ArticleChemical science2016
Determination of enantiomeric excess of carboxylates by fluorescent macrocyclic sensors.
Article in Chemical science, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 22 papers.
What it found
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Who cites it
22 citing papers in PubMed.
- Molecular Recognition and Chirality Sensing with Metallocene Dichloride Complexes.The Journal of organic chemistry · 2026Article
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- The V-Shaped Hamilton Receptors: A Paradigmatic Multipurpose Scaffold.ChemistryOpen · 2026Review
- Ketoprofen Recognition and Sensing by Zn(II) Complexes with Fluorogenic Triamine Receptors.Molecules (Basel, Switzerland) · 2025Article
- Molecular Sensing of Chiral Carboxylic Acid Enantiomers Using CD Inductions in the Visible Light Region.The Journal of organic chemistry · 2025Article
- Optical Enantiodifferentiation of Chiral Nitriles.Organic letters · 2024Article
- NMR analysis of the enantiomeric purity of chiral diols by a new chiral boron agent.RSC advances · 2022Article
- Optical deciphering of multinary chiral compound mixtures through organic reaction based chemometric chirality sensing.Nature communications · 2021Article
- Discrimination of enantiomers of amides with two stereogenic centers enabled by chiral bisthiourea derivatives usingOrganic & biomolecular chemistry · 2021Article
- Rapid organocatalytic chirality analysis of amines, amino acids, alcohols, amino alcohols and diols with achiral iso(thio)cyanate probes.Chemical science · 2021Article
- Chiral Phosphoric Acid Promoted Chiral 1H NMR Analysis of Atropisomeric Quinolines.Frontiers in chemistry · 2021Article
- Rapid chiral analysis based on liquid-phase cyclic chemiluminescence.Chemical science · 2020Article
- Enthalpic and entropic contributions to the basicity of cycloalkylamines.Chemical science · 2020Article
- Static Combinatorial Chemistry: A High-Pressure Approach to the Synthesis of Macrocyclic Benzoamide Libraries.ACS combinatorial science · 2020Article
- Efficient Enantiodifferentiation of Carboxylic Acids Using BINOL-Based Amino Alcohol as a Chiral NMR Solvating Agent.Frontiers in chemistry · 2020Article
- Article
- Poly(ionic liquid)s as a distinct receptor material to create a highly-integrated sensing platform for efficiently identifying numerous saccharides.Chemical science · 2019Article
- Synthesis of Tripeptide Derivatives with Three Stereogenic Centers and Chiral Recognition Probed by Tetraaza Macrocyclic Chiral Solvating Agents Derived from d-Phenylalanine and (1 S,2 S)-(+)-1,2-Diaminocyclohexane viaThe Journal of organic chemistry · 2018Article
- Article
- ChiralFrontiers in chemistry · 2018Article
Corrections and comments
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Authors and funding
6 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Chiral fluorescent chemosensors featuring macrocycles comprising BINOL auxiliary and an array of hydrogen bond donors were synthesized. To enhance fluorescence of the chemosensors, conjugated moieties were attached to the 3,3'-positions of the BINOL auxiliary. The resulting chemosensors recognize a number of carboxylates, namely, enantiomers of ibuprofen, ketoprofen, 2-phenylpropanoate, mandelate, and phenylalanine in a stereoselective fashion. Depending on the structure of the chemosensor, the presence of carboxylate yields fluorescence quenching or amplification. This information-rich signal can be used to determine the identity of the analyte including the sense of chirality. Quantitative experiments were performed aimed at analysis of enantiomeric excess of chiral carboxylates. The quantitative analysis of enantiomeric composition of ibuprofen, ketoprofen, and phenylalanine shows that the sensors correctly identify mixtures with varying enantiomeric excess and correctly predict the enantiomeric excess of unknown samples with error of prediction <1.6%.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.