This work aims at designing functional biomaterials through selective chemical modification of xylan from beechwood. Acidic hydrolysis of xylan led to well-defined oligomers with an average of six xylose units per chain and with an aldehyde group at the reductive end. Reductive amination was performed on this aldehyde end group to introduce an azide reactive group. "Click chemistry" was then applied to couple these hydrophilic xylans moieties with different hydrophobic fatty acid methyl esters that were previously functionalized with complementary alkyne functions. The resulting amphiphilic bio-based conjugates were then self-assembled using three different methods, namely, direct solubilization, thin-film rehydration/extrusion, and microfluidics. Well-defined micelles and vesicles were obtained, and their high loading capacity with propiconazole as an antifungal active molecule was shown. The resulting vesicles loaded with propiconazole in a microfluidic process proved to significantly improve the antifungal activity of propiconazole, demonstrating the high potential of such xylan-based amphiphiles.

中文翻译：

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木聚糖基两亲物的合成和自组装：从生物囊泡到抗真菌特性。

这项工作旨在通过对山毛榉木中的木聚糖进行选择性化学修饰来设计功能性生物材料。木聚糖的酸性水解产生了明确定义的低聚物，其每链平均有六个木糖单元，并且在还原端具有醛基。在该醛端基上进行还原胺化以引入叠氮化物反应性基团。然后应用“点击化学”以将这些亲水性木聚糖部分与不同的疏水性脂肪酸甲酯偶联，这些疏水性脂肪酸甲酯先前被互补炔烃功能官能化。然后使用三种不同的方法，即直接增溶，薄膜再水化/挤压和微流控，对所得的两亲生物基共轭物进行自组装。获得了定义明确的胶束和囊泡，并显示了丙环唑作为抗真菌活性分子的高负载能力。事实证明，在微流体过程中，载有丙环唑的囊泡可显着提高丙环唑的抗真菌活性，证明了这种基于木聚糖的两亲物具有很高的潜力。