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제125회 대한화학회 학술발표회 및 총회 Ratiometric fluorescent probe for monitoring tyrosinase activity in melanosomes of melanoma cancer cells

2020년 1월 28일 17시 03분 18초
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Organic Chemistry
저자 및
Sun Young Park, Jongseung Kim1, Min Hee Lee*
Department of Chemistry, Sookmyung Women's University, Korea
1Department of Chemistry, Korea University, Korea
Tyrosinase is an important biomarker of melanoma cancer because this enzyme overexpresses in melanoma cancer cells and it is considered as a promising target for cancer diagnosis and treatment. Tyrosinase is localized to the melanosomes in melanocytes. Here, we developed a morpholine-naphthalimide hybrid (1) as a ratiometric fluorescent probe that allows for a precise and quantitative analysis of tyrosinase activity. Probe 1 showed fluorescence changes at 460 and 560 nm for tyrosinase activity over other biologically relevant species, including metals, anions, and redox species. Also, inhibitory assay of tyrosinase activity was performed using 1 in the presence of kojic acid, a well-known tyrosinase inhibitor. As the concentration of kojic acid increases, the fluorescence ratio (I560 nm/I460 nm) was decreased. We next evaluated a dual channel detection ability of probe 1 for cellular tyrosinase image by a confocal microscopy. Probe 1 displayed a strong blue emission at 20 min incubation, after 6 h incubation, the blue emission was diminished and a strong green emission was monitored in tyrosinase-positive B16F10 cells. In contrast, in the case of tyrosinase-negative SK-MEL-28 cells, the green emission of 1 was not seen. We believe that probe 1 can provide a tyrosinase-dependent ratio fluorescent image and it is used for a real-time monitoring of tyrosinase activity in live melanoma cells.