The DOI matches its Crossref record; 68 of the 68 references it cites were found in a registry or an index.
Large Nonlinear Effect Observed in the Enantiomeric Excess of Proline in Solution and That in the Solid State
Open accessAbstract
A clue to the origin of chirality? A solution of proline with high enantiomeric excess (85–99 % ee) was obtained from solid proline of only 10 % ee through novel dissolution and crystallization processes (see scheme). This observation may be an explanation for the origin of chirality on Earth.
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“Thus, an ee amplification process is needed to reach enantiopure organic compounds (Scheme 1).11–20)”
From Asymmetric autocatalysis. Chiral symmetry breaking and the origins of homochirality of organic molecules (2019) · cites this paper as [16]
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“The linkage between the induced small enantioenrichment and the enantiopure compounds has thus remained a puzzle.11–20)”
From Asymmetric autocatalysis. Chiral symmetry breaking and the origins of homochirality of organic molecules (2019) · cites this paper as [16]
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Cites
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Amino acids from ultraviolet irradiation of interstellar ice analogues
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- Kayushina R. L., 1965, Kristallografiya, 10, 834
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Le, T. P., Tanaka, S., Yoshimura, M., & Kitamura, M. (2020) · Bulletin of the Chemical Society of Japan · doi:10.1246/bcsj.20200172 · Cited by 9
Prebiotic triose glycolysis promoted by co-catalytic proline and phosphate in neutral water
Magalhães, Á. F., & Powner, M. W. (2022) · Chemical Communications · doi:10.1039/d2cc05466c · Cited by 7
Sienkiewicz-Gromiuk, J., & Drzewiecka‐Antonik, A. (2022) · Molecules · doi:10.3390/molecules27238203 · Cited by 7
Life's Single Chirality: Origin of Symmetry Breaking in Biomolecules
Mauksch, M., & Tsogoeva, S. B. (2011) · Wiley eBooks · doi:10.1002/9783527634606.ch23 · Cited by 7
Enantioselective Intermolecular Aldol Additions and Related Morita-Baylis-Hillman Processes
Guillena, G., Nájera, C., & Ramón, D. J. (2011) · Springer eBooks · doi:10.1007/978-90-481-3867-8_4 · Cited by 6
5.4 Oxidation: α-hydroxylation of Carbonyls
Yanagisawa, A. (2012) · Elsevier eBooks · doi:10.1016/b978-0-08-095167-6.00506-1 · Cited by 6
Chiral Amplification of Phosphoramidates of Amines and Amino Acids in Water
Dašková, V., Buter, J., Schoonen, A. K., Lutz, M., de Vries, F., & Feringa, B. L. (2021) · Angewandte Chemie · doi:10.1002/ange.202014955 · Cited by 6
Bae, S., Jeong, Y., & Lee, D. (2025) · Chemical Science · doi:10.1039/d4sc07655a · Cited by 4
Darwinian evolution and chemistry
Chiusoli, G. P. (2009) · RENDICONTI LINCEI · doi:10.1007/s12210-009-0043-y · Cited by 6
Chen, B., Berger, G., & Hanessian, S. (2017) · European Journal of Organic Chemistry · doi:10.1002/ejoc.201700437 · Cited by 5
Aiba, S., Tanaka, Y., Tokunaga, Y., & Kawasaki, T. (2019) · Bulletin of the Chemical Society of Japan · doi:10.1246/bcsj.20190116 · Cited by 6
Asymmetric Autocatalysis: The Soai Reaction, an Overview
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Chiral Primary Amine Catalysis
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Nonlinear effects at the soft interface of an emulsion in the List–Lerner–Barbas aldol reaction
Dutta, J., Wakdikar, N. D., & Tiwari, S. S. (2017) · Organic & Biomolecular Chemistry · doi:10.1039/c7ob01576c · Cited by 3
Introduction: A Survey of How and Why to Separate Enantiomers
Todd, M. H. (2014) · Wiley eBooks · doi:10.1002/9783527650880.ch1 · Cited by 4
Amedjkouh, M., & Rotunno, G. (2022) · Royal Society of Chemistry eBooks · doi:10.1039/9781839166273-00289 · Cited by 1
Organocatalytic Syntheses of Bioactive Natural Products
Christmann, M. (2007) · Ernst Schering Research Foundation workshop/Ernst Schering Foundation Symposium proceedings · doi:10.1007/2789_2007_066 · Cited by 1
Mechanistic Understanding of Proline Analogs and Related Protic Lewis Bases ( n ?→?π * )
Armstrong, A., & Dingwall, P. (2016) · Wiley eBooks · doi:10.1002/9783527675142.ch6 · Cited by 2
(2022) · Royal Society of Chemistry eBooks · doi:10.1039/9781839163685-00104
Theories of the Origin of Biomolecular Homochirality
(2022) · Royal Society of Chemistry eBooks · doi:10.1039/9781839163685-00033
Metadata
- Authors
- Hayashi, Y., Matsuzawa, M., Yamaguchi, J., Yonehara, S., Matsumoto, Y., Shoji, M., Hashizume, D., & Koshino, H.
- Affiliations
- Tokyo University of Science (JP)
- RIKEN (JP)
- Venue
- Angewandte Chemie International Edition
- Publisher
- Wiley
- Published
- 2006-07-03
- Volume
- 45
- Issue
- 28
- Pages
- 4593-4597
- ISSN
- 1433-7851 (ISSN-L)
- 1521-3773
- OpenAlex
- W2148937565
- Cited by
- 120
- References
- 68
- Citations by year
- 2025: 1 · 2022: 9 · 2021: 4 · 2020: 3 · 2019: 6 · 2018: 7 · 2017: 3 · 2016: 3 · 2015: 7 · 2014: 4 · 2013: 3 · 2012: 7
- FWCI
- 8.24
- Type
- journal article
- Language
- en
- Open access
- bronze
- doi.org
- Locations
- Angewandte Chemie International Edition (publishedVersion)
- PubMed (publishedVersion)
- Funders
- Ministry of Education, Culture, Sports, Science and Technology
- University of Tokyo
- Toray Science Foundation
- Topics
- Physical Sciences › Physics and Astronomy › Astronomy and Astrophysics › Origins and Evolution of Life
- Physical Sciences › Chemistry › Organic Chemistry › Asymmetric Synthesis and Catalysis
- Physical Sciences › Chemistry › Organic Chemistry › Chemistry and Stereochemistry Studies
- Keywords
- proline, enantiomeric excess, nonlinear optical effects, circular dichroism, enantiomeric excess amplification, amino acids
- MeSH terms
- Proline, Solutions, Time Factors, Molecular Structure
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