Inhibition Mechanism of L-Cysteine on Maillard Reaction by Trapping 5-Hydroxymethylfurfural

The Maillard reaction (MR) can affect the color, flavor, organoleptic properties, and nutritional value of food. Sometimes, MR is undesirable due to lowering the nutrient utilization, producing harmful neo-formed compounds, etc. In this case, it is necessary to control MR. Some chemical substances,...

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Bibliographic Details
Main Authors: Shiqiang Yang, Zhongfei Zhang, Jiaoyong Li, Yuge Niu, Liangli Lucy Yu
Format: Article
Language:English
Published: MDPI AG 2021-06-01
Series:Foods
Subjects:
Online Access:https://www.mdpi.com/2304-8158/10/6/1391
Description
Summary:The Maillard reaction (MR) can affect the color, flavor, organoleptic properties, and nutritional value of food. Sometimes, MR is undesirable due to lowering the nutrient utilization, producing harmful neo-formed compounds, etc. In this case, it is necessary to control MR. Some chemical substances, such as phenolic acid, vitamins, aminoguanidine, and thiols extracted from garlic or onion, can effectively prevent MR. In this study, L-cysteine (<span style="font-variant: small-caps;">L</span>-cys) was found to inhibit MR after screening 10 sulfhydryl compounds by comparing their ability to mitigate browning. The inhibition mechanism was speculated to be related to the removal of 5-hydroxymethylfurfural (HMF), a key mid-product of MR. The reaction product of HMF and <span style="font-variant: small-caps;">L</span>-cys was identified and named as 1-dicysteinethioacetal–5-hydroxymethylfurfural (DCH) according to the mass spectrum and nuclear magnetic resonance spectrum of the main product. Furthermore, DCH was detected in the glutamic–fructose mixture after <span style="font-variant: small-caps;">L</span>-cys was added. In addition, the production of DCH also increased with the addition of <span style="font-variant: small-caps;">L</span>-cys. It also was worth noting that DCH showed no cell toxicity to RAW 264.7 cells. Moreover, the in vitro assays indicated that DCH had anti-inflammatory and antioxidant activities. In conclusion, <span style="font-variant: small-caps;">L</span>-cys inhibits MR by converting HMF into another adduct DCH with higher safety and health benefits. <span style="font-variant: small-caps;">L</span>-cys has the potential to be applied as an inhibitor to prevent MR during food processing and storage.
ISSN:2304-8158