School of Life Science and Chemical Engineering, Huaiyin Institute of Technology, Huai'an, 223003, People's Republic of China.
Biotechnol Lett. 2012 Jan;34(1):55-9. doi: 10.1007/s10529-011-0737-y. Epub 2011 Sep 6.
3'-O-stearoylation of 6-azauridine was achieved enzymatically for the first time. Among eight commercially available lipases, that from Burkholderia cepacia displayed a 3'-regioselectivity of 80% towards the acylation of 3-hydroxyl of 6-azauridine. Using an immobilized lipase from Burkholderia cepacia, the 3'-regioselectivities of the acylations could be reversed by lengthening the aliphatic chain of the acyl donors (C2-C18). The possible reason might be the presence of the interaction between the base moiety and the acyl group.
6-氮杂尿苷的 3′-O-硬脂酸酯化反应首次通过酶法实现。在 8 种市售脂肪酶中,假单胞菌属伯克霍尔德菌来源的脂肪酶对 6-氮杂尿苷 3-羟基的酰化具有 80%的 3′-区域选择性。利用假单胞菌属伯克霍尔德菌固定化脂肪酶,通过延长酰基供体的脂肪链(C2-C18)可以逆转酰化的 3′-区域选择性。可能的原因是碱基部分和酰基之间存在相互作用。