Preparation of oxime compound lipid droplet-specifically labeled fluorescent probe and its application in cell imaging.

Fluorescent probes can facilitate our further comprehension of the functional and physiological roles of LDs and thus promote the development of effective therapeutic approaches. Oxime compounds are widely used due to their good crystallinity and high reactivity. However, the majority oximes fluorescent probes are usually employed for the detection of HCIO, and the application of oximes in fluorescently labeled LDS is poorly reported. In this paper, three kinds of LDs fluorescent probes (NAP-a, NAP-b and NAP-c) with D-π-A structure were synthesized by simple synthesis method with 1,8-naphthalimide as fluorescent matrix and oxime group as electron donor. These probes were highly sensitive to polarity, and possessed good photostability and low cytotoxicity. Co-staining experiments showed that these probes could target LDs and the fluorescence image was green. These probes NAP-a, NAP-b and NAP-c possessed high Pearson coefficient (HeLa cells: 0.91, 0.95, 0.86) and Manders coefficient (HeLa cells: 0.91, 0.96, 0.86) with Nile Red. Interestingly, the dynamic variations in their size, shape and distribution could be clearly observed in the oleic acid-treated cell model of LDs. Imaging of zebrafish was performed and green fluorescence was collected in zebrafish. These excellent properties make oxime compound fluorescent probes a promising fluorescent probes for studying LDs and metabolic diseases. This study opens up a new way for the preparation of LDs fluorescent probe.

Recyclable Shape-Memory Waterborne Polyurethane Films Based on Perylene Bisimide Modified Polycaprolactone Diol.

Currently, much attention is given to the functionality and recyclability of waterborne polyurethane (WPU). Herein, ε-caprolactone was used as a chain extender for grafting onto perylene bisimide (PBI) and 1,4-butanediol (BDO) via ring-opening reactions to obtain PBI-PCL and BDO- PCL. Then, two kinds of WPU, namely PBI-WPU (PWPU) and BDO-WPU (BWPU), were fabricated using PBI-PCL/polytetrahydrofuran ether glycol (PTMG) and BDO-PCL/PTMG, respectively, as mixed soft segments. The properties and appearance of PWPU and BWPU emulsions were analyzed in terms of particle size, zeta potential and TEM images, and the results showed that PWPU emulsions had uniform particle size distribution and decent storage stability. AFM and DMA results revealed that PWPU films possessed a more significant degree of microphase separation and a higher glass transition temperature (Tg) than BWPU films. The PWPU films displayed good shape-memory and mechanical properties, with tensile strength up to 58.25 MPa and elongation at break up to 1241.36%. TGA analysis indicated that PWPU films had better thermal stability than BWPU films. More importantly, the PWPU films could be dissolved in a mixed solvent of acetone/ethanol (v/v = 2:1) at room temperature. The dissolved PWPU could be dispersed in deionized water to prepare waterborne polyurethane again. After the recycling process was repeated three times, the recycled PWPU emulsion still exhibited good storage stability. The recycled PWPU films maintained their original thermal and mechanical properties. Comparing the properties of BWPU and PWPU showed that the soft segment structure had important influence on waterborne polyurethane performance. Therefore, PWPU may have great potential applications in making recycling and shape-memory coating or paint.