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Angew Chem Int Ed Engl ; 54(34): 9871-5, 2015 Aug 17.
Artículo en Inglés | MEDLINE | ID: mdl-26201989

RESUMEN

Although it is generally accepted that amino acids were present on the prebiotic Earth, the mechanism by which α-amino acids were condensed into polypeptides before the emergence of enzymes remains unsolved. Here, we demonstrate a prebiotically plausible mechanism for peptide (amide) bond formation that is enabled by α-hydroxy acids, which were likely present along with amino acids on the early Earth. Together, α-hydroxy acids and α-amino acids form depsipeptides-oligomers with a combination of ester and amide linkages-in model prebiotic reactions that are driven by wet-cool/dry-hot cycles. Through a combination of ester-amide bond exchange and ester bond hydrolysis, depsipeptides are enriched with amino acids over time. These results support a long-standing hypothesis that peptides might have arisen from ester-based precursors.


Asunto(s)
Amidas/química , Ésteres/química , Evolución Química , Péptidos/química , Péptidos/síntesis química , Agua/química , Planeta Tierra , Origen de la Vida , Temperatura , Humectabilidad
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