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KMID : 1145520200060020119
Journal of Radiopharmaceuticals and Molecular Probes
2020 Volume.6 No. 2 p.119 ~ p.123
Synthesis of a squaric acid-derived molecular probe for nearinfrared fluorescence and photoacoustic imaging
Park Jung-Eun

Park Yong-Dae
Jeon Jong-Ho
Abstract
Dual-modality imaging strategy using near-infrared fluorescence (FLI) and photoacoustic imaging (PAI) demands a suitable probe to enable dual-modular signal production. Herein, we demonstrate a synthetic protocol of small molecular dye for dual-modular FLI and PAI. A condensation reaction between squaric acid and carboxypentyl benzoindolium, and followed by basic hydrolysis to give the benzoindole derived squaraine (BSQ) dye in 49% yield. Next, the carboxylic acid group of BSQ was further functionalized with N-hydroxysuccinimide or azide group for an efficient conjugation with a targeting biomolecule. BSQ showed a maximum fluorescent emission at around 680 nm and the photoacoustic signal reached a maximum intensity at 680?700 nm. Based on these results, we conclude that BSQ analogs will be useful probes for dual-modular (FLI/PAI) imaging studies in animal models.
KEYWORD
Fluorescence imaging, Photoacoustic imaging, Squaraine dye, Bioconjugation
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