Reaction of tobacco smoke aldehydes with human hemoglobin.
Reaction of tobacco smoke aldehydes with human hemoglobin.
复制标题
DOI：
10.1002/jbt.2570030205
复制
发表时间：
1988-06
期刊：
影响因子：
--
通讯作者：
H. D. Hoberman;R. C. San George
中科院分区：
文献类型：
--
作者：
H. D. Hoberman;R. C. San George
将烟草烟雾中的甲醛、乙醛、丙醛、丁醛、异丁醛和丙烯醛在5 mM浓度下与提纯的1 mM浓度的正常人血红蛋白(Hb AO)进行反应。一种香烟烟雾冷凝物，稀释到含有5 mM的总醛，也与1 mM的血红蛋白Ao反应。阳离子交换高效液相色谱(HPLC)表明，除甲醛外，由简单脂肪醛生成的产物是由乙醛生成的产物的类似物，我们早先曾证明它是咪唑烷酮的衍生物，即α链和β链的N-末端氨基酰胺功能的环加成产物。甲醛和丙烯醛产生了包括交联型血红蛋白二聚体在内的不同种类的衍生物混合物。缩合醛产生的修饰血红蛋白比例更大，与乙醛相似，乙醛是凝析油中含量最丰富的醛。一小部分由交联型血红蛋白二聚体组成，推测是由于甲醛的作用。从缩合物中析出的2，4-二硝基苯肼进行了质谱分析和高效液相分析，证明存在甲醛、乙醛、丙醛、丁醛、呋喃和甲基呋喃。在本研究结果的背景下，简要讨论了醛的毒性。
Formaldehyde, acetaldehyde, propionaldehyde, butyraldehyde, isobutyraldehyde, and acrolein, all of which are constituents of tobacco smoke, were reacted in 5 mM concentration with the purified major fraction of normal adult human hemoglobin (hemoglobin Ao) in 1 mM concentration. A cigarette smoke condensate, diluted to contain 5 mM total aldehydes, was also reacted with 1 mM hemoglobin Ao. Cationic exchange high-performance liquid chromatography (HPLC) showed that the products formed from simple aliphatic aldehydes, with the exception of formaldehyde, were analogues of those formed from acetaldehyde, earlier shown by us to be imidazolidinone derivatives, that is, cyclic addition products of the N-terminal aminoamide function of alpha and beta chains. Formaldehyde and acrolein produced a heterogeneous mixture of derivatives including cross-linked hemoglobin dimers. The greater proportion of modified hemoglobins produced by condensate aldehydes resembled those formed from acetaldehyde, the most abundant aldehyde in the condensate. A smaller fraction consisted of cross-linked hemoglobin dimers, presumably due to the action of formaldehyde. Mass spectrometric and HPLC analyses of the 2,4-dinitrophenylhydrazones precipitated from the condensate documented the presence of formaldehyde, acetaldehyde, propionaldehyde, butyraldehyde, furfural, and methylfurfural. The toxicity of aldehydes is briefly discussed in the context of the findings of this study.