Nikolaev V, Reddanna P, Whelan J, Hildenbrandt G, Reddy C C
Department of Veterinary Science, Pennsylvania State University, University Park 16802.
Biochem Biophys Res Commun. 1990 Jul 31;170(2):491-6. doi: 10.1016/0006-291x(90)92118-j.
When linoleic acid was incubated with the purified potato lipoxygenase under O2 atmosphere, a mixture of 9 and 13-hydroperoxyoctadecadienoic acids was formed. Stereochemical analysis of the respective methyl-hydroxyoctadecadienoic acids revealed that the 9-isomer was in S-configuration whereas 13-hydroxyoctadecadienoic acid was a mixture of S (39%) and R (61%). Exactly the opposite was the case with the soybean lipoxygenase products, where the 13-isomer was found to be in S-configuration and 9-hydroxyoctadecadienoic acid - a mixture of S (73%) and R (27%). A general scheme is proposed for the stereochemical nature of oxidation products of enzymes which are predominantly either [+2] or [-2] lipoxygenases.
当亚油酸在氧气氛围下与纯化的马铃薯脂氧合酶一起温育时，会形成9-和13-氢过氧十八碳二烯酸的混合物。对相应的甲基-羟基十八碳二烯酸进行立体化学分析表明，9-异构体为S-构型，而13-羟基十八碳二烯酸是S（39%）和R（61%）的混合物。大豆脂氧合酶产物的情况正好相反，其中13-异构体为S-构型，9-羟基十八碳二烯酸是S（73%）和R（27%）的混合物。针对主要为[+2]或[-2]脂氧合酶的酶氧化产物的立体化学性质提出了一个通用方案。
