{"title":"Identification of Lactose-Derived α-Dicarbonyl Compounds in Dairy Products and Elucidation of Their Formation Mechanism","authors":"Yuri Nomi, Takuma Anazawa, Kazumi Shinzawa, Moeka Tamura, Hitoshi Matsumoto","doi":"10.1021/acs.jafc.4c08966","DOIUrl":null,"url":null,"abstract":"α-Dicarbonyl compounds (α-DCs) generated from carbohydrates play a key role in food quality and safety as precursors. Lactose contributes to α-DCs generation in dairy products; however, α-DCs with intact lactose carbons have not been investigated so far. This study aimed to identify lactose-derived α-DCs, clarify the mechanism of its formation using model incubations, and investigate the distribution and contents of α-DCs in dairy products. From the heated lactose and lysine solution, four new α-DCs derivatives were isolated by column chromatography and preparative HPLC and identified as lactosone, 1-deoxylactosone (1-DL) and its epimer, and 1,5-dideoxylactoson-4-ene (1,5-DDLE) by MS and NMR analyses. 1-DL, 1-DL epimer, and 1,5-DDLE were specifically formed from Amadori compounds of lactose and could be indicators of lactose-associated Maillard reaction. These α-DCs were abundantly contained in thermally processed dairy products, especially infant formulas and whey protein, and affected by ingredients and manufacturing process.","PeriodicalId":41,"journal":{"name":"Journal of Agricultural and Food Chemistry","volume":"48 1","pages":""},"PeriodicalIF":5.7000,"publicationDate":"2024-12-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Agricultural and Food Chemistry","FirstCategoryId":"97","ListUrlMain":"https://doi.org/10.1021/acs.jafc.4c08966","RegionNum":1,"RegionCategory":"农林科学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"AGRICULTURE, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0
Abstract
α-Dicarbonyl compounds (α-DCs) generated from carbohydrates play a key role in food quality and safety as precursors. Lactose contributes to α-DCs generation in dairy products; however, α-DCs with intact lactose carbons have not been investigated so far. This study aimed to identify lactose-derived α-DCs, clarify the mechanism of its formation using model incubations, and investigate the distribution and contents of α-DCs in dairy products. From the heated lactose and lysine solution, four new α-DCs derivatives were isolated by column chromatography and preparative HPLC and identified as lactosone, 1-deoxylactosone (1-DL) and its epimer, and 1,5-dideoxylactoson-4-ene (1,5-DDLE) by MS and NMR analyses. 1-DL, 1-DL epimer, and 1,5-DDLE were specifically formed from Amadori compounds of lactose and could be indicators of lactose-associated Maillard reaction. These α-DCs were abundantly contained in thermally processed dairy products, especially infant formulas and whey protein, and affected by ingredients and manufacturing process.
期刊介绍:
The Journal of Agricultural and Food Chemistry publishes high-quality, cutting edge original research representing complete studies and research advances dealing with the chemistry and biochemistry of agriculture and food. The Journal also encourages papers with chemistry and/or biochemistry as a major component combined with biological/sensory/nutritional/toxicological evaluation related to agriculture and/or food.