence of different amino acids. We demonstrate the simultaneous formation of glycosidic bonds between ribose, purines, and pyrimidines under mild conditions without catalysts or activated reagents, as well as nucleobase exchange, in addition to the simultaneous formation of nucleotide and nucleoside isomers from several nucleobases. Clear differences in the distribution of glycosylation products are observed when glycine is present. This work demonstrates that reaction networks of nucleotides and amino acids should be considered when exploring the emergence of catalytic networks in the context of molecular evolution.

Item Type:Articles
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:Cooper, Dr Geoffrey and Gromski, Dr Piotr and Suarez Marina, Miss Irene and Colon Santos, Ms Stephanie and Abul-Haija, Yousef and Cronin, Professor Leroy and MacLeod, Dr Rebecca
Authors: Suárez-Marina, I., Abul-Haija, Y. M., Turk-MacLeod, R., Gromski, P. S., Cooper, G. J.T., Olivé Olivé, A., Colón-Santos, S., and Cronin, L.
College/School:College of Science and Engineering > School of Chemistry
Journal Name:Communications Chemistry
Publisher:Nature Research
ISSN:2399-3669
ISSN (Online):2399-3669
Copyright Holders:Copyright © 2019 The Authors
First Published:First published in Communications Chemistry 2: 28
Publisher Policy:Reproduced under a Creative Commons License

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Project CodeAward NoProject NamePrincipal InvestigatorFunder's NameFunder RefLead Dept
503291Molecular-Metal-Oxide-nanoelectronicS (M-MOS): Achieving the Molecular LimitLeroy CroninEngineering and Physical Sciences Research Council (EPSRC)EP/H024107/1CHEM - CHEMISTRY
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605821The Multi-Corder: Poly-Sensor TechnologyDavid CummingEngineering and Physical Sciences Research Council (EPSRC)EP/K021966/1ENG - ENGINEERING ELECTRONICS & NANO ENG
616021Energy and the Physical Sciences: Hydrogen Production using a Proton Electron BufferLeroy CroninEngineering and Physical Sciences Research Council (EPSRC)EP/K023004/1CHEM - CHEMISTRY
621351Synthetic Biology applications to Water Supply and RemediationSteven BeaumontEngineering and Physical Sciences Research Council (EPSRC)EP/K038885/1VPO VICE PRINCIPAL RESEARCH & ENTERPRISE
633821A Digital DNA Nano Writer (DNA NanoFab)Leroy CroninEngineering and Physical Sciences Research Council (EPSRC)EP/L015668/1CHEM - CHEMISTRY
646611Programmable 'Digital' Synthesis for Discovery and Scale-up of Molecules, Clusters and NanomaterialsLeroy CroninEngineering and Physical Sciences Research Council (EPSRC)EP/L023652/1CHEM - CHEMISTRY
685741SMARTPOM: Artificial-Intelligence Driven Discovery and Synthesis of Polyoxometalate ClustersLeroy CroninEuropean Research Council (ERC)670467CHEM - CHEMISTRY
736221A molecular complexity approach to identifying bio-signatures, shadow-life, and new life formsLeroy CroninJohn Templeton Foundation (TEMPLFOU)60625CHEM - CHEMISTRY