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Selective Acylation of Nucleosides, Nucleotides, and Glycerol-3- phosphocholine in Water

Fernandez Garcia, C; Powner, MW; (2017) Selective Acylation of Nucleosides, Nucleotides, and Glycerol-3- phosphocholine in Water. Synlett , 28 (1) pp. 78-83. 10.1055/s-0036-1588626. Green open access

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Abstract

A convenient selective synthesis of 2′,3′-di-O-acetyl-nucleo- tide-5′-phosphates, 2′,3′-di-O-acetyl-nucleotide-5′-triphosphates and 2′,3′,5′-tri-O-acetyl-nucleosides in water has been developed. Further- more, a long-chain selective glycerol-3-phosphocholine diacylation is elucidated. These reactions are environmentally benign, rapid, high yielding, and the products are readily purified. Importantly, this reac- tion may indicate a prebiotically plausible reaction pathway for the se- lective acylation of key metabolites to facilitate their incorporation into protometabolism.

Type: Article
Title: Selective Acylation of Nucleosides, Nucleotides, and Glycerol-3- phosphocholine in Water
Open access status: An open access version is available from UCL Discovery
DOI: 10.1055/s-0036-1588626
Publisher version: http://dx.doi.org/10.1055/s-0036-1588626
Language: English
Additional information: This version is the author accepted manuscript. For information on re-use, please refer to the publisher’s terms and conditions.
Keywords: prebiotic chemistry, nucleotides, lipids, water, acylation
UCL classification: UCL
UCL > Provost and Vice Provost Offices
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/1520910
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