A racemic mixture of -Fmoc-protected phenylalanine (2) or tryptophan (3) was found to spontaneously afford a gel enriched in either the L- or the D-form of their enantiomers stochastically. Homochiral selective secondary nucleation, promoted by the choice of solvent or stirring, was suggested as the key process for the observed phenomenon.
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http://dx.doi.org/10.1039/d4nr04011b | DOI Listing |
Phys Chem Chem Phys
January 2025
Laboratoire Softmat, UMR au CNRS no 5623, Université Paul Sabatier, F-31062 Toulouse, France.
Simulations on an ODE-based model shows that there are many common points between Viedma deracemization and chiral self-assemblies of achiral building blocks towards chiral nanoparticles. Both systems occur in a closed system with energy exchange but no matter exchange with the surroundings and show parallel reversible growth mechanisms which coexist with an irreversible cluster breaking (grinding). The various mechanisms of growth give rise to the formation of polymerization/depolymerization cycles while the consecutive transformation of achiral monomer into chiral cluster results into an indirect enantioselective autocatalysis.
View Article and Find Full Text PDFAstrobiology
January 2025
Dipartimento di Chimica, Università degli Studi di Bari Aldo Moro, Bari, Italy.
Agent-based simulations are set to describe the early biotic selection of oligomers made of monomers of different chirality. The simulations consider the spatial distribution of agents and resources, the balance of biomass of different chirality, and the balance of chemical energy. Following the well-known Wald's hypothesis, a disadvantage is attributed to the change in chirality along the biochemical sequence.
View Article and Find Full Text PDFNat Commun
December 2024
Department of Chemistry, Indian Institute of Technology Hyderabad, Kandi, Sangareddy, Telangana, India.
Secondary nucleation is an emerging approach for synthesizing higher-order supramolecular polymers with exciting topologies. However, a detailed understanding of growth processes and the synthesis of homochiral superstructures is yet to be demonstrated. Here, we report the non-covalent synthesis of dendritic homochiral superstructures using NIR triimide dyes as building blocks via a secondary nucleation elongation process.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
December 2024
Chemistry and Biomedicine Innovation Center (ChemBIC), State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing University, 210023, Nanjing, China Institution.
Drug resistance is a major cause of cancer recurrence and poor prognosis. The innovative design and synthesis of inhibitors to target drug-resistance-specific proteins is highly desirable. However, challenges remain in precisely adjusting their conformation and stereochemistry to adapt the chiral regions of target proteins.
View Article and Find Full Text PDFAdv Sci (Weinh)
December 2024
Key Laboratory of Precision and Intelligent Chemistry, School of Chemistry and Materials Science, University of Science and Technology of China, Hefei, Anhui, 230026, China.
Circularly polarized light (CPL) is inherently chiral and is regarded as one possible source for the origin of homochirality. Coincidentally, chiral metal nanoparticles have great prospects in asymmetric photochemical reactions since they can enhance the chiral light-matter interactions. Nonetheless, little is known about how the spin angular momentum of light competes with the chiral electromagnetic field in the vicinity of a chiral nanoparticle during the chiral induction and amplification process.
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