超声辅助铜催化叠氮-炔基环加成反应修饰叠氮壳聚糖衍生物的简单方法。
Simple method for ultrasound assisted «click» modification of azido-chitosan derivatives by CuAAC.
机构信息
Institute of Bioengineering, Research Center of Biotechnology of the Russian Academy of Sciences, 33, bld. 2 Leninsky Ave., Moscow 119071, Russia.
Institute of Bioengineering, Research Center of Biotechnology of the Russian Academy of Sciences, 33, bld. 2 Leninsky Ave., Moscow 119071, Russia.
出版信息
Carbohydr Polym. 2022 Apr 15;282:119109. doi: 10.1016/j.carbpol.2022.119109. Epub 2022 Jan 11.
New quaternized chitosan derivatives HT-TMC were synthesized as a result of copper catalyzed azide-alkyne [3 + 2] cycloaddition (CuAAC). The structure of the HT-TMC was verified by 2D NMR. The synthesis was carried out as a result of the formation of Cu(I) in situ, under the action of ultrasound in aerobic conditions in the presence of acetic acid and metallic copper (copper turnings). The new derivatives were characterized by increased pH range of solubility (DS range 18-76%) and the presence of antibacterial and fungicidal activities. The proposed catalytic system makes it possible to easily and efficiently obtain new derivatives of chitosan as a result of ultrasound-promoted CuAAC.
新型季铵化壳聚糖衍生物 HT-TMC 是通过铜催化的叠氮-炔 [3+2] 环加成（CuAAC）反应合成的。通过二维 NMR 验证了 HT-TMC 的结构。该合成是在有氧条件下、在醋酸和金属铜（铜屑）的存在下，通过原位形成的 Cu(I)，在超声的作用下进行的。新衍生物的特点是溶解度的 pH 范围增加（取代度范围 18-76%），具有抗菌和杀菌活性。所提出的催化体系使得通过超声促进的 CuAAC 轻松有效地获得壳聚糖的新衍生物成为可能。
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