Wang Xinyue, Bou Sophie, Klymchenko Andrey S, Anton Nicolas, Collot Mayeul
Faculté de Pharmacie d'Illkirch, Université de Strasbourg, CNRS, CAMB UMR 7199, F-67000 Strasbourg, France.
INSERM (French National Institute of Health and Medical Research), Université de Strasbourg, Regenerative Nanomedicine (RNM), FMTS, UMR 1260, F-67000 Strasbourg, France.
Nanomaterials (Basel). 2021 Mar 23;11(3):826. doi: 10.3390/nano11030826.
Nanoemulsions (NEs) are water-dispersed oil droplets that constitute stealth biocompatible nanomaterials. NEs can reach an impressive degree of fluorescent brightness owing to their oily core that can encapsulate a large number of fluorophores on the condition the latter are sufficiently hydrophobic and oil-soluble. BODIPYs are among the brightest green emitting fluorophores and as neutral molecules possess high lipophilicity. Herein, we synthesized three different natural lipid-BODIPY conjugates by esterification of an acidic BODIPY by natural lipids, namely: α-tocopherol (vitamin E), cholesterol, and stearyl alcohol. The new BODIPY conjugates were characterized in solvents and oils before being encapsulated in NEs at various concentrations. The physical (size, stability over time, leakage) and photophysical properties (absorption and emission wavelength, brightness, photostability) are reported and showed that the nature of the lipid anchor and the nature of the oil used for emulsification greatly influence the properties of the bright NEs.
纳米乳剂(NEs)是水分散的油滴,构成了具有隐形性能的生物相容性纳米材料。由于纳米乳剂的油核能够在荧光团足够疏水且油溶性良好的条件下包封大量荧光团,因此其荧光亮度可达到令人瞩目的程度。BODIPY是最亮的绿色发射荧光团之一,作为中性分子具有高亲脂性。在此,我们通过天然脂质对酸性BODIPY进行酯化反应,合成了三种不同的天然脂质 - BODIPY共轭物,即:α - 生育酚(维生素E)、胆固醇和硬脂醇。在将新的BODIPY共轭物以不同浓度包封到纳米乳剂中之前,先在溶剂和油中对其进行了表征。报告了其物理性质(尺寸、随时间的稳定性、泄漏情况)和光物理性质(吸收和发射波长、亮度、光稳定性),结果表明脂质锚定基团的性质和用于乳化的油的性质对明亮纳米乳剂的性质有很大影响。