Department of Biotechnology, Bioprocess Laboratory, Indian Institute of Technology, Roorkee, 247667, Uttarakhand, India.
J Ind Microbiol Biotechnol. 2013 Sep;40(9):937-46. doi: 10.1007/s10295-013-1299-x. Epub 2013 Jun 23.
In this work, acyltransferase activity of a new bacterial isolate Bacillus smithii strain IITR6b2 was utilized for the synthesis of nicotinic acid hydroxamate (NAH), a heterocyclic class of hydroxamic acid. NAH is an important pyridine derivative and has found its role as bioligand, urease inhibitor, antityrosinase, antioxidant, antimetastatic, and vasodilating agents. Amidase having acyltransferase activity with nicotinamide is suitable for nicotinic acid hydroxamate production. However, amidase can also simultaneously hydrolyze nicotinamide and nicotinic acid hydroxamate to nicotinic acid. Nicotinic acid is an undesirable by-product and thus any biocatalytic process involving amidase for nicotinic acid hydroxamate production needs to have high ratios of acyltransferase to amide hydrolase and acyltransferase to nicotinic acid hydroxamate hydrolase activity. Isolate Bacillus smithii strain IITR6b2 was found to have 28- and 12.3-fold higher acyltransferase to amide and hydroxamic acid hydrolase activities, respectively. This higher ratio resulted in a limited undesirable by-product, nicotinic acid (NA) synthesis. The optimal substrate/co-substrate ratio, pH, temperature, incubation time, and resting cells concentration were 200/250 mM, 7, 30 °C, 40 min, and 0.7 mg(DCW) ml(-1), respectively, and 94.5 % molar conversion of nicotinamide to nicotinic acid hydroxamate was achieved under these reaction conditions. To avoid substrate inhibition effect, a fed-batch process based on the optimized parameters with two feedings of substrates (200/200 mM) at 40-min intervals was developed and a molar conversion yield of 89.4 % with the productivity of 52.9 g h(-1) g (DCW) (-1) was achieved at laboratory scale. Finally, 6.4 g of powder containing 58.5 % (w/w) nicotinic acid hydroxamate was recovered after lyophilization and further purification resulted in 95 % pure product.
在这项工作中,利用新的细菌分离株枯草芽孢杆菌 IITR6b2 的酰基转移酶活性合成了烟酸羟肟酸(NAH),这是一种杂环羟肟酸。NAH 是一种重要的吡啶衍生物,已被用作生物配体、脲酶抑制剂、酪氨酸酶抑制剂、抗氧化剂、抗转移剂和血管扩张剂。具有烟酰胺酰基转移酶活性的酰胺酶适合用于烟酸羟肟酸的生产。然而,酰胺酶也可以同时水解烟酰胺和烟酸羟肟酸生成烟酸。烟酸是一种不需要的副产物,因此任何涉及酰胺酶的生物催化过程用于烟酸羟肟酸的生产都需要具有高的酰基转移酶对酰胺酶和酰基转移酶对烟酸羟肟酸酶的活性比。分离出的枯草芽孢杆菌 IITR6b2 被发现具有 28 倍和 12.3 倍更高的酰基转移酶对酰胺和羟肟酸水解酶的活性。这种更高的比例导致了有限的不需要的副产物,即烟酸(NA)的合成。最佳的底物/共底物比、pH 值、温度、孵育时间和休止细胞浓度分别为 200/250 mM、7、30°C、40 分钟和 0.7 mg(DCW) ml(-1),在这些反应条件下,烟酰胺的摩尔转化率达到了 94.5%。为了避免底物抑制效应,根据优化的参数,采用基于 fed-batch 的过程,在 40 分钟的间隔内分两次进料(200/200 mM),在实验室规模下,摩尔转化率为 89.4%,产率为 52.9 g h(-1) g (DCW) (-1)。最后,经冻干回收 6.4 g 含有 58.5%(w/w)烟酸羟肟酸的粉末,进一步纯化得到 95%纯产品。