[논문]Organic Reaction Monitoring of a Glycine Derivative Using Signal Amplification by Reversible Exchange-Hyperpolarized Benchtop Nuclear Magnetic Resonance Spectroscopy

Chae, Heelim; Min, Sein; Jeong, Hye Jin; Namgoong, Sung Keon; Oh, Sangwon; Kim, Kiwoong; Jeong, Keunhong

doi:10.1021/acs.analchem.0c01270

[해외논문] Organic Reaction Monitoring of a Glycine Derivative Using Signal Amplification by Reversible Exchange-Hyperpolarized Benchtop Nuclear Magnetic Resonance Spectroscopy

Analytical chemistry, v.92 no.16, 2020년, pp.10902 - 10907

Chae, Heelim (Department of Chemistry , Seoul Women’s University , Seoul 01797 , South Korea) , Min, Sein (Department of Chemistry , Seoul Women’s University , Seoul 01797 , South Korea) , Jeong, Hye Jin (Department of Chemistry , Korea Military Academy , Seoul 01805 , South Korea) , Namgoong, Sung Keon (Department of Chemistry , Seoul Women’s University , Seoul 01797 , South Korea) , Oh, Sangwon (Korea Research Institute of Standards and Science , Daejeon 34113 , South Korea) , Kim, Kiwoong , Jeong, Keunhong

Abstract ▼ AI-Helper

Currently, signal amplification by reversible exchange (SABRE) using para-hydrogen is an attractive method of hyperpolarization for overcoming the sensitivity problems of nuclear magnetic resonance (NMR) spectroscopy. Additionally, SABRE, using the spin order of para-hydrogen, can be applied in reaction monitoring processes for organic chemistry reactions where a small amount of reactant exists. The organic reaction monitoring system created by integrating SABRE and benchtop NMR is the ideal combination for monitoring a reaction and identifying the small amounts of materials in the middle of the reaction. We used a laboratory-built setup, prepared materials by synthesis, and showed that the products obtained by esterification of glycine were also active in SABRE. The products, which were synthesized esterified glycine with nicotinoyl chloride hydrochloride, were observed with a reaction monitoring system. The maximum SABRE enhancement among them (approximately 147-fold) validated the use of this method. This study is the first example of the monitoring of this organic reaction by SABRE and benchtop NMR. It will open new possibilities for applying this system to many other organic reactions and also provide more fruitful future applications such as drug discovery and mechanism study.[FIG OMISSION]

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