Department of Chemistry, Beckman Institute for Advanced Science and Technology, and Cancer Center at Illinois, University of Illinois at Urbana-Champaign, Urbana, Illinois 61801, United States.
J Am Chem Soc. 2022 Oct 5;144(39):18101-18108. doi: 10.1021/jacs.2c08187. Epub 2022 Sep 25.
The favorable properties of cyanines (e.g., near-infrared (NIR) absorbance and emission) have made this class of dyes popular for a wide variety of biomedical applications. However, many cyanines are prone to rapid photobleaching when irradiated with light. In this study, we have exploited this undesirable trait to develop NIR-nanogels for NIR light-mediated cargo delivery. NIR-nanogels feature a photolabile cyanine cross-linker (Cy780-Acryl) that can cleave via dioxetane chemistry when irradiated. This photochemical process results in the formation of two carbonyl fragments and concomitant NIR-nanogel degradation to facilitate cargo release. In contrast to studies where cyanines are utilized as photocages, our approach does not require direct chemical attachment to the cargo, thus expanding our ability to deliver molecules that cannot be covalently modified. We showcase this feature by encapsulating a palette of small-molecule chemotherapeutics that feature a structurally diverse chemical architecture. To demonstrate site-selective release in vivo, we generated a murine model of breast cancer. Relative to nonlight irradiated and drug-free controls, treatment with NIR-nanogels loaded with paclitaxel (a potent cytotoxic agent) and NIR light resulted in significant attenuation of tumor growth. Moreover, we show via histological staining of the vital organs that minimal off-target effects are observed.
花菁素(例如近红外(NIR)吸收和发射)的有利特性使其成为各种生物医学应用中广受欢迎的一类染料。然而,许多花菁素在受到光照时容易迅速光漂白。在这项研究中,我们利用这一不理想的特性开发了用于近红外光介导货物传递的 NIR 纳米凝胶。NIR 纳米凝胶具有光不稳定的花菁素交联剂(Cy780-Acryl),当受到照射时可以通过双氧杂环丁烷化学进行裂解。这个光化学反应导致两个羰基片段的形成和伴随的 NIR 纳米凝胶降解,从而促进货物释放。与将花菁素用作光笼的研究不同,我们的方法不需要直接化学连接到货物上,从而扩大了我们递送不能进行共价修饰的分子的能力。我们通过封装一系列具有结构多样化化学结构的小分子化疗药物来展示这一特性。为了证明体内的位点选择性释放,我们生成了乳腺癌的小鼠模型。与非光照和无药物对照相比,用载有紫杉醇(一种有效的细胞毒性药物)和近红外光的 NIR 纳米凝胶治疗导致肿瘤生长显著减弱。此外,我们通过对重要器官的组织学染色显示,观察到最小的脱靶效应。