Cited by 311Origins and Evolution of LifeRNA and protein synthesis mechanismsChemical Synthesis and Analysis

A chiroselective peptide replicator

Saghatelian, Alan, Yokobayashi, Yohei, Soltani, Kathy, Ghadiri, M. Reza·2001·Nature

Abstract

The origin of homochirality in living systems is often attributed to the generation of enantiomeric differences in a pool of chiral prebiotic molecules, but none of the possible physiochemical processes considered can produce the significant imbalance required if homochiral biopolymers are to result from simple coupling of suitable precursor molecules. This implies a central role either for additional processes that can selectively amplify an initially minute enantiomeric difference in the starting material, or for a nonenzymatic process by which biopolymers undergo chiroselective molecular replication. Given that molecular self-replication and the capacity for selection are necessary conditions for the emergence of life, chiroselective replication of biopolymers seems a particularly attractive process for explaining homochirality in nature. Here we report that a 32-residue peptide replicator, designed according to our earlier principles, is capable of efficiently amplifying homochiral products from a racemic mixture of peptide fragments through a chiroselective autocatalytic cycle. The chiroselective amplification process discriminates between structures possessing even single stereochemical mutations within otherwise homochiral sequences. Moreover, the system exhibits a dynamic stereochemical 'editing' function; in contrast to the previously observed error correction, it makes use of heterochiral sequences that arise through uncatalysed background reactions to catalyse the production of the homochiral product. These results support the idea that self-replicating polypeptides could have played a key role in the origin of homochirality on Earth.

Integrity signals

Registry

Crossref · 10.1038/35057238

Cites

68 of 68 references verified0 citation errors · 0 not checkable

Statistics

Recomputing p-values needs the paper’s full text.

Claims the paper makes

We couldn’t retrieve this paper’s full text, so its claims and self-check weren’t run. The registry and citation checks still apply.

Claims other papers make about this one

Each is checked against this paper’s own text: does it say what the citing paper says it does?

  • Electrophilic and nucleophilic 16-residue peptide fragments of the same handedness were preferentially ligated, even in the presence of their enantiomers (ca.70% diastereomeric excess).

    “Electrophilic and nucleophilic 16-residue peptide fragments of the same handedness were preferentially ligated, even in the presence of their enantiomers (ca.70% of diastereomeric excess was reached when peptide fragments E L , E D , N E , and N D were engaged, Fig. 21).”
  • The process is very sensitive to the optical purity of the substrates; fragments embedding a single (S)/(R) amino acid substitution lacked significant auto-catalytic properties.

    “The process is very sensitive to the optical purity of the substrates, fragments embedding a single (S)/(R) amino acid substitution lacked significant auto-catalytic properties.”
  • Stereochemical mismatches were tolerated in the replicator; single mutated templates were able to couple homochiral fragments.

    “On the contrary, stereochemical mismatches were tolerated in the replicator; single mutated templates were able to couple homochiral fragments”
  • Stereoselective replication of peptide residues with the same handedness occurs.

    “Schematic representation of the stereoselective replication of peptide residues with the same handedness.”

Cites

Flagged first, then by citations

2 of the 70 references couldn’t be matched to a known paper.

Cited by

Sorted by citations

Authors
Saghatelian, A., Yokobayashi, Y., Soltani, K., & Ghadiri, M. R.
Affiliations
Scripps Research Institute (US)
Corresponding author
Ghadiri, M. Reza
Venue
Nature
Published
2001-02-15
Volume
409
Issue
6822
Pages
797-801
ISSN
  • 0028-0836 (ISSN-L)
  • 1476-4687
OpenAlex
W2130128712
Cited by
310
References
70
Citations by year
2026: 7 · 2025: 6 · 2024: 14 · 2023: 10 · 2022: 9 · 2021: 7 · 2020: 5 · 2019: 11 · 2018: 5 · 2017: 13 · 2016: 4 · 2015: 7 · 2014: 4 · 2013: 11 · 2012: 13
FWCI
14.53
Type
journal article
Language
en
Open access
closed
Locations
  • Nature (publishedVersion)
  • PubMed (publishedVersion)
  • RePEc: Research Papers in Economics (submittedVersion)
Funders
NASA Astrobiology Institute
Topics
  • Physical Sciences › Physics and Astronomy › Astronomy and Astrophysics › Origins and Evolution of Life
  • Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › RNA and protein synthesis mechanisms
  • Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Chemical Synthesis and Analysis
Keywords
homochirality, origin of life, autocatalysis, prebiotic chemistry
MeSH terms
Amino Acid Sequence, Catalysis, Molecular Sequence Data, Mutation, Peptide Fragments, Peptide Biosynthesis, Peptides, Protein Conformation, Stereoisomerism, Thermodynamics, Evolution, Chemical

About these checks

Registry, retraction, Cites and statistics results are computed, not judged, with one exception: a printed reference that no index lists is read once by a model before it counts as a citation error. Claims are extracted by a model and kept only when their quote appears verbatim in the text; each cited source is then checked, with a model’s help, for whether it says what the claim relies on. Those verdicts can be wrong — read the claim’s quote and the cited source before relying on one.

Statistics and arithmetic are recomputed, not judged.

Confidence bands are shown only for fields calibrated on our annotated test set. None is calibrated yet, so no band is shown.

What counts as a claim ›How we measure confidence ›How we check this ›

Are you an author, or do you see a problem with this page? Request a review