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Immobilized galactose oxidase in alginate gel (GO-Bead): a versatile and efficient biocatalyst for the regioselective synthesis of 1,4-disubstitued-1,2,3-triazoles: click reaction
Journal of the Iranian Chemical Society ( IF 2.2 ) Pub Date : 2021-01-04 , DOI: 10.1007/s13738-020-02128-1
Fateme Akbari Gourdani , Parinaz Ghadam , Majid M. Heravi , Masoume Malmir

Galactose oxidase (E.C. 1.1.3.9) is an extracellular oxidoreductase enzyme containing Cu(I) which is produced by some fungi like Fusarium species. The enzyme catalyzes the selective oxidation of primary alcohols like galactose. In this study, a heterogeneous enzymatic system for click reaction was prepared. The most important advantage of the heterogeneous catalyst is the ease of separation and their possible reusability. Therefore, galactose oxidase was immobilized by entrapment; for this purpose, alginate polysaccharide beads with different diameters were synthesized and galactose oxidase was immobilized into them to obtain galactose oxidase-bead (GO-Bead). Next, the catalytic activity of galactose oxidase-beads was examined in the one-pot synthesis of 1,4-disubstituted 1,2,3-triazoles via click reaction comprising diversely benzyl halides, sodium azide and different alkynes in aqueous medium which need Cu(I) for their performance. The catalyst was conventionally recovered and effectively reused in several runs with no appreciable decrease in its catalytic activity.



中文翻译:

海藻酸盐凝胶中固定化的半乳糖氧化酶(GO-Bead):一种用于区域选择性合成1,4-二取代的1,2,3-三唑的通用高效生物催化剂:点击反应

半乳糖氧化酶(EC 1.1.3.9)是一种含有Cu(I)的细胞外氧化还原酶,它是由某些真菌(例如镰刀菌)产生的种类。该酶催化像半乳糖这样的伯醇的选择性氧化。在本研究中,制备了用于点击反应的异质酶系统。非均相催化剂的最重要优点是易于分离及其可能的可重复使用性。因此,半乳糖氧化酶通过包封固定。为此目的,合成了具有不同直径的藻酸盐多糖珠,并将半乳糖氧化酶固定在其中,以获得半乳糖氧化酶珠(GO-Bead)。接下来,在包含铜的卤化物,叠氮化钠和不同炔烃的水性介质中,通过点击反应,在需要铜的一锅法合成1,4-二取代的1,2,3-三唑中,研究了半乳糖氧化酶珠的催化活性。 (一)表现。

更新日期:2021-01-04
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