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http://dx.doi.org/10.22643/JRMP.2020.6.2.177

Synthesis of a squaric acid-derived molecular probe for near-infrared fluorescence and photoacoustic imaging

Jung Eun Park (Department of Applied Chemistry, School of Applied Chemical Engineering, Kyungpook National University)
Yong Dae Park (Advanced Radiation Technology Institute, Korea Atomic Energy Research Institute)
Jongho Jeon (Department of Applied Chemistry, School of Applied Chemical Engineering, Kyungpook National University)

Publication Information

Journal of Radiopharmaceuticals and Molecular Probes / v.6, no.2, 2020 , pp. 177-181 More about this Journal

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.

Keywords

Fluorescence imaging; Photoacoustic imaging; Squaraine dye; Bioconjugation;

Citations & Related Records

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