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pH-regulated self-assembly and Ag+-responsive bioimaging of endoplasmic reticulum-targeted probe in vitro/in vivo
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DOI：10.1016/j.cclet.2026.112941.png)
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Abstract
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Amphipathic TAP-dU and TAP-dC were designed with a distinctive donor-π-acceptor (D-π-A) electronic architecture, which the nucleoside function and TAP-moiety act as the electron donor and electron acceptor, respectively. The base-triggered charge transfer is influenced by protonation/deprotonation states and conformational twisting. Hydrogen-bonding interactions between the pyrimidine and ribose were thoroughly examined by nuclear magnetic resonance (1H NMR) spectroscopy, single-crystal X-ray crystallography, and density functional theory (DFT) calculations. Importantly, TAP-dU exhibits pH-dependent self-assembly and π-π stacking interactions, leading to an aggregated fluorescence multicolor shift from blue to green to yellow, with emission wavelengths reaching up to 545 nm. Unlike our previously reported nucleus-targeted TPE-dU/TPE-dC and mitochondria-targeted TPE-FdU, this study demonstrates that both nontoxic TAP-dC and TAP-dU effectively achieve endoplasmic reticulum (ER)-specific imaging in NIH-3T3 and HeLa cells. Additionally, due to its biocompatibility, TAP-dC also serves as a promising candidate for in vivo Ag+ detection in NIH-3T3 and zebrafish via bioimaging.
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8.9
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