In this paper, we describe the preparation and the evaluation of a porous graphitic carbon (PGC) column coated with a new dinaphthyl derivative of neamine for chiral ligand-exchange (LE) chromatography. It was shown that the graphitic surface/dinaphthyl anchor system efficiently (1.15 micromol/m(2)) and stably (three months of intensive use) adsorbs the neamine template onto the chromatographic support. The resulting coated PGC stationary phase showed appreciable LE-based enantioselective properties towards several native amino acids.
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http://dx.doi.org/10.1007/s00216-008-2488-8 | DOI Listing |
Langmuir
December 2024
Department of Chemistry, University of Washington, Seattle, Washington 98195, United States.
Circular dichroism (CD) spectroscopy has emerged as a potent tool for probing chiral small-molecule ligand exchange on natively achiral quantum dots (QDs). In this study, we report a novel approach to identifying QD-biomolecule interactions by inducing chirality in CdS QDs using thermoresponsive elastin-like polypeptides (ELPs) engineered with C-terminal cysteine residues. Our method is based on a versatile two-step ligand exchange process starting from monodisperse oleate-capped QDs in nonpolar media and proceeding through an easily accessed achiral glycine-capped QD intermediate.
View Article and Find Full Text PDFNanomaterials (Basel)
November 2024
Department of Chemistry, Lomonosov Moscow State University, 119991 Moscow, Russia.
Semiconductor colloidal nanostructures capped with chiral organic molecules are a research hotspot due to their wide range of important implications for photonic and spintronic applications. However, to date, the study of chiral ligands has been limited almost exclusively to naturally occurring chiral amino and hydroxy acids, which typically contain only one stereocenter. Here, we show the pronounced induction of chirality in atomically thin CdSe nanoplatelets (NPLs) by capping them with enantiopure menthol derivatives as multi-stereocenter molecules.
View Article and Find Full Text PDFInorg Chem
December 2024
College of Chemistry and Materials Science, Fujian Key Laboratory of Polymer Materials, Fujian Normal University, Fuzhou 350007, China.
The strategy of organic ligand exchange is proposed to tune the optical properties of organic-inorganic hybrid cuprous halides. In this work, the chiral ligand (S)-(-)-2,2'-bis(di--tolylphosphino)-1,1'-binaphthyl ((S)-Tol-BINAP) and achiral triphenylphosphine (PPh) are introduced into cuprous halides CuX-PPh-[(S)-Tol-BINAP] (X = Cl, Br, I) through organic ligand exchange. As a result, the mixed organic ligands can enhance second harmonic generation (SHG) and aggregation-induced emission (AIE) optical properties.
View Article and Find Full Text PDFJACS Au
October 2024
Department of Chemistry, Korea Advanced Institute of Science and Technology (KAIST), Daejeon 34141, Korea.
This study aims to develop a method for the chiral analysis of organoboron compounds using nuclear magnetic resonance (NMR) spectroscopy. It addresses the longstanding challenge associated with these chiral organoboron compounds, which often require derivatization and pretreatment prior to chromatographic analysis. Our method utilizes tridentate ligands to facilitate effective ligand exchange and incorporates fluorine labels, allowing for the precise discrimination of F NMR signals.
View Article and Find Full Text PDFAnal Methods
November 2024
School of Pharmacy, Fujian Medical University, 1 Xuefu North Road University Town, Fuzhou, Fujian, 350122, China.
The isolation and analysis of chiral isomers are critical parts of the drug development process to ensure effective and safe drug administration to patients. Indirect chiral ligand exchange chromatography (ICLEC) was developed to separate and determine tenofovir alafenamide fumarate (TAF) and its diastereoisomer GS-7339, with a hypothesized separation mechanism. The effect of using a chiral column a standard C18 column on the separation of the TAF chiral isomer mixture was investigated.
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