Photolysis of rac‐Leucine with Circularly Polarized Synchrotron Radiation
Abstract
Amino acids that pass the RNA machinery in living organisms occur in L‐configuration. The question on the evolutionary origin of this biomolecular asymmetry remains unanswered to this day. Amino acids were detected in artificially produced interstellar ices, and L‐enantiomer‐enriched amino acids were identified in CM‐type meteorites. This hints at a possible interstellar/circumstellar origin of the amino acids themselves as well as their stereochemical asymmetry. Based upon the current knowledge about the occurrence of circularly‐polarized electromagnetic radiation in interstellar environments, we subjected rac‐leucine to far‐UV circularly‐polarized synchrotron radiation. Asymmetric photolysis was followed by an analysis in an enantioselective GC/MS system. Here, we report on an advanced photolysis rate of more than 99% for leucine. The results indicate that high photolysis rates can occur under the chosen conditions, favoring enantioselective photolysis. In 2014, the obtained results will be reexamined by cometary mission Rosetta.
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Solid-state VUV-CPL irradiation of leucine and alanine has achieved e.e. values of 5.2 ± 0.5% and 4.2 ± 0.2%, respectively.
“More recently, the same team improved the selectivity of the photolysis process, thanks to amorphous samples of finelytuned thickness, providing e.e. values of 5.2 Æ 0.5% and 4.2 Æ 0.2% for leucine, 197 and alanine, 198,199 respectively.”
From Possible chemical and physical scenarios towards biological homochirality (2022) · cites this paper as [197]
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Possible chemical and physical scenarios towards biological homochirality
Sallembien, Q., Bouteiller, L., Crassous, J., & Raynal, M. (2022) · Chemical Society Reviews · doi:10.1039/d1cs01179k · Cited by 186 · see citing works
Myrgorodska, I., Meinert, C., Martins, Z., Le Sergeant d'Hendecourt, L., & Meierhenrich, U. J. (2015) · Angewandte Chemie International Edition · doi:10.1002/anie.201409354 · Cited by 68 · see citing works
Self-citationAnisotropy Spectra of Amino Acids
Meinert, C., Bredehöft, J. H., Filippi, J., Baraud, Y., Nahon, L., Wien, F., Jones, N. C., Hoffmann, S. V., & Meierhenrich, U. J. (2012) · Angewandte Chemie International Edition · doi:10.1002/anie.201108997 · Cited by 64 · see citing works
Self-citationThe Astrophysical Formation of Asymmetric Molecules and the Emergence of a Chiral Bias
Garcia, A. D., Meinert, C., Sugahara, H., Jones, N. C., Hoffmann, S. V., & Meierhenrich, U. J. (2019) · Life · doi:10.3390/life9010029 · Cited by 47 · see citing works
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- Authors
- Meierhenrich, U. J., Filippi, J., Meinert, C., Hoffmann, S. V., Bredehöft, J. H., & Nahon, L.
- Affiliations
- Centre National de la Recherche Scientifique (FR)
- Aarhus University (DK)
- University of Bremen (DE)
- Synchrotron SOLEIL (FR)
- ORCID
- Venue
- Chemistry & Biodiversity
- Publisher
- Wiley
- Published
- 2010-06
- Volume
- 7
- Issue
- 6
- Pages
- 1651-1659
- ISSN
- 1612-1872 (ISSN-L)
- 1612-1880
- OpenAlex
- W2164988464
- Cited by
- 38
- References
- 0
- Citations by year
- 2026: 1 · 2025: 2 · 2024: 4 · 2023: 1 · 2022: 2 · 2021: 1 · 2019: 3 · 2018: 1 · 2016: 3 · 2015: 2 · 2014: 4 · 2013: 4 · 2012: 5
- FWCI
- 2.50
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Chemistry & Biodiversity (publishedVersion)
- PubMed (publishedVersion)
- Topics
- Physical Sciences › Physics and Astronomy › Astronomy and Astrophysics › Origins and Evolution of Life
- Physical Sciences › Physics and Astronomy › Astronomy and Astrophysics › Astrophysics and Star Formation Studies
- Physical Sciences › Physics and Astronomy › Astronomy and Astrophysics › Space Science and Extraterrestrial Life
- Keywords
- circularly polarized synchrotron radiation, amino acid stereochemistry, origin of homochirality, interstellar ices, meteoritic amino acids, far-ultraviolet radiation
- MeSH terms
- Circular Dichroism, Leucine, Photolysis, Stereoisomerism, Synchrotrons
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