Achiral amino acid glycine acts as an origin of homochirality in asymmetric autocatalysis
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Achiral glycine acts as the origin of chirality in conjunction with asymmetric autocatalysis to afford highly enantioenriched compound.
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Enantio-enriched or enantiopure pyrimidine alcohol was generated with determined configuration when the autocatalytic Soai reaction was initiated with chiral crystals such as quartz, gamma-glycine, cinnabar, anhydrous cytosine, triglycine sulfate, or with enantiotopic faces of achiral crystals such as gypsum.
“Enantio-enriched or enantiopure pyrimidine alcohol was generated with determined configuration when the auto-catalytic reaction was initiated with chiral crystals, such as (a)-quartz, 406 g-glycine, 407 N-(2-thienylcarbonyl)glycine, 408 cinnabar, 409 anhydrous cytosine, 292 or triglycine sulfate, 410 or with enantiotopic faces of achiral crystals such as CaSO 4 Á2H 2 O (gypsum).411”
From Possible chemical and physical scenarios towards biological homochirality (2022) · cites this paper as [407]
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- Authors
- Matsumoto, A., Ozaki, H., Tsuchiya, S., Asahi, T., Lahav, M., Kawasaki, T., & Soai, K.
- Affiliations
- Tokyo University of Science (JP)
- Waseda University (JP)
- Weizmann Institute of Science (IL)
- Corresponding author
- Soai, Kenso
- Venue
- Organic & Biomolecular Chemistry
- Publisher
- Royal Society of Chemistry (RSC)
- Published
- 2019
- Volume
- 17
- Issue
- 17
- Pages
- 4200-4203
- ISSN
- 1477-0520 (ISSN-L)
- 1477-0539
- OpenAlex
- W2934370561
- Cited by
- 28
- References
- 56
- Citations by year
- 2026: 2 · 2025: 1 · 2024: 3 · 2023: 7 · 2022: 6 · 2021: 7 · 2019: 2
- FWCI
- 1.47
- Type
- journal article
- Language
- en
- Open access
- hybrid
- doi.org
- Licence
- Locations
- Organic & Biomolecular Chemistry (publishedVersion, cc-by-nc)
- PubMed (publishedVersion)
- Funders
- Japan Society for the Promotion of Science (15H03781)
- Ministry of Education, Culture, Sports, Science and Technology (S1201005)
- Topics
- Physical Sciences › Chemistry › Organic Chemistry › Asymmetric Synthesis and Catalysis
- Physical Sciences › Physics and Astronomy › Astronomy and Astrophysics › Origins and Evolution of Life
- Physical Sciences › Materials Science › Materials Chemistry › Crystallization and Solubility Studies
- Keywords
- glycine, homochirality, asymmetric autocatalysis, enantiomeric excess amplification, chiral crystals, γ-glycine, circular dichroism, Cotton effect, origin of homochirality
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