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Mechanochemical Prebiotic Peptide Bond Formation

Stolar, Tomislav; Grubešić, Saša; Cindro, Nikola; Meštrović, Ernest; Užarević, Krunoslav; Hernández, José G. (2021) Mechanochemical Prebiotic Peptide Bond Formation. Angewandte Chemie. International edition, 60 (23). pp. 12727-12731. ISSN 1433-7851

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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.

Item Type: Article
Uncontrolled Keywords: Amino Acids ; Peptides ; Prebiotic Chemistry ; Mechanochemistry ; Origin of Life
Subjects: NATURAL SCIENCES > Chemistry
Divisions: Division of Physical Chemistry
Projects:
Project titleProject leaderProject codeProject type
Važnost mehanokemijske reaktivnosti u prebiotičkoj kemijskoj evoluciji i njezin prijenos na održivu kemijsku proizvodnju s niskim emisijamaUžarević, KrunoslavIP-2020-02-4702HRZZ
Depositing User: Krunoslav Užarević
Date Deposited: 10 Sep 2021 12:00
Last Modified: 10 Sep 2021 12:02
URI: http://fulir.irb.hr/id/eprint/6563
DOI: 10.1002/anie.202100806

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