Vibrational CD (VCD) Spectroscopy as a Powerful Tool for Chiral Analysis of Flavor Compounds

Yaguchi, Yoshihiro; Nakahashi, Atsufumi; Miura, Nobuaki; Taniguchi, Tohru; Sugimoto, Daisuke; Emura, Makoto; Zaizen, Kyoko; Kusano, Yumi; Monde, Kenji

doi:10.1021/bk-2015-1212.ch003

Cited by 4 publications

(1 citation statement)

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“…Unfortunately, the resolved enantiomers proved to be amorphous powders, and so single-crystal X-ray determination of their absolute chiralities could not be used for structural determination. However, vibrational circular dichroism was used for 22 and 23 , from which spectra were acquired for both samples and fitted to the calculated spectra. − The results (Supporting Information) showed that there was a good match between the spectrum of 22 and the calculated spectrum for the ( S )-enantiomer; therefore, 23 was assigned as the active ( R )-enantiomer (Figure ).…”

Section: Resultsmentioning

confidence: 99%

Synthesis and Evaluation of the First Fluorescent Antagonists of the Human P2Y₂ Receptor Based on AR-C118925

et al. 2018

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The human P2Y2 receptor (hP2Y2R) is a G-protein-coupled receptor that shows promise as a therapeutic target for many important conditions, including for antimetastatic cancer and more recently for idiopathic pulmonary fibrosis. As such, there is a need for new hP2Y2R antagonists and molecular probes to study this receptor. Herein, we report the development of a new series of non-nucleotide hP2Y2R antagonists, based on the known, non-nucleotide hP2Y2R antagonist AR-C118925 (1), leading to the discovery of a series of fluorescent ligands containing different linkers and fluorophores. One of these conjugates, 98, displayed micromolar affinity for hP2Y2R (pKd = 6.32 ± 0.10, n = 17) in a bioluminescence-energy-transfer (BRET) assay. Confocal microscopy with this ligand revealed displaceable membrane labeling of astrocytoma cells expressing untagged hP2Y2R. These properties make 98 one of the first tools for studying hP2Y2R distribution and organization.

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Section: Resultsmentioning

confidence: 99%

Synthesis and Evaluation of the First Fluorescent Antagonists of the Human P2Y₂ Receptor Based on AR-C118925

et al. 2018

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Vibrational Optical Activity in Chiral Analysis

Nafie

Dukor

2018

Chiral Analysis

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Vibrational optical activity for structural characterization of natural products

2020

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Vibrational CD (VCD) Spectroscopy as a Powerful Tool for Chiral Analysis of Flavor Compounds

Cited by 4 publications

References 28 publications

Synthesis and Evaluation of the First Fluorescent Antagonists of the Human P2Y₂ Receptor Based on AR-C118925

Synthesis and Evaluation of the First Fluorescent Antagonists of the Human P2Y₂ Receptor Based on AR-C118925

Vibrational Optical Activity in Chiral Analysis

Vibrational optical activity for structural characterization of natural products

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Vibrational CD (VCD) Spectroscopy as a Powerful Tool for Chiral Analysis of Flavor Compounds

Cited by 4 publications

References 28 publications

Synthesis and Evaluation of the First Fluorescent Antagonists of the Human P2Y2 Receptor Based on AR-C118925

Synthesis and Evaluation of the First Fluorescent Antagonists of the Human P2Y2 Receptor Based on AR-C118925

Vibrational Optical Activity in Chiral Analysis

Vibrational optical activity for structural characterization of natural products

Contact Info

Product

Resources

About

Synthesis and Evaluation of the First Fluorescent Antagonists of the Human P2Y₂ Receptor Based on AR-C118925

Synthesis and Evaluation of the First Fluorescent Antagonists of the Human P2Y₂ Receptor Based on AR-C118925