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Self‐Assembly of Racemic Alanine Derivatives: Unexpected Chiral Twist and Enhanced Capacity for the Discrimination of Chiral Species
Abstract
Twisted ribbons were formed by the self-assembly of racemic alanine derivatives (middle picture), whereas only flat nanostructures were obtained from the individual enantiomers (left). The twist was sensitive to a slight enantiomeric excess and showed remarkable macroscopic chirality. Moreover, it could discriminate various amino acid derivatives (right) and even enabled the determination of the ee value of a mixed system.
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Synthetic polymers embedding a modestly biased racemic mixture of enantiomers adopt a single-handed helical conformation thanks to the 'majority-rules' effect.
“synthetic polymers embedding a modestly biased racemic mixture of enantiomers adopt a single-handed helical conformation thanks to the so-called ''majority-rules'' effect.”
From Possible chemical and physical scenarios towards biological homochirality (2022) · cites this paper as [564]
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Cited by
Sorted by citations
Supramolecular Chirality in Self-Assembled Systems
Liu, M., Zhang, L., & Wang, T. (2015) · Chemical Reviews · doi:10.1021/cr500671p · Cited by 2,250
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
Metadata
- Authors
- Cao, H., Zhu, X., & Liu, M.
- Affiliations
- Chinese Academy of Sciences (CN)
- Corresponding author
- Liu, Minghua
- Venue
- Angewandte Chemie International Edition
- Publisher
- Wiley
- Published
- 2013-03-11
- Volume
- 52
- Issue
- 15
- Pages
- 4122-4126
- ISSN
- 1433-7851 (ISSN-L)
- 1521-3773
- OpenAlex
- W2135533106
- Cited by
- 155
- References
- 0
- Citations by year
- 2026: 4 · 2025: 6 · 2024: 8 · 2023: 1 · 2022: 10 · 2021: 11 · 2020: 10 · 2019: 10 · 2018: 8 · 2017: 15 · 2016: 18 · 2015: 19 · 2014: 31 · 2013: 4
- FWCI
- 9.17
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Angewandte Chemie International Edition (publishedVersion)
- PubMed (publishedVersion)
- Topics
- Physical Sciences › Materials Science › Biomaterials › Supramolecular Self-Assembly in Materials
- Physical Sciences › Chemistry › Organic Chemistry › Supramolecular Chemistry and Complexes
- Physical Sciences › Chemistry › Physical and Theoretical Chemistry › Surface Chemistry and Catalysis
- Keywords
- self-assembly, twisted ribbons, enantiomeric excess, chiral recognition, amino acid derivatives, enantiomer separation, enantiomeric excess determination
- MeSH terms
- Alanine, Circular Dichroism, Stereoisomerism, Molecular Structure
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