United States Department of Agriculture, Science and Education Administration, Agricultural Research, Department of Biochemistry, North Dakota State University, Fargo, North Dakota 58105.
Plant Physiol. 1979 Mar;63(3):536-41. doi: 10.1104/pp.63.3.536.
12-Oxo-trans-10-dodecenoic acid (trans-10-ODA) is an oxidation product of polyunsaturated fatty acids in plant tissues. The structural similarity of trans-10-ODA and traumatic acid, a compound considered to be a wound hormone, suggested that trans-10-ODA might be a precursor of traumatic acid. Both trans-10-ODA and traumatic acid were active in the Wehnelt bean assay. The results were more consistent with trans-10-ODA than with traumatic acid. Cucumber (Cucumis sativus L. var. National Pickling) hypocotyls also showed a growth increase following treatment with trans-10-ODA, which suggested that trans-10-ODA has a more general influence on plant development than previously ascribed to traumatic acid.Runner beans (Phaseolus vulgaris L. var. Kentucky Wonder) were analyzed for the presence of endogenous trans-10-ODA and traumatic acid. These are the beans from which traumatic acid was originally isolated in 1939. They contained trans-10-ODA but no traumatic acid. Young beans were a better source of trans-10-ODA than older beans and an increase in the esterified form of trans-10-ODA with age may have been due to a conversion of the free acid to the esterified form. The amount of endogenous trans-10-ODA increased when bean pod tissue was sliced and wounded. Rapid stirring and the presence of oxygen increased autooxidation of trans-10-ODA to traumatic acid in runner beans, which indicated that the compound identified as traumatic acid is formed by autooxidation of trans-10-ODA and that trans-10-ODA is a natural compound with growth-regulating properties.Enzyme extracts of runner beans synthesized trans-10-ODA from linoleic acid. No enzymic synthesis of traumatic acid was observed even when cofactors were added to the reaction mixture. This confirmed the conclusion that traumatic acid is formed by autooxidation of trans-10-ODA.
12-氧代-反式-10-十二碳烯酸（反式-10-ODA）是植物组织中多不饱和脂肪酸的氧化产物。反式-10-ODA 与创伤酸的结构相似，创伤酸被认为是一种伤激素，这表明反式-10-ODA 可能是创伤酸的前体。反式-10-ODA 和创伤酸在威氏豆测定中都具有活性。结果与反式-10-ODA 更为一致，而不是创伤酸。黄瓜（Cucumis sativus L. var. National Pickling）下胚轴在反式-10-ODA 处理后也表现出生长增加，这表明反式-10-ODA 对植物发育的影响比以前归因于创伤酸更为普遍。菜豆（Phaseolus vulgaris L. var. Kentucky Wonder）被分析是否存在内源性反式-10-ODA 和创伤酸。这些是 1939 年最初分离出创伤酸的豆类。它们含有反式-10-ODA，但没有创伤酸。年轻的豆类比年老的豆类是更好的反式-10-ODA 来源，随着年龄的增长，酯化形式的反式-10-ODA 的增加可能是由于游离酸转化为酯化形式。当豆荚组织被切片和受伤时，内源性反式-10-ODA 的量增加。在菜豆中，快速搅拌和氧气的存在会加速反式-10-ODA 自动氧化为创伤酸，这表明鉴定为创伤酸的化合物是由反式-10-ODA 的自动氧化形成的，反式-10-ODA 是一种具有生长调节特性的天然化合物。菜豆的酶提取物从亚油酸合成反式-10-ODA。即使向反应混合物中添加辅助因子，也没有观察到创伤酸的酶合成。这证实了创伤酸是由反式-10-ODA 的自动氧化形成的结论。
