Conversion of Glucose‐Glycine Amadori Compound to 2‐Furfural Induced by Glyoxal

2-Furfural is a potential genotoxic compound that could be generated through the Maillard reaction. Clarification of reaction pathways affecting the 2-furfural formation shows great significance. 2-Furfural formation from the glucose-glycine Amadori compound (AC) was found to be greatly influenced by the intermediate glyoxal. 2-Furfural tended to be formed at neutral or slightly alkaline pH levels, but its yield was elevated with the involvement of glyoxal. With the increase in glyoxal dosage, 2-furfural formation was promoted. However, pyrazine concentration was reduced by about 50% as the glyoxal dosage increased, and methylpyrazine was not detected regardless of glyoxal dosage. The content of free glycine was also decreased with the additional glyoxal involvement in the reaction, indicating an ineffective formation of pyrazines from glycine generation and Strecker degradation. When the molar ratio of glyoxal to AC was increased to 1:1, deoxyglucosone conversion to short-chain α-dicarbonyls was inhibited. The adducts formed between one molecule of AC and one or two molecules of glyoxal were observed in the products when the glyoxal dosage increased. The degradation of glyoxal-AC adducts could probably effectively convert into 2-furfural but block the yield of pyrazine.

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Publication Details

Journal
Journal of Food Science
Published
2025-08-01
DOI
https://doi.org/10.1111/1750-3841.70475
Primary Topic
Advanced Glycation End Products research
Type
article
Field-Weighted Citation Impact
0.00

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article

Conversion of Glucose‐Glycine Amadori Compound to 2‐Furfural Induced by Glyoxal

Heping Cui, Tong Zhou, Khizar Hayat, Beibei Zong et al.
Journal of Food Science
Advanced Glycation End Products research
article

Conversion of Glucose‐Glycine Amadori Compound to 2‐Furfural Induced by Glyoxal

Heping Cui, Tong Zhou, Khizar Hayat, Beibei Zong, Chunrong Hua, Han Zhang, Chi-Tang Ho
article en

Abstract

2-Furfural is a potential genotoxic compound that could be generated through the Maillard reaction. Clarification of reaction pathways affecting the 2-furfural formation shows great significance. 2-Furfural formation from the glucose-glycine Amadori compound (AC) was found to be greatly influenced by the intermediate glyoxal. 2-Furfural tended to be formed at neutral or slightly alkaline pH levels, but its yield was elevated with the involvement of glyoxal. With the increase in glyoxal dosage, 2-furfural formation was promoted. However, pyrazine concentration was reduced by about 50% as the glyoxal dosage increased, and methylpyrazine was not detected regardless of glyoxal dosage. The content of free glycine was also decreased with the additional glyoxal involvement in the reaction, indicating an ineffective formation of pyrazines from glycine generation and Strecker degradation. When the molar ratio of glyoxal to AC was increased to 1:1, deoxyglucosone conversion to short-chain α-dicarbonyls was inhibited. The adducts formed between one molecule of AC and one or two molecules of glyoxal were observed in the products when the glyoxal dosage increased. The degradation of glyoxal-AC adducts could probably effectively convert into 2-furfural but block the yield of pyrazine.

Journal of Food ScienceVol. 90(8)
Rutgers, The State University of New Jersey (US), Alabama Agricultural and Mechanical University (US), State Key Laboratory of Food Science and Technology (CN)
Jiangsu Provincial Department of Education
Clean water and sanitation
Openalex Percentile: Top 77%
Advanced Glycation End Products research
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Conversion of Glucose‐Glycine Amadori Compound to 2‐Furfural Induced by Glyoxal — Heping Cui, Tong Zhou, et al. · Journal of Food Science (2025) | TGRS Research Map | TGRS