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在甲酰胺中通过尿嘧啶的光还原作用合成二氢尿嘧啶核苷。

Prebiotic synthesis of dihydrouridine by photoreduction of uridine in formamide.

机构信息

MRC Laboratory of Molecular Biology, Francis Crick Avenue, Cambridge Biomedical Campus, Cambridge, CB2 0QH, UK.

Department of Physical and Quantum Chemistry, Faculty of Chemistry, Wrocław University of Science and Technology, Wybrzeże Wyspiańskiego 27, 50-370, Wrocław, Poland.

出版信息

Chem Commun (Camb). 2024 Jul 4;60(55):7081-7084. doi: 10.1039/d4cc01823k.

Abstract

In this report, we show that a very common modification (especially in tRNA), dihydrouridine, was efficiently produced by photoreduction of the canonical pyrimidine ribonucleoside, uridine in formamide. Formamide not only acts as a solvent in this reaction, but also as the reductant. The other three components of the canonical alphabet (C, A, G) remained intact under the same conditions, suggesting that dihydrouridine might have coexisted with all four canonical RNA nucleosides (C, U, A, G) at the dawn of life.

摘要

在本报告中,我们表明,一种非常常见的修饰(尤其是在 tRNA 中)二氢尿嘧啶核苷可以通过在甲酰胺中将标准嘧啶核苷尿嘧啶光还原有效地生成。甲酰胺不仅在该反应中充当溶剂,而且还充当还原剂。在相同条件下,标准字母表的其他三个组成部分(C、A、G)保持完整,这表明二氢尿嘧啶可能与生命起源时的所有四个标准 RNA 核苷(C、U、A、G)同时存在。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b4d9/11223185/4cf4195a1369/d4cc01823k-f1.jpg

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