New functionalities of Maillard reaction products as emulsifiers and encapsulating agents,and the processing parameters: a brief review

Non‐enzymatic browning has been a wide and interesting research area in the food industry, ranging from the complexity of the reaction to its applications in the food industry as well as its ever‐debatable health effects. This review provides a new perspective to the Maillard reaction apart from its ubiquitous function in enhancing food flavour, taste and appearance. It focuses on the recent application of Maillard reaction products as an inexpensive and excellent source of emulsifiers as well as superior encapsulating matrices for the entrapment of bioactive compounds. Additionally, it will also discuss the latest approaches employed to perform the Maillard reaction as well as several important reaction parameters that need to be taken into consideration when conducting the Maillard reaction. © 2016 Society of Chemical Industry     

Effect of amino acids on Maillard reaction product formation and total antioxidant capacity in white pan bread

Maillard reaction products (MRPs) can be an important dietary antioxidant source. Bread is the most popular bakery product; however, limited information is available on the antioxidant activities of MRPs generated during bread-baking. This paper reports the effect of different amino acids on bread properties, melanoidin formation and antioxidant activities. Totally six amino acids at four different levels were evaluated. Increasing the amount of amino acid led to darker bread crust, higher melanoidin content and stronger antioxidant activity. Among the six amino acids, bread with glycine had the highest melanoidin content and ABTS radical scavenging activity up to 1079.77 ± 8.43 μmol TE mg⁻¹. Bread with lysine had the highest DPPH radical scavenging activity up to 281.97 ± 10.52 μmol TE mg⁻¹. Bread with alanine had the highest crust metal chelating activity compared with others. Adding certain dietary amino acids is a potential approach to enhance the antioxidant capacity of bread products.     

Dietary advanced glycation end-products, 2-monochloropropane-1,3-diol esters and 3-monochloropropane-1,2-diol esters and glycidyl esters in infant formulas: Occurrence,formulation and processing effects,mitigation strategies

Infant formula contains thermal processing contaminants, such as dietary advanced glycation end-products (dAGEs), glycidyl esters (GEs), 2-monochloropropane-1,3-diol esters and 3-monochloropropane-1,2-diol esters (MCPDEs). This systematic review aimed to gain insights into the occurrence of these contaminants in different types of infant formula, to understand potential effects of the formulation and processing of infant formulas on these contaminants, as well as into possible mitigation strategies. The occurrence of dAGEs in infant formula depends on the recipes and processing conditions. Hydrolyzed protein formulations promote dAGEs formation in infant formula since peptides are more prone to glycation than intact proteins, which is reflected in high dAGEs concentration in hypoallergenic infant formula. Different carbohydrates in recipes result into different glycation extents of infant formula: maltodextrin containing formulas contained less dAGEs than those with lactose. Concerning mitigation strategies, applying ultra-high-temperature (UHT) treatment during milk processing leads to less dAGEs formation than using in-bottle sterilization. Although data are limited, evidence showed that encapsulation of raw ingredients or the use of antioxidants or enzymes in recipes is promising. The occurrence of MCPDEs and GEs in infant formula fully depends on the vegetable oils used in the recipe. High levels of these contaminants can be found when relatively high amounts of palm oils or fats are used. The mitigation of MCPDEs and GEs should therefore be performed on fats and oils before their application to infant formula recipes. Data and knowledge gaps identified in this review can be useful to guide future studies.     

Determination of free and total bisphenol A in human milk samples from Canadian women using a sensitive and selective GC-MS method

A sensitive and selective GC-MS method was developed and used to analyse human milk samples for both free and total bisphenol A (BPA). Total BPA was detected in 72 of the 278 human milk samples (25.9%) at concentrations from < 0.036 to 2.5 ng g^–1 with a geometric mean (GM) of 0.13 ng g^–1 and median of 0.11 ng g^–1, while free BPA was detected in fewer samples, 46 of the 278 samples (16.5%) at concentrations ranging from < 0.036 to 2.3 ng g^–1 with a GM of 0.11 ng g^–1 and median of 0.10 ng g^–1. Ratios of [free BPA]/[total BPA] for the positive samples ranged from 7.9% to 100% with a GM of 57.2% and median of 70.3%. Concentrations of free and total BPA in most samples were low with 0.39 and 0.65 ng g^–1 at the 95th percentile for free and total BPA, respectively, and they are also lower than those reported in other countries. Based on the low frequency of detection of free BPA in human milk samples, in general, dietary exposure to BPA for Canadian breast-fed infants is expected to be somewhat lower compared with exposure among formula-fed infants.     

Maillard Reaction in Microwave Cooking: Comparison of Early Maillard Products in Conventionally and Microwave-Heated Milk

The impact of microwave cooking on the formation of early Maillard products was investigated and compared with the effect of conventional cooking, using milk as a test system. Experiments were carried out at controlled temperatures of 80°C and 90°C, respectively, at holding times up to 420min. Furosine, hydroxymethylfurfural (HMF) and lactulose, which are all established indicators to estimate heat damage, were determined. The concentrations of all the heating indicators increased with increasing heating time. For example in the 90°C test series the furosine values rose from 34mglitre⁻¹ (0·5h) to 94mglitre⁻¹ (2h holding time) in the milk heated by microwaves and from 35mglitre⁻¹ (0·5h) to 96mg litre⁻¹ (2h) in the conventionally heated milk. None of the reaction products showed significant differences as between the microwave heating and conventional cooking methods.     

