Synthesis of β-Peptide Standards for Use in Model Prebiotic Reactions
| Autor: | Sloane L. English, Rachel E. Simoneaux, Arthur L. Weber, Jay G. Forsythe |
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| Rok vydání: | 2018 |
| Předmět: |
Reaction conditions
chemistry.chemical_classification 010405 organic chemistry Prebiotic medicine.medical_treatment Hydrolysis Origin of Life Context (language use) Peptide General Medicine 010402 general chemistry 01 natural sciences High-performance liquid chromatography 0104 chemical sciences Prebiotic chemistry chemistry Space and Planetary Science medicine beta-Alanine Organic chemistry Peptides Ecology Evolution Behavior and Systematics Chromatography High Pressure Liquid |
| Zdroj: | Origins of life and evolution of the biosphere : the journal of the International Society for the Study of the Origin of Life. 48(2) |
| ISSN: | 1573-0875 |
| Popis: | A one-pot method was developed for the preparation of a series of β-alanine standards of moderate size (2 to ≥12 residues) for studies concerning the prebiotic origins of peptides. The one-pot synthesis involved two sequential reactions: (1) dry-down self-condensation of β-alanine methyl ester, yielding β-alanine peptide methyl ester oligomers, and (2) subsequent hydrolysis of β-alanine peptide methyl ester oligomers, producing a series of β-alanine peptide standards. These standards were then spiked into a model prebiotic product mixture to confirm by HPLC the formation of β-alanine peptides under plausible reaction conditions. The simplicity of this approach suggests it can be used to prepare a variety of β-peptide standards for investigating differences between α- and β-peptides in the context of prebiotic chemistry. |
| Databáze: | OpenAIRE |
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