Graduate School of Sciences and Technology for Innovation, Yamaguchi University, Yamaguchi, 753-8515, Japan.
College of Agriculture, Academic Institute, Shizuoka University, Shizuoka, 422-8529, Japan.
Plant Mol Biol. 2022 Jul;109(4-5):551-561. doi: 10.1007/s11103-021-01226-9. Epub 2021 Nov 27.
Hydrolysis of 1-octen-3-yl β-primeveroside implemented by a system with high structure-specificity is accountable for the rapid formation of 1-octen-3-ol from soybean leaves after mechanical wounding. 1-Octen-3-ol is a volatile compound ubiquitous in fungi; however, a subset of plant species also has the ability to form 1-octen-3-ol. Owing to its volatile nature, it has been anticipated that 1-octen-3-ol is associated with the effort of the emitter to control the behavior of the surrounding organisms; however, its ecological significance and the enzymes involved in its biosynthesis have not been fully elucidated, particularly in plants. We previously found that soybean (Glycine max) seeds contain 1-octen-3-yl β-primeveroside (pri). To elucidate the physiological significance and the biosynthesis of 1-octen-3-ol in plants, changes in the amount of 1-octen-3-yl pri during development of soybean plants was examined. A high 1-octen-3-yl pri level was found in young developing green organs, such as young leaves and sepals. Treatment of soybean leaves with methyl jasmonates resulted in a significant increase in the amount of 1-octen-3-yl pri; suggesting its involvement in defense responses. Although 1-octen-3-ol was below the detection limit in intact soybean leaves, mechanical damage to the leaves caused rapid hydrolysis of almost all 1-octen-3-yl pri to liberate volatile 1-octen-3-ol. Under the same conditions, the other glycosides, including isoflavone glycoside and linalool diglycoside, were hardly hydrolyzed. Therefore, the enzyme system to liberate aglycone from glycosides in soybean leaves should have strict substrate specificity. 1-Octen-3-yl pri might function as a storage form of volatile 1-octen-3-ol for immediate response against stresses accompanying tissue wounding.
1-辛烯-3-基-β-首春花苷在结构特异性高的系统中的水解是造成大豆叶片受到机械损伤后迅速形成 1-辛烯-3-醇的原因。1-辛烯-3-醇是真菌中普遍存在的挥发性化合物；然而，一些植物物种也有形成 1-辛烯-3-醇的能力。由于其挥发性，人们预计 1-辛烯-3-醇与发射体控制周围生物行为的努力有关；然而，其生态意义和参与其生物合成的酶尚未得到充分阐明，特别是在植物中。我们之前发现大豆（Glycine max）种子含有 1-辛烯-3-基-β-首春花苷（pri）。为了阐明 1-辛烯-3-醇在植物中的生理意义和生物合成，研究了大豆植株发育过程中 1-辛烯-3-基 pri 的含量变化。在年轻的发育中的绿色器官（如幼叶和萼片）中发现了高含量的 1-辛烯-3-基 pri。用茉莉酸甲酯处理大豆叶片会导致 1-辛烯-3-基 pri 的含量显著增加；表明其参与防御反应。尽管完整的大豆叶片中 1-辛烯-3-醇含量低于检测限，但叶片的机械损伤会迅速水解几乎所有的 1-辛烯-3-基 pri，释放出挥发性的 1-辛烯-3-醇。在相同条件下，其他糖苷，包括异黄酮糖苷和芳樟醇二糖苷，几乎没有被水解。因此，大豆叶片中从糖苷中释放糖苷配基的酶系统应具有严格的底物特异性。1-辛烯-3-基 pri 可能作为挥发性 1-辛烯-3-醇的储存形式，用于对伴随组织损伤的应激的即时反应。
