Ferrand C, Marc F, Fritsch P, Cassand P, de Saint Blanquat G
Département Universitaire des Sciences d'Agen, Université Bordeaux I, Agen, France.
Amino Acids. 2000;18(3):251-63. doi: 10.1007/s007260050022.
Sorbic acid has a system of conjugated double bonds which makes it able to undergo nucleophilic addition reactions with certain functions. The interactions between sorbic acid and an amine present in the endogenous constituents of food were quantified. We demonstrated the formation of new products and studied the underlying mechanisms using ethyl sorbate and various amines. HPLC, GC, GC-SM and NMR analyses of the reaction mixes enabled the isolation and identification of the products. The addition reactions led, at 20 degrees C, to linear monoadducts and, at 50 degrees C, to cyclic derivatives resulting from double addition. Mutagenesis studies, involving Ames test and genotoxicity studies with HeLa cells and on plasmid DNA, in cyclic interaction products, showed that none of the products studied presented neither mutagenic nor genotoxic activities.
山梨酸具有共轭双键体系，这使其能够与某些官能团发生亲核加成反应。对山梨酸与食品内源性成分中的胺之间的相互作用进行了定量分析。我们使用山梨酸乙酯和各种胺证明了新产物的形成，并研究了其潜在机制。通过对反应混合物进行高效液相色谱（HPLC）、气相色谱（GC）、气相色谱-质谱联用（GC-SM）和核磁共振（NMR）分析，实现了产物的分离和鉴定。在20℃时，加成反应生成线性单加合物；在50℃时，加成反应生成双加成产生的环状衍生物。对环状相互作用产物进行的诱变研究（包括艾姆斯试验以及对HeLa细胞和质粒DNA的遗传毒性研究）表明，所研究的产物均未表现出诱变或遗传毒性活性。
