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机械化学前生物肽键形成*。

Mechanochemical Prebiotic Peptide Bond Formation*.

机构信息

Division of Physical Chemistry, Ruđer Bošković Institute, Bijenička c. 54, 10000, Zagreb, Croatia.

Xellia Pharmaceuticals, Slavonska avenija 24/6, 10000, Zagreb, Croatia.

出版信息

Angew Chem Int Ed Engl. 2021 Jun 1;60(23):12727-12731. doi: 10.1002/anie.202100806. Epub 2021 Apr 29.

Abstract

The presence of amino acids on the prebiotic Earth, either stemming from endogenous chemical routes or delivered by meteorites, is consensually accepted. Prebiotically plausible pathways to peptides from inactivated amino acids are still unclear as most oligomerization approaches rely on thermodynamically disfavored reactions in solution. Now, a combination of prebiotically plausible minerals and mechanochemical activation enables the oligomerization of glycine at ambient temperature in the absence of water. Raising the reaction temperature increases the degree of oligomerization concomitantly with the formation of a commonly unwanted cyclic glycine dimer (DKP). However, DKP is a productive intermediate in the mechanochemical oligomerization of glycine. The findings of this research show that mechanochemical peptide bond formation is a dynamic process that provides alternative routes towards oligopeptides and establishes new synthetic approaches for prebiotic chemistry.

摘要

氨基酸在原始地球上的存在,无论是源自内源性化学途径还是由陨石带来的,这一点已得到普遍认可。从非活性氨基酸生成肽的前生物合理途径尚不清楚,因为大多数聚合方法依赖于溶液中热力学不利的反应。现在,组合使用具有前生物合理性的矿物质和机械化学激活,可以在没有水的情况下,使甘氨酸在环境温度下进行聚合。提高反应温度会增加聚合度,同时形成通常不希望出现的环状甘氨酸二聚体(DKP)。然而,DKP 是甘氨酸机械化学聚合的一个有成效的中间产物。这项研究的结果表明,机械化学肽键形成是一个动态过程,为寡肽的生成提供了替代途径,并为前生物化学建立了新的合成方法。

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