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.
CITATION STYLE
Forsythe, J. G., English, S. L., Simoneaux, R. E., & Weber, A. L. (2018). Synthesis of β-Peptide Standards for Use in Model Prebiotic Reactions. Origins of Life and Evolution of Biospheres, 48(2), 201–211. https://doi.org/10.1007/s11084-018-9558-5
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