Spontaneous emergence of membrane-forming protoamphiphiles from a lipid-amino acid mixture under wet-dry cycles

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Abstract

Dynamic interplay between peptide synthesis and membrane assembly would have been crucial for the emergence of protocells on the prebiotic Earth. However, the effect of membrane-forming amphiphiles on peptide synthesis, under prebiotically plausible conditions, remains relatively unexplored. Here we discern the effect of a phospholipid on peptide synthesis using a non-activated amino acid, under wet-dry cycles. We report two competing processes simultaneously forming peptides andN-acyl amino acids (NAAs) in a single-pot reaction from a common set of reactants. NAA synthesis occursviaan ester-amide exchange, which is the first demonstration of this phenomenon in a lipid-amino acid system. Furthermore, NAAs self-assemble into vesicles at acidic pH, signifying their ability to form protocellular membranes under acidic geothermal conditions. Our work highlights the importance of exploring the co-evolutionary interactions between membrane assembly and peptide synthesis, having implications for the emergence of hitherto uncharacterized compounds of unknown prebiotic relevance.

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Joshi, M. P., Sawant, A. A., & Rajamani, S. (2021). Spontaneous emergence of membrane-forming protoamphiphiles from a lipid-amino acid mixture under wet-dry cycles. Chemical Science, 12(8), 2970–2978. https://doi.org/10.1039/d0sc05650b

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