Cited by 54Origins and Evolution of LifeAsymmetric Synthesis and CatalysisEnzyme Catalysis and Immobilization

Enantioselective Synthesis and Enantiomeric Amplification of Amino Acids under Prebiotic Conditions

Levine, Mindy, Kenesky, Craig Scott, Mazori, Daniel, Breslow, Ronald·2008·Organic Letters

Abstract

A plausible origin of biomolecular homochirality is advanced, where alpha-methyl amino acids found on meteorites transfer their chirality in the synthesis of normal amino acids. This asymmetry can be amplified to nearly homochiral levels, thus providing the necessary prerequisite for life to start on this planet and elsewhere in the universe.

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Crossref · 10.1021/ol8007099

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  • Transfer of chirality from nonracemic meteoritic amino acids to proteinogenic amino acids was shown in transamination reactions catalyzed by Cu ions.

    “Transfer of chirality from nonracemic meteoritic amino acids to proteinogenic amino acids was shown by Breslow and coworkers (Levine et al. 2008) in transamination reactions catalyzed by Cu ions (Fig. 3D).”

    From The Origin of Biological Homochirality (2019) · cites this paper as Levine et al. 2008

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Authors
Levine, M., Kenesky, C. S., Mazori, D., & Breslow, R.
Affiliations
Columbia University (US)
Venue
Organic Letters
Published
2008-05-21
Volume
10
Issue
12
Pages
2433-2436
ISSN
  • 1523-7052 (ISSN-L)
  • 1523-7060
OpenAlex
W2026566544
Cited by
54
References
24
Citations by year
2024: 2 · 2023: 3 · 2022: 2 · 2021: 3 · 2020: 2 · 2019: 4 · 2018: 3 · 2017: 2 · 2016: 2 · 2015: 5 · 2014: 3 · 2013: 2 · 2012: 4
FWCI
3.30
Type
journal article
Language
en
Open access
closed
Locations
  • Organic Letters (publishedVersion)
  • PubMed (publishedVersion)
Topics
  • Physical Sciences › Physics and Astronomy › Astronomy and Astrophysics › Origins and Evolution of Life
  • Physical Sciences › Chemistry › Organic Chemistry › Asymmetric Synthesis and Catalysis
  • Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Enzyme Catalysis and Immobilization
Keywords
asymmetric synthesis, amino acids, prebiotic chemistry, homochirality, origin of life, α-methyl amino acids, meteorites, chiral transfer
MeSH terms
Amino Acids, Stereoisomerism, Molecular Structure, Meteoroids

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