We found a match
Your institution may have rights to this item. Sign in to continue.
- Title
Synthesis of β-Peptide Standards for Use in Model Prebiotic Reactions.
- Authors
Forsythe, Jay G.; English, Sloane L.; Simoneaux, Rachel E.; Weber, Arthur L.
- Abstract
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.
- Subjects
ORIGIN of life; PREBIOTICS; PEPTIDES; AMINO acids; ALANINE; METHYL formate; OLIGOMERIZATION
- Publication
Origins of Life & Evolution of the Biosphere, 2018, Vol 48, Issue 2, p201
- ISSN
0169-6149
- Publication type
Article
- DOI
10.1007/s11084-018-9558-5