乙二醛和丁二酮抑制PhIP形成的作用机制研究

Study on the Mechanism of Inhibition of PhIP Formation by Glyoxal and Diacetyl

乙二醛和丁二酮是糖降解产生的具有高反应活性的α-二羰基化合物,可显著抑制杂环胺2-氨基-1-甲基-6-苯基-咪唑[4,5-b]吡啶(2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine,PhIP)的产生。通过对模拟体系中反应前体物及产物变化的分析,探讨乙二醛和丁二酮抑制PhIP形成的作用机制。结果表明:PhIP的前体物苯丙氨酸和肌酐均会与乙二醛和丁二酮发生化学反应而消耗,从而减少PhIP的产生;产生的PhIP可进一步与乙二醛和丁二酮反应而被消耗;同时,乙二醛和丁二酮与苯丙氨酸的反应会促进PhIP的直接前体物苯乙醛的产生,存在促进PhIP产生的可能。因此,乙二醛和丁二酮对PhIP的抑制作用是体系中复杂化学反应综合作用的结果。

Glyoxal and diacetyl are highly reactiveα-dicarbonyl compounds produced by the degradation of sugars,which can significantly inhibit the production of heterocyclic aromatic amines.By analyzing the changes of the reaction precursors and products in the model system,the mechanism of the inhibition of PhIP(2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine)formation by glyoxal and diacety was investigated.The results showed that the phenylalanine and creatinine,the precursors of PhIP,were consumed by chemical reaction with glyoxal and diacetyl,thereby reducing the production of PhIP.And the resulting PhIP can be further consumed by reacting with glyoxal and diacetyl.At the same time,the reaction of glyoxal and diacetyl with phenylalanine will promote the production of phenylacetaldehyde,a direct precursor of PhIP,and may promote the production of PhIP.Therefore,the inhibition of PhIP by glyoxal and diacetyl is the result of a combination of complex chemical reactions in model system.