ArticleOrigins of life and evolution of the biosphere : the journal of the International Society for the Study of the Origin of Life2017
Can an Imidazole Be Formed from an Alanyl-Seryl-Glycine Tripeptide under Possible Prebiotic Conditions?
Article in Origins of life and evolution of the biosphere : the journal of the International Society for the Study of the Origin of Life, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 12 papers.
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12 citing papers in PubMed, 17 citations in OpenAlex.
- Can the origin of biosynthetic routes be explained by a Frankenstein's monster-like spontaneous assembly of prebiotic reactants?Philosophical transactions of the Royal Society of London. Series B, Biological sciences · 2025Article
- Photochemistry of interstellar ice forming complex organic molecules.Nature reviews. Chemistry · 2025Review
- Biosignature Molecules Accumulate and Persist in Evaporitic Brines: Implications for Planetary Exploration.Astrobiology · 2024Article
- Simulations predict preferred MgBiophysical journal · 2024Article
- Transition metals enhance prebiotic depsipeptide oligomerization reactions involving histidine.RSC advances · 2021Article
- Reconstruction and Characterization of Thermally Stable and Catalytically Active Proteins Comprising an Alphabet of ~ 13 Amino Acids.Journal of molecular evolution · 2020Article
- Prebiotic Phosphorylation of Uridine using Diamidophosphate in Aerosols.Scientific reports · 2019Article
- Alarmones as Vestiges of a Bygone RNA World.Journal of molecular evolution · 2019Article
- Comprehensive reduction of amino acid set in a protein suggests the importance of prebiotic amino acids for stable proteins.Scientific reports · 2018Article
- Evolutionary convergence in the biosyntheses of the imidazole moieties of histidine and purines.PloS one · 2018Article
- Common and Potentially Prebiotic Origin for Precursors of Nucleotide Synthesis and Activation.Journal of the American Chemical Society · 2017Article
- Small and Random Peptides: An Unexplored Reservoir of Potentially Functional Primitive Organocatalysts. The Case of Seryl-Histidine.Life (Basel, Switzerland) · 2017Review
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6 authors at 4 institutions in 3 countries.
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Abstract
The five-membered heterocyclic imidazole group, which is an essential component of purines, histidine and many cofactors, has been abiotically synthesized in different model experiments that attempt to simulate the prebiotic environment. The evolutionary significance of imidazoles is highlighted not only by its presence in nucleic acid components and in histidine, but also by experimental reports of its ability to restore the catalytic activity of ribozymes. However, as of today there are no reports of histidine in carbonaceous chondrites, and although the abiotic synthesis of His reported by Shen et al. (1987, 1990a) proceeds via an Amadori rearrangement, like in the biosynthesis of histidine, neither the reactants nor the conditions are truly prebiotic. Based on the autocatalytic biosynthesis of 4-methylidene-imidazole-one (MIO), a cofactor of some members of the amino acid aromatic ammonia-lyases and aminomutases, which occur via the self-condensation of a simple Ala-Ser-Gly motif within the sequence of the enzymes, we propose a possible prebiotic synthesis of an imidazolide.
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