July 14, 2019 news / biograin BIOON / - -- amide bond formation is one of the most important reactions in chemistry and biology, but there is no chemical method to achieve α - peptide linkage in water without using all 20 amino acids of protein composition

Ligation). The universal genetic code determined that the biological function of peptide was earlier than the last common ancestor of life, and peptide played an important role in the origin of life.

Sulfur plays an important role in citric acid cycle, non ribosomal peptide synthesis and polyketide biosynthesis. It is pointed out that in the process of life evolution, sulfur ester dependent peptide linkage occurs earlier than RNA dependent protein synthesis. However, no one has confirmed aminoacyl

The robust mechanism of the formation of thioester).

In a new study, researchers from University College London, UK, reported a chemically selective and high-yield α - aminonitrile linkage that uses only molecules that may exist before the origin of life - hydrogen sulfide, thioacetate, ferricyanide or cyanoacetylene - to produce α - peptide in water. Relevant research results were published online in the journal Nature on July 10, 2019, with the title of "peptide"

ligation by chemoselective aminonitrile coupling in water”。

Picture from nature, 2019, DOI: 10.1038/s41586-019-1371-4.

The α - aminonitrile linkage is highly selective for α - aminonitrile coupling, so there is no need for the existence of amino acids of these 20 proteins. Two basic characteristics enable the peptide linkage to be carried out in water: the reactivity of α - aminonitriles and pkah make them linked at neutral pH; n-acylation keeps the peptide product produced by the linkage stable and activates the peptide precursor, thus realizing the n → C peptide linkage of biological simulation.

This model unifies the synthesis of amino nitriles before the origin of life with the biological α - peptide, and points out that the shorter n-acylpeptidyl nitriles are potential substrates in the early evolution process. Biological Valley

Bioon.com)

reference material:

Pierre Canavelli et al. Peptide ligation by chemoselective aminonitrile

coupling in water. Nature, 2019, doi:10.1038/s41586-019-1371-4.

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