Prebiotically plausible chemoselective pantetheine synthesis in water.

Prebiotically plausible chemoselective pantetheine synthesis in water.
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水中化学选择性泛茶氨酸的合成在生物起源前是合理的。

DOI:
10.1126/science.adk4432
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发表时间:
2024
期刊:
Science (New York, N.Y.)
影响因子:
--
通讯作者:
Fairchild J
Fairchild J
中科院分区:
--
文献类型:
--
作者:
Fairchild J

文献摘要

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辅酶A(CoA)对地球上的所有生命都是必不可少的,其功能亚基泛酰巯基乙胺在许多生命起源的场景中都很重要,但泛酰巯基乙胺如何在早期地球上出现仍然是一个谜。早期选择性合成泛酰巯基乙胺的尝试失败了,导致人们认为“更简单”的硫醇在生命起源时一定先于泛酰巯基乙胺。在这项工作中,我们报告了高产和选择性的益生元合成泛酰巯基乙胺在水中。化学选择性多组分羟醛、亚氨基内酯和氨基腈反应提供泛解酸和蛋白原氨基酸合成的自发分化,以及泛酰巯基乙胺在稀水中的二羟基、偕二甲基和β-丙氨酸-酰胺部分。我们的研究结果与典型的泛酰巯基乙胺在地球生命开始时的作用一致。
Coenzyme A (CoA) is essential to all life on Earth, and its functional subunit, pantetheine, is important in many origin-of-life scenarios, but how pantetheine emerged on the early Earth remains a mystery. Earlier attempts to selectively synthesize pantetheine failed, leading to suggestions that “simpler” thiols must have preceded pantetheine at the origin of life. In this work, we report high-yielding and selective prebiotic syntheses of pantetheine in water. Chemoselective multicomponent aldol, iminolactone, and aminonitrile reactions delivered spontaneous differentiation of pantoic acid and proteinogenic amino acid syntheses, as well as the dihydroxyl, gem-dimethyl, and β-alanine-amide moieties of pantetheine in dilute water. Our results are consistent with a role for canonical pantetheine at the outset of life on Earth.