Tuning the reactivity of nitriles using Cu(ii) catalysis - potentially prebiotic activation of nucleotides.

Tuning the reactivity of nitriles using Cu(ii) catalysis - potentially prebiotic activation of nucleotides.
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DOI:
10.1039/c8sc02513d
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发表时间:
2018-09-21
期刊:
影响因子:
8.4
通讯作者:
Sutherland J
Sutherland J
中科院分区:
化学1区
文献类型:
--
作者:
Liu Z;Mariani A;Wu L;Ritson D;Folli A;Murphy D;Sutherland J

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建立了一个协同系统,涉及激活核苷酸与腈使用Cu(II)和保护RNA降解的副产物的α-氨基腈。在从生物化学到生物学的过渡过程中,一定会发生一段时间的溶液相,(寡)核苷酸的非酶促活化,因此,磷酸活化的机制必须存在。在这里,我们详细的调查结果益生元磷酸盐活化化学使用简单的,prebiotically可用的腈,其反应性增加了铜离子。此外,尽管已知Cu 2+离子催化磷酸二酯键的水解,但我们发现这种有害活性几乎完全被包含氨基酸或二肽所抑制,这可能表明蛋白质和RNA之间从一开始就存在生产关系。
A synergistic system was established involving activating nucleotides with nitriles using Cu(ii) and protecting RNA degradation by byproducts of alpha-aminonitriles. During the transition from prebiotic chemistry to biology, a period of solution-phase, non-enzymatic activation of (oligo)nucleotides must have occurred, and accordingly, a mechanism for phosphate activation must have existed. Herein, we detail results of an investigation into prebiotic phosphate activation chemistry using simple, prebiotically available nitriles whose reactivity is increased by Cu2+ ions. Furthermore, although Cu2+ ions are known to catalyse the hydrolysis of phosphodiester bonds, we found this deleterious activity to be almost completely suppressed by inclusion of amino acids or dipeptides, which may suggest a productive relationship between protein and RNA from the outset.
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发表时间: 2015-11-23
期刊: Angewandte Chemie (International ed. in English)
影响因子: --
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