Loidl-Stahlhofen A, Hannemann K, Spiteller G
Lehrstuhl Organische Chemie I Universität Bayreuth, Germany.
Biochim Biophys Acta. 1994 Jul 14;1213(2):140-8. doi: 10.1016/0005-2760(94)90020-5.
Based on 18O-labeling experiments a general scheme for the generation of hydroxy aldehydic compounds in the course of lipid peroxidation of linoleic acid is developed. Key intermediates are obviously dioxygenated fatty acids, since after reduction with either NaBH4 or Rh/H2 1.2 and 1.6 dihydroxy fatty acids can be identified. The postulated mechanism not only explains the formation of 2-hydroxyalkanals but also supports earlier hypothesis concerning the generation of 4-hydroxyalkenals. In addition it predicted the occurrence of (n - 1)-hydroxy-n-oxo fatty acids as additional oxidation products. A search for these previously unknown autoxidation products of linoleic acid was indeed successful.
基于18O标记实验，我们制定了亚油酸脂质过氧化过程中羟基醛化合物生成的一般方案。关键中间体显然是双加氧脂肪酸，因为在用NaBH4或Rh/H2还原后，可以鉴定出1.2和1.6二羟基脂肪酸。推测的机制不仅解释了2-羟基链烷醛的形成，还支持了关于4-羟基链烯醛生成的早期假设。此外，它预测了(n - 1)-羟基-n-氧代脂肪酸作为额外氧化产物的出现。对这些亚油酸以前未知的自氧化产物的搜索确实成功了。
