Synthesis and characterization of quantum dot nanoparticles bound to the plant volatile precursor of hydroxy-apo-10′-carotenal.
This study is focused on the synthesis and characterization of hydroxy-apo-10′-carotenal/quantum dot (QD) conjugates aiming at the in vivo visualization of β-ionone, a carotenoid-derived volatile compound known for its important contribution to the flavor and aroma of many fruits, vegetables, and plants. The synthesis of nanoparticles bound to plant volatile precursors was achieved via coupling reaction of the QD to C27-aldehyde which was prepared from α-ionone via 12 steps in 2.4% overall yield. The formation of the QD-conjugate was confirmed by measuring its fluorescence spectrum to observe the occurrence of fluorescence resonance energy transfer.
Tu, V.A.; Kaga, A.; Gericke, K.H.; Watanabe, N.; Narumi, T.; Toda, M.; Brueckner, B.; Baldermann, S.; Mase, N. 2014. Synthesis and characterization of quantum dot nanoparticles bound to the plant volatile precursor of hydroxy-apo-10′-carotenal. Journal of Organic Chemistry, 79 (15), 6808-6515.