Biosynthesis and in vitro enzymatic synthesis of the isoleucine conjugate of 12-oxo-phytodienoic acid from the isoleucine conjugate of α-linolenic acid

被引：8

作者：

Uchiyama, Akira ^{[1
]}

Yaguchi, Takaomi ^{[1
]}

Nakagawa, Hiroyuki ^{[2
]}

Sasaki, Kento ^{[1
]}

Kuwata, Naoshige ^{[1
]}

Matsuura, Hideyuki ^{[1
]}

Takahashi, Kosaku ^{[1
]}

机构：

[1] Hokkaido Univ, Res Fac Agr, Div Fundamental Agrosci Res, Kita Ku, Kita 9,Nishi 9, Sapporo, Hokkaido 0608589, Japan

[2] Natl Agr & Food Res Org NARO, Food Res Inst, 2-1-12 Kannon Dai, Tsukuba, Ibaraki 3058642, Japan

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2018年 / 28卷 / 06期

关键词：

Arabidopsis thaliana; Jasmonates; LA-Ile; OPDA-Ile; 12-oxo-phytodienoic acid; ALLENE OXIDE CYCLASE; ARABIDOPSIS-THALIANA; JASMONIC ACID; IDENTIFICATION; PERCEPTION; RESPONSES; SIGNAL;

D O I：

10.1016/j.bmcl.2018.02.030

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

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 alpha-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. (C) 2018 Elsevier Ltd. All rights reserved.

引用

页码：1020 / 1023

页数：4

共 23 条

[1] The Recently Identified Isoleucine Conjugate of cis-12-Oxo-Phytodienoic Acid Is Partially Active in cis-12-Oxo-Phytodienoic Acid-Specific Gene Expression of Arabidopsis thaliana [J].