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A DFT Study of the Reaction of Acrylamide with L-Cysteine and L-Glutathione

2022; Multidisciplinary Digital Publishing Institute; Volume: 27; Issue: 23 Linguagem: Inglês

10.3390/molecules27238220

1433-1373

Sandra Ramírez-Montes, Luis Ángel Zárate-Hernández, José A. Rodrı́guez, Eva M. Santos, Julián Cruz‐Borbolla,

Sulfur Compounds in Biology

Thermal processing of certain foods implies the formation of acrylamide, which has been proven to provoke adverse effects on human health. Thus, several strategies to mitigate it have been developed. One of them could be the application of organosulfur compounds obtained from natural sources to react with the acrylamide, forming non-toxic adducts. A DFT study of the acrylamide reaction with the organosulfur model compounds L-cysteine and L-glutathione by Michael addition and a free radical pathway complemented by a kinetic study of these model molecules has been applied. The kinetic evaluation results demonstrate that the L-glutathione reaction exhibited a higher rate constant than the other studied compound.