从α-亚麻酸的异亮氨酸共轭物生物合成12-氧代植物二烯酸的异亮氨酸共轭物及体外酶促合成
Biosynthesis and in vitro enzymatic synthesis of the isoleucine conjugate of 12-oxo-phytodienoic acid from the isoleucine conjugate of α-linolenic acid.
作者信息
Uchiyama Akira, Yaguchi Takaomi, Nakagawa Hiroyuki, Sasaki Kento, Kuwata Naoshige, Matsuura Hideyuki, Takahashi Kosaku
机构信息
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.
出版信息
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。
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