PMID- 34164065
OWN - NLM
STAT- PubMed-not-MEDLINE
LR  - 20231111
IS  - 2041-6520 (Print)
IS  - 2041-6539 (Electronic)
IS  - 2041-6520 (Linking)
VI  - 12
IP  - 8
DP  - 2021 Jan 5
TI  - Spontaneous emergence of membrane-forming protoamphiphiles from a lipid-amino 
      acid mixture under wet-dry cycles.
PG  - 2970-2978
LID - 10.1039/d0sc05650b [doi]
AB  - 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 
      and N-acyl amino acids (NAAs) in a single-pot reaction from a common set of 
      reactants. NAA synthesis occurs via an 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.
CI  - This journal is (c) The Royal Society of Chemistry.
FAU - Joshi, Manesh Prakash
AU  - Joshi MP
AUID- ORCID: 0000-0003-2718-4033
AD  - Department of Biology, Indian Institute of Science Education and Research Dr. 
      Homi Bhabha Road Pune Maharashtra 411008 India srajamani@iiserpune.ac.in 
      +91-020-25899790 +91-020-25908061.
FAU - Sawant, Anupam A
AU  - Sawant AA
AUID- ORCID: 0000-0002-6173-349X
AD  - Department of Biology, Indian Institute of Science Education and Research Dr. 
      Homi Bhabha Road Pune Maharashtra 411008 India srajamani@iiserpune.ac.in 
      +91-020-25899790 +91-020-25908061.
FAU - Rajamani, Sudha
AU  - Rajamani S
AUID- ORCID: 0000-0002-6030-495X
AD  - Department of Biology, Indian Institute of Science Education and Research Dr. 
      Homi Bhabha Road Pune Maharashtra 411008 India srajamani@iiserpune.ac.in 
      +91-020-25899790 +91-020-25908061.
LA  - eng
PT  - Journal Article
DEP - 20210105
PL  - England
TA  - Chem Sci
JT  - Chemical science
JID - 101545951
PMC - PMC8179413
COIS- The authors declare no conflicts of interest.
EDAT- 2021/06/25 06:00
MHDA- 2021/06/25 06:01
PMCR- 2021/01/05
CRDT- 2021/06/24 06:36
PHST- 2021/06/24 06:36 [entrez]
PHST- 2021/06/25 06:00 [pubmed]
PHST- 2021/06/25 06:01 [medline]
PHST- 2021/01/05 00:00 [pmc-release]
AID - d0sc05650b [pii]
AID - 10.1039/d0sc05650b [doi]
PST - epublish
SO  - Chem Sci. 2021 Jan 5;12(8):2970-2978. doi: 10.1039/d0sc05650b.