The antioxidant effect of a diet rich in Maillard reaction products is attenuated after consumption by healthy male adolescents. In vitro and in vivo comparative study

BACKGROUND: Maillard reaction products (MRPs) are widely consumed as a part of the human diet. A 2 week randomised two‐period crossover trial to determine whether MRP intake affects the antioxidant defence system in male adolescents (11–14 years, n = 18) was carried out using two diets rich and poor in MRPs (brown diet, BD, and white diet, WD, respectively). Fasting blood samples were collected after the dietary intervention periods to measure oxidative status. The in vitro antioxidant activity of the diets was also assessed. RESULTS: The BD had stronger in vitro antioxidant activity to scavenge free radicals and greater ability to reduce lipid peroxidation. However, in the in vivo assay, markers of oxidative damage (serum thiobarbituric acid‐reactive substances and erythrocyte hydroperoxides) and antioxidant defence parameters (serum antioxidants and enzymatic activities of catalase, superoxide dismutase and glutathione peroxidase) were unchanged after the dietary treatments. Only treatment of biological samples with external oxidants revealed higher values of the antioxidant capacity after consumption of the MRP‐rich diet. CONCLUSION: In spite of the higher antioxidant activity of the BD shown in vitro, consumption of diets rich in MRPs does not seem to modify oxidative status in healthy male adolescents. However, a protective effect against induced oxidation was shown. Copyright © 2008 Society of Chemical Industry     

Bioavailability of iron from a heat treated glucose‐lysine model food system: assays in rats and in Caco‐2 cells

The influence of Maillard reaction products (MRP) from glucose–lysine on iron bioavailability was investigated. Equimolar glucose–lysine mixtures (GL, 40% moisture) were heated (150 °C, for 30, 60 and 90 min) to prepare samples GL30, GL60 and GL90, respectively, and were used to study the influence of MRP on iron solubility, iron uptake and transport in Caco‐2 cells and iron balance in rats. After an initial increase with GL30, in vitro iron solubility decreased in the presence of most of the heated samples. The Caco‐2 cell experiments showed that Fe cell content increased in the presence of heated mixtures with respect to GL, whereas transport was less affected. Iron balance was determined in rats fed diets containing the GL30 and GL90 samples (3%) for a 21 day period and compared with that measured in a control group. Consumption of glucose–lysine heated mixtures increased total iron retention, although hemoglobin values decreased. Iron accumulations in organs such as the spleen, kidney and small intestine were observed. Copyright © 2004 Society of Chemical Industry     

Impact of Maillard reaction products on nutrition and health: Current knowledge and need to understand their fate in the human digestive system

The Maillard Reaction (MR) is a non-enzymatic chemical reaction which results in the linkage between the amino group of amino acids and the carbonyl group of reduced sugars. MR products (MRPs) are common components of processed foods, mainly as a result of heating, especially in the Western diet. MRPs are classified as into three stages: initial, intermediate, and final stages, indicative of increased complexity and size, incurring different flavor, aroma, and texture. MRPs presence is known to reduce the nutritional quality of foods, particularly by reducing protein digestibility. Early reports have linked MRPs, especially advanced glycation end-products (AGEs) present in high concentration in the typical Western diet, to health conditions and diseases. However conflicting data has since been reported, and only a few (acrylamide, heterocyclic amines and 5-Hydroxymethylfurfural) MRPs have documented potential toxic or carcinogenic effects. High molecular weight MRPs are not available for direct absorption in the higher gastrointestinal tract, and are thus mostly metabolized by resident colonic microbes. MRPs have been the subject of sparse research interest in comparison with other non-digestible dietary elements. In this review, we outline the state of knowledge on MRPs in nutrition and health, and highlight the need to develop the limited knowledge on their impact on the gut microbiota and which metabolites derive from MRPs fermentation.     

Comparative effects of glucose-lysine versus glucose-methionine Maillard reaction products consumption: in vitro and in vivo calcium availability

The influence of glucose-lysine and glucose-methionine Maillard reaction products (MRPs) on calcium availability was studied in rats and in Caco-2 cells. Equimolar glucose/lysine and glucose/methionine mixtures (40% moisture) were heated (150 degrees C, 30 or 90 min) to prepare samples (GL30, GL90, GM30, and GM90, respectively). For 21 days, the rats were fed the AIN-93G diet (control group) or diets containing separately 3% of the heated mixtures (GL30, GL90, GM30, and GM90 groups, respectively). In the last week of the trial, a calcium balance was performed. On day 21, the animals were sacrificed and their livers and femurs removed for analysis of calcium levels. The GL30 and GM30 samples and the corresponding raw mixtures were used for Caco-2 cells experiments. Fecal excretion of calcium decreased and urinary elimination increased in the GM30 and GM90 groups. In accordance, increased calcium transport in Caco-2 cells was found in the presence of the GM30 sample, compared with the raw sample. Bone calcium concentration was lower among the animals consuming MRP diets, compared with the control group. The possible long-term effects of MRP intake on calcium deposition in the bone should be further studied to ascertain the implications on related diseases.     

