Porphyrin-Based Hybrid Nanohelices: Cooperative Effect between Molecular and Supramolecular Chirality on Amplified Optical Activity.

Autor: Anfar Z; University of Bordeaux, CNRS, Bordeaux INP, CBMN, UMR 5248, Pessac 33600, France., Kuppan B; University of Bordeaux, CNRS, Bordeaux INP, CBMN, UMR 5248, Pessac 33600, France., Scalabre A; University of Bordeaux, CNRS, Bordeaux INP, CBMN, UMR 5248, Pessac 33600, France., Nag R; University of Bordeaux, CNRS, Bordeaux INP, CBMN, UMR 5248, Pessac 33600, France., Pouget E; University of Bordeaux, CNRS, Bordeaux INP, CBMN, UMR 5248, Pessac 33600, France., Nlate S; University of Bordeaux, CNRS, Bordeaux INP, CBMN, UMR 5248, Pessac 33600, France., Magna G; Department of Chemical Science and Technologies, University of Rome Tor Vergata, via della Ricerca Scientifica 1, Rome 00133, Italy., Di Filippo I; Department of Chemical Science and Technologies, University of Rome Tor Vergata, via della Ricerca Scientifica 1, Rome 00133, Italy., Monti D; Department of Chemistry, Sapienza, University of Rome, piazzale Aldo Moro 5, Rome 00185, Italy., Naitana ML; Department of Chemical Science and Technologies, University of Rome Tor Vergata, via della Ricerca Scientifica 1, Rome 00133, Italy., Stefanelli M; Department of Chemical Science and Technologies, University of Rome Tor Vergata, via della Ricerca Scientifica 1, Rome 00133, Italy., Nikonovich T; Department of Chemistry and Biotechnology, School of Science, Tallinn University of Technology, Akadeemia tee 15, Tallinn 12618, Estonia., Borovkov V; Department of Chemistry and Biotechnology, School of Science, Tallinn University of Technology, Akadeemia tee 15, Tallinn 12618, Estonia., Aav R; Department of Chemistry and Biotechnology, School of Science, Tallinn University of Technology, Akadeemia tee 15, Tallinn 12618, Estonia., Paolesse R; Department of Chemical Science and Technologies, University of Rome Tor Vergata, via della Ricerca Scientifica 1, Rome 00133, Italy., Oda R; University of Bordeaux, CNRS, Bordeaux INP, CBMN, UMR 5248, Pessac 33600, France.; WPI-Advanced Institute for Materials Research, Tohoku University, Katahira, Aoba-Ku, Sendai 980-8577, Japan.
Jazyk: angličtina
Zdroj: The journal of physical chemistry. B [J Phys Chem B] 2024 Feb 15; Vol. 128 (6), pp. 1550-1556. Date of Electronic Publication: 2024 Jan 31.
DOI: 10.1021/acs.jpcb.3c07153
Abstrakt: The development of chiral receptors for discriminating the configuration of the analyte of interest is increasingly urgent in view of monitoring pollution in water and waste liquids. Here, we investigate an easy protocol to immobilize the desired non-water-soluble receptors inside a water-dispersible chiral nanoplatform made of silica. This approach induces chirality in the receptors and Here, we investigate an easy protocol to immobilize the desired non-water-soluble receptors inside a water-dispersible chiral nanoplatform made of silica. This approach induces chirality in the receptors and makes the dye@nanohelix system disperse in a suspension of water without aggregation. We noted strong induction and amplification of chiroptical activity in both achiral and chiral (proline-based or hemicucurbituril-based) porphyrin derivatives with and without zinc ions once confined and organized in nanometer silica helices. The results clearly demonstrated that the organization-induced chirality amplification of porphyrins dominates the molecular chirality, and the amplification is more efficient for more flexible porphyrins (especially free-base and achiral).
Databáze: MEDLINE