Tomoda A, Shirasawa E, Nagao S, Minami M, Yoneyama Y
Biochem J. 1984 Sep 15;222(3):755-60. doi: 10.1042/bj2220755.
3-Hydroxyanthranilic acid, a metabolite of tryptophan, was rapidly metabolized by human erythrocytes. The final product was determined to be cinnabarinic acid as detected by spectrophotometry, paper chromatography and t.l.c. The formation of cinnabarinic acid from 3-hydroxyanthranilic acid in the cells was markedly inhibited by CO when intracellular haemoglobin was in a ferrous state, and by cyanide when it was in a ferric state. Ferrous haemoglobin in erythrocytes was oxidized to (alpha 3+ beta 2+)2, (alpha 2+ beta 3+)2 and (alpha 3+ beta 3+)2 by 3-hydroxyanthranilic acid, and the oxidation rates were very high, like those of cinnabarinic acid formation, suggesting that the metabolism of 3-hydroxyanthranilic acid is coupled with oxidoreductive reactions of intracellular haemoglobin. This view was further confirmed by the findings that 3-hydroxyanthranilic acid was metabolized by ferrous or ferric haemoglobin and that ferrous and ferric haemoglobins were oxidized and reduced by the compound respectively. The significance of the metabolism of 3-hydroxyanthranilic acid and the oxidoreductive reactions of haemoglobin with this compound may be associated with the pathological conditions with increased 3-hydroxyanthranilic acid levels in the blood of diabetic subjects.
3-羟基邻氨基苯甲酸是色氨酸的一种代谢产物，可被人体红细胞迅速代谢。通过分光光度法、纸色谱法和薄层层析法检测，确定最终产物为朱红酸。当细胞内血红蛋白处于亚铁状态时，一氧化碳可显著抑制细胞内由3-羟基邻氨基苯甲酸生成朱红酸的过程；当血红蛋白处于高铁状态时，氰化物可起到同样的抑制作用。红细胞中的亚铁血红蛋白可被3-羟基邻氨基苯甲酸氧化为(α3+β2+)2、(α2+β3+)2和(α3+β3+)2，其氧化速率很高，与朱红酸的生成速率相似，这表明3-羟基邻氨基苯甲酸的代谢与细胞内血红蛋白的氧化还原反应相关。3-羟基邻氨基苯甲酸可被亚铁血红蛋白或高铁血红蛋白代谢，且该化合物可分别使亚铁血红蛋白和高铁血红蛋白氧化和还原，这些发现进一步证实了上述观点。3-羟基邻氨基苯甲酸代谢以及血红蛋白与该化合物的氧化还原反应的意义，可能与糖尿病患者血液中3-羟基邻氨基苯甲酸水平升高的病理状况有关。
