Blee E, Schuber F
Institut de Biologie Moléculaire des Plantes (CNRS UPR-406), DECM, Institut de Botanique, Strasbourg, France.
Biochem Biophys Res Commun. 1990 Dec 31;173(3):1354-60. doi: 10.1016/s0006-291x(05)80937-4.
The stereochemistry of C18 unsaturated fatty acids epoxidation catalyzed by detergent-solubilized and partially purified soybean peroxygenase was determined by chiral phase HPLC. Linoleic acid was oxidized into 9, 10- and 12,13-cis-epoxyoctadecenoic acids with a high enantiofacial selectivity. A 5.2:1 and 2.3:1 ratio respectively in favor of the 9(R), 10(S)- and 12(R), 13(S)-epoxy enantiomers was observed. These epoxy-derivatives of linoleic acid have the chirality of metabolites known to be involved in plant defense against fungi. This finding is of importance in establishing a physiological role for the peroxygenase.
通过手性相高效液相色谱法测定了由去污剂增溶并部分纯化的大豆过氧合酶催化的C18不饱和脂肪酸环氧化反应的立体化学。亚油酸被氧化为9,10-和12,13-顺式环氧十八碳烯酸，具有高对映面选择性。观察到分别有利于9(R),10(S)-和12(R),13(S)-环氧对映体的比例为5.2:1和2.3:1。亚油酸的这些环氧衍生物具有已知参与植物抗真菌防御的代谢物的手性。这一发现对于确定过氧合酶的生理作用具有重要意义。
