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Kinetics of α‑dicarbonyl compounds formation in glucose-glutamic acid model of Maillard reaction.

ABSTRACT: As a potential health hazard, α-dicarbonyl compounds have been detected in the thermally processed foods. In order to investigate the formation kinetics of α-dicarbonyl compounds, liquid chromatography-electrospray tandem mass spectrometry was employed to determine the content of α-dicarbonyl compounds in glucose-only and glucose-glutamic acid (glucose-Glu) thermal reaction models. The 3-deoxyglucosone content was significantly higher than 6 α-dicarbonyl compounds at 90-110℃, 0-6 hr in the two tested systems. The glutamic acid promoted the content accumulation of 1-deoxyglucosone, diacetyl, methylglyoxal, and glyoxal, whereas inhibited the content of 3-deoxyglucosone and 3,4-dideoxyglucosone. Three-fifths of the tested compounds content increased linearly with time increasing, but in glucose-only system, the 1-deoxyglucosone content increased logarithmically at 95-110℃ over reaction time. The formation of glucose (100-110℃, glucose-only and glucose-Glu), 5-hydroxymethylfurfural (100-110℃, glucose-only), 1-deoxyglucose (105-110℃, glucose-Glu), 3,4-dideoxyglucosone (110℃, glucose-Glu), glyoxal (95-110℃, glucose-Glu) and diacetyl (90-95℃, glucose-Glu) could be well fitted by exponential equation. Shortening the heating time and reducing heating temperature (except glyoxal in glucose-only system) were the effective methods to decrease α-dicarbonyl compounds content in the two tested systems. Additionally, high temperature could also reduce α-dicarbonyl compounds content, such as 3-deoxyglucosone (≥110℃, glucose-only), 1-deoxyglucosone (≥110℃, glucose-only), glucosone (≥110℃, glucose-only; ≥100℃, glucose-Glu), methyloxyl (≥110℃, glucose-only; ≥100℃, glucose-Glu), diacetyl (≥110℃, glucose-only), and glyoxal (≥100℃, glucose-Glu).

SUBMITTER: Zhang L

PROVIDER: S-EPMC7802556 | biostudies-literature | 2021 Jan

REPOSITORIES: biostudies-literature

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Kinetics of α‑dicarbonyl compounds formation in glucose-glutamic acid model of Maillard reaction.

Zhang Lili L Sun Ying Y Pu Dandan D Zhang Yuyu Y Sun Baoguo B Zhao Zhiyao Z

Food science & nutrition 20201108 1

As a potential health hazard, α-dicarbonyl compounds have been detected in the thermally processed foods. In order to investigate the formation kinetics of α-dicarbonyl compounds, liquid chromatography-electrospray tandem mass spectrometry was employed to determine the content of α-dicarbonyl compounds in glucose-only and glucose-glutamic acid (glucose-Glu) thermal reaction models. The 3-deoxyglucosone content was significantly higher than 6 α-dicarbonyl compounds at 90-110℃, 0-6 hr in the two t ...[more]

PMID: 33473293

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Project description:Glucose-lysine based Maillard reaction products (MRPs) are introduced to the human body via food ingestion or are synthesized in vivo. Depending on reaction conditions, they represent a mixture of compounds with diverse chemical structures and physiological properties. MRPs may also be a potential nutrient source for Salmonella, a major foodborne gastrointestinal pathogen. This study was designed to determine the growth and transcriptional responses of S. Typhimurium LT2 to MRPs generated at low water activity to simulate the reaction occurring during food processing and storage. Maillard reactions between N-α-acetyl-lysine and glucose were varied in time (4, 23, and 143 h) to generate sub-samples with prevailing Amadori compound, advanced glycation end products (AGEs), or melanoidines respectively. The addition of MRP up to 5 mg mL-1 to defined media with 0.4% glucose had no effect on S. Typhimurium LT2 growth. In media, where the MRP sub-samples (4 and 23 h) served as the only carbon source, MRP assimilation by S. Typhimurium LT2 was observed as secondary logarithmic growth phases (0.063 h-1 and 0.072 h-1) after the growth on glucose available in the MRP reaction mixtures (0.479 h-1). The MRPs sub-sample with the highest concentration of melanoidines (143 h) also supported S. Typhimurium LT2 growth (0.368 h-1). Of the three MRPs sub-samples, the Amadori compound was the preferred carbon source for S. Typhimurium LT2 as evidenced by its almost complete disappearance (98%). Decreases in AGEs (37%) and melanoidines (15%), when incubated with S. Typhimurium LT2, also occurred. Transcription profiles of the cells grown on the MRPs fractions revealed predominant up-regulation of genes associated with the functional groups of energy metabolism, fatty and phospholipid metabolism, cellular process, and regulatory functions, and general down-regulation of the genes in the groups of amino acid biosynthesis, protein synthesis and transcription, transport and binding proteins, and DNA metabolism. The carbon flow in tricarboxylic acid (TCA) cycle partitioned by the glyoxylate cycle appeared to play an essential role in the assimilation of glucose-lysine-derived MRPs. The high expression level of numerous genes encoding hypothetical proteins or proteins with unknown function suggested the presence of genes whose role in glucose-lysine MRPs catabolism in Salmonella remains to be determined.

Dataset Information

Kinetics of α‑dicarbonyl compounds formation in glucose-glutamic acid model of Maillard reaction.

Publications

Kinetics of α‑dicarbonyl compounds formation in glucose-glutamic acid model of Maillard reaction.

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