Guillén-Sans R, Guzmán-Chozas M
Department of Nutrition and Food Science, Faculty of Pharmacy, University of Sevilla, Spain.
Crit Rev Food Sci Nutr. 1998 May;38(4):315-30. doi: 10.1080/10408699891274228.
The wide diffusion of 2-thiobarbituric acid (TBA) in the scientific literature is due to the TBA assay, or TBA test, which has been employed in the determination of autoxidative alterations of fats and oils. Two processes occur in autoxidation, generally: the free radical and the photo-oxidation mechanisms. The better studied is the free radical mechanism. The hydroperoxiepidioxides and bicycloendoperoxides are malonaldehyde (MDA) precursors. The absorption spectrum obtained with oxidized fatty foods is like the spectrum obtained when TBA and MDA react. However, during the secondary phase of the autoxidation process other aldehydes (alkanals, 2-alkenals, dienals) are formed which react with TBA, and they are responsible for off-flavors. Three kinds of pigments (yellow, orange, red adducts) are involved. Also, aromatic aldehydes, which constitute the flavor profile of diverse fruits and essential oils, form with TBA the characteristic arylidene-2-TBA acids. Other substances, such as ketones, ketosteroids, acids, esters, sugars, imides and amides, amino acids, oxidized proteins, pyridines, pyrimidines, and vitamins can react with TBA; they are named TBARS (substances that react with TBA), and form principally in meats and meat derivatives. Several organic or bio-organic acids, as shikimic and sorbic acids, react photometrically with TBA if a Malaprade reaction takes place before. A structural study of the red adduct TBA-MDA has been carried out.
2-硫代巴比妥酸(TBA)在科学文献中的广泛传播归因于TBA测定法或TBA试验,该方法已用于测定油脂的自氧化变化。自氧化过程中一般会发生两个过程:自由基和光氧化机制。研究得更充分的是自由基机制。氢过氧化二氧杂环丁烷和双环内过氧化物是丙二醛(MDA)的前体。氧化脂肪食品所获得的吸收光谱与TBA和MDA反应时获得的光谱相似。然而,在自氧化过程的第二阶段,会形成其他与TBA反应的醛(链烷醛、2-链烯醛、二烯醛),它们是产生异味的原因。涉及三种色素(黄色、橙色、红色加合物)。此外,构成各种水果和精油风味特征的芳香醛与TBA形成特征性的亚芳基-2-TBA酸。其他物质,如酮、酮类固醇、酸、酯、糖、酰亚胺和酰胺、氨基酸、氧化蛋白质、吡啶、嘧啶和维生素也能与TBA反应;它们被称为TBARS(与TBA反应的物质),主要在肉类和肉类衍生物中形成。如果事先发生马尔普拉德反应,几种有机或生物有机酸,如莽草酸和山梨酸,会与TBA发生光度反应。已对红色加合物TBA-MDA进行了结构研究。