The DOI matches its Crossref record; 5 of the 5 references it cites were found in a registry or an index.
Racemic β Sheets in Biochirogenesis
Abstract
A pattern on the sheets: Long oligopeptides of homochiral sequence (see mass spectrum of enantioselectively deuterated compounds) were obtained in the polymerization of racemic N-carboxyanhydrides of valine (ValNCA) or leucine (LeuNCA) in aqueous solutions, through self-assembly into racemic antiparallel β-sheet templates.
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These supramolecular aggregates serve as templates in the propagation step of chain elongation leading to long peptides and copeptides with a significant bias towards homochirality.
“These supramolecular aggregates serve as templates in the propagation step of chain elongation leading to long peptides and copeptides with a significant bias towards homochirality.”
From Possible chemical and physical scenarios towards biological homochirality (2022) · cites this paper as [550]
The stereoselectivity of the oligomerization reaction is strongly enhanced under conditions for which β-sheet aggregates are initially present or emerge during the reaction process.
“These authors found that the stereoselectivity of the oligomerization reaction is strongly enhanced under conditions for which b-sheet aggregates are initially present 549 or emerge during the reaction process.”
From Possible chemical and physical scenarios towards biological homochirality (2022) · cites this paper as [550]
Citations
Cites
Chiral selection in poly(C)-directed synthesis of oligo(G)
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Research works printed but not linked: 27
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- The possible formation of racemic parallel β sheets in aqueous solutions could be excluded by comparison to the related solid‐state polymerization of (R S)‐ValNCA crystals where the monomer lattice dictates the formation of such β sheets. See: R. Eliash PhD thesis Feinberg Graduate School of the Weizmann Institute of Science (Rehovot Israel) 2006.
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Cited by
Sorted by citations
Prebiotic Systems Chemistry: New Perspectives for the Origins of Life
Ruiz-Mirazo, K., Briones, C., & de la Escosura, A. (2014) · Chemical Reviews · doi:10.1021/cr2004844 · Cited by 930
Prebiotic Peptides: Molecular Hubs in the Origin of Life
Frenkel-Pinter, M., Samanta, M., Ashkenasy, G., & Leman, L. J. (2020) · Chemical Reviews · doi:10.1021/acs.chemrev.9b00664 · Cited by 354
Crystalline Architectures as Templates of Relevance to the Origins of Homochirality
Weissbuch, I., & Lahav, M. (2011) · Chemical Reviews · doi:10.1021/cr1002479 · Cited by 284
Self-citationPossible 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
Ribó, J. M., Blanco, C., Crusats, J., El‐Hachemi, Z., Hochberg, D., & Moyano, A. (2014) · Chemistry – A European Journal · doi:10.1002/chem.201404534 · Cited by 81
Spontaneous mirror symmetry breaking and origin of biological homochirality
Ribó, J. M., Hochberg, D., Crusats, J., El-Hachemi, Z., & Moyano, A. (2017) · Journal of The Royal Society Interface · doi:10.1098/rsif.2017.0699 · Cited by 68
Kawasaki, T., Sasagawa, T., Shiozawa, K., Uchida, M., Suzuki, K., & Soai, K. (2011) · Organic Letters · doi:10.1021/ol200616t · Cited by 34
Metadata
- Authors
- Rubinstein, I., Eliash, R., Bolbach, G., Weissbuch, I., & Lahav, M.
- Affiliations
- Weizmann Institute of Science (IL)
- Centre National de la Recherche Scientifique (FR)
- ORCID
- Lahav, Meir
- Venue
- Angewandte Chemie International Edition
- Publisher
- Wiley
- Published
- 2007-05-04
- Volume
- 46
- Issue
- 20
- Pages
- 3710-3713
- ISSN
- 1433-7851 (ISSN-L)
- 1521-3773
- OpenAlex
- W2116397047
- Cited by
- 48
- References
- 5
- Citations by year
- 2026: 1 · 2022: 1 · 2021: 4 · 2020: 2 · 2019: 1 · 2018: 3 · 2017: 3 · 2015: 1 · 2014: 3 · 2013: 2 · 2012: 7
- FWCI
- 2.24
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Angewandte Chemie International Edition (publishedVersion)
- PubMed (publishedVersion)
- Topics
- Physical Sciences › Chemistry › Organic Chemistry › Chemical Synthesis and Analysis
- Physical Sciences › Materials Science › Biomaterials › Supramolecular Self-Assembly in Materials
- Physical Sciences › Physics and Astronomy › Astronomy and Astrophysics › Origins and Evolution of Life
- Keywords
- N-carboxyanhydride ring-opening polymerization, homochirality, valine, leucine, origin of homochirality
- MeSH terms
- Amines, Hydrogen Bonding, Kinetics, Leucine, Oligopeptides, Sensitivity and Specificity, Stereoisomerism, Valine, Protein Structure, Secondary, Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
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