ArticleJournal of the American Chemical Society2016
N-Carboxyanhydride-Mediated Fatty Acylation of Amino Acids and Peptides for Functionalization of Protocell Membranes.
Article in Journal of the American Chemical Society, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 18 papers.
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Who cites it
18 citing papers in PubMed, 58 citations in OpenAlex.
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- Prebiological Membranes and Their Role in the Emergence of Early Cellular Life.The Journal of membrane biology · 2020Review
- Activation chemistry drives the emergence of functionalised protocells.Chemical science · 2020Article
- Universal Codons with Enrichment from GC to AU Nucleotide Composition Reveal a Chronological Assignment from Early to Late Along with LUCA Formation.Life (Basel, Switzerland) · 2020Article
- Template-directed RNA polymerization and enhanced ribozyme catalysis inside membraneless compartments formed by coacervates.Nature communications · 2019Article
- Chemical systems, chemical contiguity and the emergence of life.Beilstein journal of organic chemistry · 2017Review
- Framing major prebiotic transitions as stages of protocell development: three challenges for origins-of-life research.Beilstein journal of organic chemistry · 2017Article
Corrections and comments
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Authors and funding
7 authors at 2 institutions in 2 countries.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Early protocells are likely to have arisen from the self-assembly of RNA, peptide, and lipid molecules that were generated and concentrated within geologically favorable environments on the early Earth. The reactivity of these components in a prebiotic environment that supplied sources of chemical energy could have produced additional species with properties favorable to the emergence of protocells. The geochemically plausible activation of amino acids by carbonyl sulfide has been shown to generate short peptides via the formation of cyclic amino acid N-carboxyanhydrides (NCAs). Here, we show that the polymerization of valine-NCA in the presence of fatty acids yields acylated amino acids and peptides via a mixed anhydride intermediate. Notably, N
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