Chiral molecules play a very important role in biological systems, and more and more chiral drugs are used in the treatment of diseases. Mandelic acid (MA) is an important chiral starting substance or the key intermediate of some chiral drugs, and the rapid detection of its chiral purity is very important in the synthesis, separation and detection of drugs. In this study, we developed a method for rapid determination of chiral purity of MA by Raman spectroscopy, and measured a series of Raman spectra of different chiral MA. Through the analysis, it is found that the OH stretching vibration peak can be used to identify the components of chiral molecules, and the enantiomeric excess (ee value) obtained is in good agreement with the real value, and the error is about 5%. The experimental detection speed is fast and the efficiency is high. Our work firstly provides a new idea for the purity detection of chiral molecules by the original Raman spectrum.
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http://dx.doi.org/10.1016/j.saa.2023.123251 | DOI Listing |
Molecules
December 2024
Xi'an Key Laboratory of Advanced Photo-Electronics Materials and Energy Conversion Device, Technological Institute of Materials & Energy Science (TIMES), Xijing University, Xi'an 710123, China.
Achieving superior circularly polarized luminescence brightness () is an important subject and continuous challenge for chiroptical materials. Herein, by applying a binary molecular design for the synthesis of chiral organo-Tb molecules, a novel pair of mononuclear chiral -pyrazolate-Tb enantiomers, [Tb(PMIP)(,-Ph-PyBox)] () and [Tb(PMIP)(,-Ph-PyBox)] (), have been synthesized and characterized. The three 1-phenyl-3-methyl-4-(isobutyryl)-5-pyrazolone () ligands play the role of efficient luminescence sensitizers and strong light-harvesting antennas, while the enantiopure 2,6-bis(4-phenyl-2-oxazolin-2-yl) pyridine ligand (/) is employed as the strong point-chiral inducer.
View Article and Find Full Text PDFChemSusChem
January 2025
Tallinn University of Technology Department of Chemistry and Biotechnology, Department of Chemistry and Biotechnology, Akadeemia tee 15, 12618, Tallinn, ESTONIA.
Biotin[6]uril, a chiral, water-soluble and anion binding macrocycle, is formed via dynamic covalent chemistry. In this study, we present a scalable and high-yielding synthesis of biotin[6]uril via a mechanochemical solid-state approach. The optimized protocol involves mechanical grinding of solid D-biotin with paraformaldehyde in the presence of 0.
View Article and Find Full Text PDFJ Org Chem
December 2024
Chemistry and Materials Program, College of Engineering, Shibaura Institute of Technology, 3-7-5 Toyosu, Kohto-ku, Tokyo 135-8548, Japan.
Both enantiomers of 2-ethylquinazolin-4-ones bearing -CHO/CDO and CHO/CHO phenyl groups at the N3 position were prepared. These are isotopic atropisomeric compounds based on a remote and conformationally flexible H/D and C/C discrimination, and it was found that a CHCl solution of -CHO/CDO derivative shows a slight specific optical rotation. Furthermore, diastereomeric quinazolinone derivatives bearing a chiral carbon were prepared, and their stereochemical purities and rotational stability as well as the isotopic atropisomerism were verified by H NMR and chiral high-performance liquid chromatography (HPLC) analyses.
View Article and Find Full Text PDFAnal Methods
December 2024
College of Ocean Food and Biological Engineering, Jimei University, Xiamen 361021, P. R. China.
Astaxanthin (AST) is a high-value antioxidant, and its efficient isolation and utilization are challenging owing to the presence of different stereoisomers from various sources. In the present study, a semi-preparative HPLC method for the efficient separation of AST stereoisomers using a Chiralpak IC chiral column with good loading capacity and chiral recognition ability was successfully developed. The mobile phase was methanol-methyl -butyl ether (90 : 10, v/v), with a flow rate of 3.
View Article and Find Full Text PDFOrg Lett
December 2024
Institute for Research in Biomedicine (IRB Barcelona), Barcelona Institute of Science and Technology (BIST), Baldiri Reixac 10, 08028 Barcelona, Spain.
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