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

Selective Acylation of Nucleosides, Nucleotides, and Glycerol-3-phosphocholine in Water
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DOI:
10.1055/s-0036-1588626
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发表时间:
2017-01-01
期刊:
影响因子:
2
通讯作者:
Powner, Matthew W.
Powner, Matthew W.
中科院分区:
化学4区
文献类型:
--
作者:
Fernandez-Garcia, Christian;Powner, Matthew W.

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本文报道了一种在水中选择性合成2 ′,3 ′-二-O-乙酰基-核苷酸-5 ′-磷酸酯、2 ′,3 ′-二-O-乙酰基-核苷酸-5 ′-三磷酸酯和2 ′,3 ′,5 ′-三-O-乙酰基-核苷的简便方法。此外,一个长链的选择性甘油-3-磷酸胆碱双酰化被阐明。这些反应是环境友好的、快速的、高产率的,并且产物易于纯化。重要的是,该反应可能表明关键代谢物的选择性酰化以促进其并入蛋白质代谢的前生物学上合理的反应途径。
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.