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Chirality is an important property, especially for chiral drug enantiomers with huge differences in pharmacology and toxicity. Chiral recognition of drug enantiomers is the first step to understanding the physiological phenomenon and ensuring medical safety. To efficiently identify and isolate these chiral drugs, we prepared a nanochannel. Here, a chiral sensor was fabricated by introducing the host-guest system of pillar[5]arene (WAP5) and phenethylamine into solid-state nanochannels. The chiral guest R-phenethylamine (R-PEA) induced the chirality of the host-guest system and amplified the chiral selectivity for ibuprofen enantiomers in the host-guest-based nanochannels, which was significantly greater than that in the aqueous phase or the R-PEA modified nanochannels. This study provides a strategy to fabricate highly enantioselective nanosensors for chiral drugs.
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http://dx.doi.org/10.1039/d2an00310d | DOI Listing |
J Am Chem Soc
September 2025
Shenzhen Key Laboratory of Cross Coupling Reactions & Department of Chemistry, Southern University of Science and Technology (SUSTech), Shenzhen 518055, China.
Currently, most sulfoximine clinical candidates feature both -aryl and -alkyl substituents. The asymmetric synthesis of these compounds typically relies on oxidizing corresponding enantioenriched sulfilimines. Herein, we describe an effective catalytic system comprising CuI and an azabicyclo[2.
View Article and Find Full Text PDFJ Am Chem Soc
September 2025
Laboratory for Fundamental BioPhotonics (LBP), Institute of Bioengineering (IBI), School of Engineering (STI), École Polytechnique Fédérale de Lausanne (EPFL), Lausanne CH-1015, Switzerland.
Life requires chemical chiral specificity. The emergence of enantioselectivity is unknown but has been linked to diverse scenarios for the origin of life, ranging from an extraterrestrial origin to polarization-induced effects, and magnetic field-induced mineral templating. These scenarios require an originating mechanism and a subsequent enhancement step, leading to widespread chiral specificity.
View Article and Find Full Text PDFNat Catal
July 2025
Department of Chemistry, The Scripps Research Institute; 10550 North Torrey Pines Road, La Jolla, CA 92037, USA.
Despite increasing demand for chiral fluorinated organic molecules, enantioselective C-H fluorination remains among the most challenging and sought-after transformations in organic synthesis. Furthermore, utilizing nucleophilic sources of fluorine is especially desirable for F-radiolabelling. To date, methods for enantioselective nucleophilic fluorination of inert C(sp)-H bonds remain unknown.
View Article and Find Full Text PDFOrg Biomol Chem
September 2025
Key Laboratory of Asymmetric Synthesis and Chirotechnology of Si-chuan Province, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China.
Based on a patented new concept of general chiral catalysis, a series of new chiral ligands integrating both a MacMillan imidazolinone organocatalyst and a chiral N,P-ligand scaffold has been designed and concisely prepared from commercially available chiral α-amino acids and 2-diphenylphosphino-benzaldehyde. These chiral ligands have shown good to excellent enantioselectivities (up to 97% ee) with satisfactory yields (up to 95%) in enantioselective Pd-catalyzed allylations with 1,3-dicarbonyls and amines.
View Article and Find Full Text PDFPharmaceuticals (Basel)
July 2025
Department of Medicinal and Organic Chemistry, School of Pharmacy, University of Granada, Campus de Cartuja, 18071 Granada, Spain.
: Carbohydrate-derived chiral ligands are promising tools in asymmetric catalysis due to their structural diversity, chirality, and availability. However, ligands based on galactose or sorbose have been scarcely explored in the enantioselective addition of dialkylzinc reagents to aldehydes. : A series of chiral diols and β-amino alcohols was synthesized from methyl D-glucopyranoside, methyl D-galactopyranoside, and D-fructose.
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