Department of Food Science, Faculty of Science , University of Copenhagen , Rolighedsvej 26 , 1958 Frederiksberg C , Denmark.
Department of Biomedical Sciences, Faculty of Health and Medical Sciences , University of Copenhagen , Blegdamsvej 3 , 2200 Copenhagen N , Denmark.
J Agric Food Chem. 2019 Jan 23;67(3):875-886. doi: 10.1021/acs.jafc.8b05565. Epub 2019 Jan 8.
Lactose reduced dairy products are more prone to Maillard reactions due to the presence of reactive monosaccharides. Conventional β-galactosidases, which are used for lactose hydrolysis in lactose-reduced dairy products, will lead to conversion of lactose into glucose and galactose, where especially galactose is very reactive during Maillard reactions. Some β-galactosidases have transgalactosylating activity and will thus convert lactose into galacto-oligosaccharides (GOS) and hereby limit the release of galactose. The aim of this study was to investigate the extent of participation of GOS in Maillard reactions in comparison to lactose, a 50:50 mixture of glucose and galactose, and galactose exclusively in sodium caseinate-based milk-like model systems heated at 130 and 75 °C at pH 6.8. The GOS system exhibited reduced loss of free amino groups; accumulated less furosine and less of the following advanced glycation end products (AGEs): N-carboxyethyl lysine, methylglyoxal-derived hydroimidazolone isomers, glyoxal-derived lysine dimer, and methylglyoxal-derived lysine dimer; and also developed less browning compared to monosaccharide models. However, the GOS-caseinate system accumulated more 3-deoxyglucosone and 3-deoxygalactosone, which resulted in higher concentrations of 5-(hydroxymethyl)furfural and pyrraline. The results indicated that GOS overall participate less readily in Maillard reactions than the monosaccharides investigated but were more prone to degradation to C6 α-dicarbonyls species. Finally, relationship analysis indicated that C6 α-dicarbonyls seemed to primarily increase concentrations of 5-(hydroxymethyl)furfural instead of AGEs. Our results suggest that conversion of lactose into GOS instead of monosaccharides in milk by transgalactosylating β-galactosidases could be a useful strategy for production of lactose-free milk for people with lactose intolerance.
低乳糖乳制品由于存在反应性单糖,更容易发生美拉德反应。在低乳糖乳制品中用于水解乳糖的常规β-半乳糖苷酶会将乳糖转化为葡萄糖和半乳糖,其中半乳糖在美拉德反应中非常活跃。一些β-半乳糖苷酶具有转半乳糖基活性,因此会将乳糖转化为半乳糖低聚糖(GOS),从而限制半乳糖的释放。本研究的目的是在基于乳清蛋白的类似牛奶模型系统中,比较 GOS 与乳糖(葡萄糖和半乳糖的 50:50 混合物)以及半乳糖单独参与 130°C 和 75°C 加热时的美拉德反应程度,pH 值为 6.8。GOS 体系表现出游离氨基损失减少;积累的糠氨酸和以下高级糖基化终产物(AGEs)较少:N-羧乙基赖氨酸、乙二醛衍生的羟咪唑啉异构体、乙二醛衍生的赖氨酸二聚体和甲基乙二醛衍生的赖氨酸二聚体;与单糖模型相比,褐变程度也较低。然而,GOS-乳清蛋白体系积累了更多的 3-脱氧葡萄糖酮和 3-脱氧半乳糖酮,导致 5-羟甲基糠醛和吡咯烷的浓度更高。结果表明,GOS 总体上比所研究的单糖不易参与美拉德反应,但更容易降解为 C6α-二羰基化合物。最后,关系分析表明,C6α-二羰基化合物似乎主要增加 5-羟甲基糠醛的浓度而不是 AGEs 的浓度。我们的研究结果表明,在乳糖不耐受人群中生产无乳糖牛奶时,用转半乳糖基的β-半乳糖苷酶将乳糖转化为 GOS 而不是单糖可能是一种有用的策略。