Azide-Dye Unexpected Bone Targeting for Near-Infrared Window II Osteoporosis Imaging

作者：Xiaoqing Zhang, Aiyan Ji, Zhiming Wang, Hongyue Lou, Jiafeng Li, Lingling Zheng, Yujing Zhou, Chunrong Qu, Xingdang Liu, Hao Chen, Zhen Xiang Cheng · 发表于：Journal of Medicinal Chemistry · 年份：2021 · DOI：10.1021/acs.jmedchem.1c00839 · 被引用次数：31 · 研究领域：Nanoplatforms for cancer theranostics、Advanced Nanomaterials in Catalysis、Luminescence and Fluorescent Materials

Azide is an important chemical functional group and has been widely used in chemical biology. However, the impact of azide on the in vivo behaviors of compounds has been rarely studied. Herein, azide was introduced into a fluorescent dye for the near-infrared window two (NIR-II) bone imaging. Specifically, we designed and synthesized the small-molecule NIR-II dyes, N 3 -FEP-4T capped with azide and FEP-4T without azide capping. In vitro assays revealed that N 3 -FEP-4T showed 5- and 5.6- times higher hydroxyapatite accumulation and macrophage uptake than those of FEP-4T, respectively. Moreover, N 3 -FEP-4T displayed higher bone uptakes and much better bone NIR-II imaging quality, demonstrating the specific bone-targeting ability of the azide-containing probe. N 3 -FEP-4T was then further successfully used for osteoporosis NIR-II imaging. Overall, our study provides insights into the impact of azide on the in vivo behavior of azide-containing compounds and opens a new window for biological application of azide.