Preparation and fluorescence properties of fluorophore-labeled avidin-biotin system immobilized on Fe3O4 nanoparticles through functional indolequinone linker

作者：Hirata Nao; Tanabe Kazuhito^*; Narita Asako; Tanaka Kazuo; Naka Kensuke; Chujo Yoshiki; Nishimoto Sei ichi

来源：Bioorganic & Medicinal Chemistry, 2009, 17(11): 3775-3781.

DOI：10.1016/j.bmc.2009.04.048

• Chemical biology
• Molecular imaging
• Hypoxia
• Magnetic nanoparticles
• Indolequinone

We prepared and characterized a new class of fluorophore-labeled magnetic nanoparticles (MNPs) possessing a hypoxia-responsive unit to construct a hypoxia-selective emission system. The indolequinone derivative as a hypoxia-response unit bearing biotin was synthesized and immobilized on Fe3O4 MNP. Subsequent complexation of this functionalized MNP with fluorescein-labeled avidin formed fluorophore-labeled nanoparticles (AF-QB@MNP). The fluorescence intensity of AF-QB@MNP was suppressed because of the adjacent quenching function of the indolequinone moiety and MNP. Upon hypoxic treatment by NADPH: cytochrome P450 reductase, AF-QB@MNP was activated to liberate a fluorescence unit, leading to the significant enhancement of fluorescence emission, while a smaller enhancement in fluorescence emission occurred upon aerobic treatment. The AF-QB@MNP has a indispensable properties as a fluorescent probe for imaging of disease relevant hypoxic microenvironments.

• 出版日期2009-6-1