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

Selective Acylation of Nucleosides, Nucleotides, and Glycerol-3-phosphocholine in Water. Fernández-García, C. & Powner, M. W. Synlett, 28(1):78–83, 2017.
doi abstract bibtex

A convenient selective synthesis of 2′,3′-di-O-acetyl-nucleotide-5′-phosphates, 2′,3′-di-O-acetyl-nucleotide-5′-triphosphates and 2′,3′,5′-tri-O-acetyl-nucleosides in water has been developed. Furthermore, 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 reaction may indicate a prebiotically plausible reaction pathway for the selective acylation of key metabolites to facilitate their incorporation into protometabolism.

@article{Fernandez-Garcia2017a,
abstract = {A convenient selective synthesis of 2′,3′-di-O-acetyl-nucleotide-5′-phosphates, 2′,3′-di-O-acetyl-nucleotide-5′-triphosphates and 2′,3′,5′-tri-O-acetyl-nucleosides in water has been developed. Furthermore, 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 reaction may indicate a prebiotically plausible reaction pathway for the selective acylation of key metabolites to facilitate their incorporation into protometabolism.},
author = {Fern{\'{a}}ndez-Garc{\'{i}}a, Christian and Powner, Matthew W.},
doi = {10.1055/s-0036-1588626},
issn = {14372096},
journal = {Synlett},
keywords = {acylation,lipids,nucleotides,prebiotic chemistry,water},
number = {1},
pages = {78--83},
title = {{Selective Acylation of Nucleosides, Nucleotides, and Glycerol-3-phosphocholine in Water}},
volume = {28},
year = {2017}
}

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