Uchiyama Akira, Yaguchi Takaomi, Nakagawa Hiroyuki, Sasaki Kento, Kuwata Naoshige, Matsuura Hideyuki, Takahashi Kosaku
Division of Fundamental Agroscience Research, Research Faculty of Agriculture, Hokkaido University, Kita 9, Nishi 9, Kita-ku, Sapporo 060-8589, Japan.
National Agriculture and Food Research Organization (NARO), Food Research Institute, 2-1-12 Kannon-dai, Tsukuba-shi, Ibaraki 305-8642, Japan.
Bioorg Med Chem Lett. 2018 Apr 1;28(6):1020-1023. doi: 10.1016/j.bmcl.2018.02.030. Epub 2018 Feb 15.
The isoleucine conjugate of 12-oxo-phytodienoic acid (OPDA-Ile), a new member of the jasmonate family, was recently identified in Arabidopsis thaliana and might be a signaling molecule in plants. However, the biosynthesis and function of OPDA-Ile remains elusive. This study reports an in vitro enzymatic method for synthesizing OPDA-Ile, which is catalyzed by reactions of lipoxygenase (LOX), allene oxide synthase (AOS), and allene oxide cyclase (AOC) using isoleucine conjugates of α -linolenic acid (LA-Ile) as the substrate. A. thaliana fed LA-Ile exhibited a marked increase in the OPDA-Ile concentration. LA-Ile was also detected in A. thaliana. Furthermore, stable isotope labelled LA-Ile was incorporated into OPDA-Ile. Thus, OPDA-Ile is biosynthesized via the cyclization of LA-Ile in A. thaliana.
茉莉酸家族的新成员12-氧代植物二烯酸异亮氨酸共轭物（OPDA-Ile）最近在拟南芥中被鉴定出来，它可能是植物中的一种信号分子。然而，OPDA-Ile的生物合成和功能仍然不清楚。本研究报道了一种体外酶促合成OPDA-Ile的方法，该方法以α-亚麻酸异亮氨酸共轭物（LA-Ile）为底物，通过脂氧合酶（LOX）、丙二烯氧化物合酶（AOS）和丙二烯氧化物环化酶（AOC）的反应进行催化。用LA-Ile喂养的拟南芥中OPDA-Ile浓度显著增加。在拟南芥中也检测到了LA-Ile。此外，稳定同位素标记的LA-Ile被掺入到OPDA-Ile中。因此，在拟南芥中OPDA-Ile是通过LA-Ile的环化生物合成的。
