123rd General Meeting of the KCS

Type Poster Presentation
Area Organic Chemistry
Room No. Exhibition Hall 2
Time 4월 18일 (목요일) 11:00~12:30
Code ORGN.P-166
Subject Acrylamide-coumarin-benzaldehyde as a turn-on fluorescent probe providing an enhanced water solubility for detection of cysteine and homocysteine
Authors Min Jung Chang, Min Hee Lee1,*
Department of chemistry, Sookmyung Women's University, Korea
1Department of Chemistry, Sookmyung Women's University, Korea
Abstract We presented a turn-on fluorescent probe (1) for Cys/Hcy based on Michael addition reaction with Cys/Hcy. Probe 1 is composed of benzaldehyde-conjugated coumarin as a water-soluble fluorophore and acrylamide group as a Michael addition site for Cys/Hcy as well as fluorescence quencher. Initially, probe 1 is almost non-fluorescent due to PET process from the acrylamide group. However, in the presence of Cys/Hcy, 1 showed strong blue fluorescence at 420 nm owing to a PET inhibition resulted from Michael addition reaction of acrylamide group of 1 with Cys/Hcy. The detection mechanism of 1 for Cys/Hcy was identified by ESI-MS and 1H NMR analyses. Additionally, the fluorescence enhancement of 1 was selectively monitored to Cys/Hcy over other biologically potential interferants including GSH, H2S, RONS, anions, and metal ions. Besides, 1 can give fluorescence turn-on for Cys/Hcy in the wide pH range of 2-11 and the limit of detections (LOD) for Cys and Hcy turned out to be 17.25 and 8.69 μM. As a result, we could suggest that fluorescent probe 1 would be widely applied to monitoring Cys and Hcy present in most physiological conditions.
E-mail minminkong@sookmyung.ac.kr