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
Additional Information:A correction to this article is available at https://doi.org/10.1038/s42004-019-0143-2.
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:Abul-Haija, Yousef and Gromski, Dr Piotr and MacLeod, Dr Rebecca and Suarez Marina, Miss Irene and Cooper, Dr Geoff and Colon Santos, Ms Stephanie and Cronin, Professor Lee
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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