基于HS-SPME/GC-MS方法研究绿茶香气特征及形成

杀青和干燥是绿茶香气形成的关键过程。本研究以黄山群体种一芽二、三叶的茶鲜叶为实验材料,通过80、110、130℃三种不同烘干温度,分别制得清香型、栗香型、高火香型绿茶。利用顶空固相微萃取法（HS-SPME）和气相色谱-质谱联用仪（GC-MS）分析其香气成分及组成比例,并探讨茶鲜叶、杀青叶、烘干叶中香气成分的变化规律。研究表明:杀青去除了茶鲜叶中大量的罗勒烯、乙酸叶醇酯等青草气成分;烘干工艺使茶叶中高沸点芳香成分增加,其中,80℃干燥的茶叶芳香成分相对含量较低,显清香;110℃烘干使茶叶中原有芳香成分含量增加,产生特征香气成分苯乙醛、月桂酸乙酯,栗香明显;130℃烘干使茶叶产生吡咯、吡嗪等高火香成分。研究认为,干燥温度的差异引起茶叶香气成分的变化,从而产生各种香型。      

Aflatoxins and ochratoxin A in flour: a survey of the Serbian retail market

This report presents data on the occurrence of aflatoxins (AF) and ochratoxin A in different types of flour marketed in Serbia. A total of 114 samples of wheat, buckwheat, rye, oat, barley, rice, millet and corn flour were collected in the period 2012–2016 and analysed using high performance liquid chromatography with fluorescence detection. Among flours other than corn, AFB1 was quantified only in rice, while ochratoxin A (OTA) was found in 29% of the samples. In corn flours the percentage of positive samples varied greatly over the years: AFB1 7.1–80.0%, OTA 30.0–40.6%, with a co-occurrence of 7.1–34.4%. Overall 5.2% of flours other than corn and 10.7% of corn flours exceeded the maximum levels (MLs) for AFB1 and/or OTA. The highest recorded levels were 8.80 μg kg^?1 of AFB1 (corn) and 23.04 μg kg^?1 of OTA (rye). Overall mean contamination levels of corn flours were 0.53 μg kg^?1 of AFB1 and 0.46 μg kg^?1 of OTA.     

Quantification of persistent organic pollutants in dietary supplements using stir bar sorptive extraction coupled with GC-MS/MS and isotope dilution mass spectrometry

ABSTRACT

In this work, we describe a method developed to quantify persistent organic pollutants (POPs) including polycyclic aromatic hydrocarbons (PAHs) and organochlorine pesticides (OCPs) in dietary supplement samples using stir-bar sorptive extraction (SBSE)-GC-MS/MS-isotope dilution mass spectrometry (IDMS). This method enables accurate, precise, and sensitive quantification of POPs in plant-extract based dietary supplement products commercially available in the United States. When compared with calibration curves, IDMS provided more accurate and precise measurements. The mean error of measurements using this method was 7.24% with a mean RSD of 8.26%. The application of GC-MS/MS enabled approximately two-order-of-magnitude lower limit of quantifications compared with GC-MS. 12 commercially available plant-extract based dietary supplement samples were analysed using this method. PAHs including naphthalene, acenaphthene, fluorene, phenanthrene, fluoranthene, pyrene, chrysene, and benzo[a]pyrene were detected in most of the products and had average concentrations over 1 ng/g. OCPs were detected less frequently than PAHs in these products, and none of the OCPs had mean concentrations over 1 ng/g. The mean toxin concentration of each product was calculated, and the highest value was 3.20 ng/g. These results were compared with existing guidelines and none of the analytes in the samples were found to be above the daily allowable limits.     

Formation of the Heyns rearrangement products in dihydroxyacetone and glycine Maillard reaction: A computational study

Density functional theory computations at the standard state on the proposed mechanisms of dihydroxyacetone and glycine Maillard reaction under different pH conditions have revealed that dihydroxyacetone + deprotonated glycine and dihydroxyacetone + unprotonated glycine reactions are more favorable than dihydroxyacetone + protonated glycine and dihydroxyacetone + glycine zwitterion reactions for the formation of the Heyns rearrangement products (HRPs). The gaseous phase reaction is assumed more feasible than the aqueous phase reaction for the production of HRPs. Due to the possibility of the production of both of the enol and keto forms of HRPs, the rate of browning in the dihydroxyacetone + deprotonated glycine reaction is assumed higher than that of the others. Dihydroxyacetone + protonated glycine and dihydroxyacetone + glycine zwitterion reactions are not favorable for the formation of HRPs and, therefore, the reaction is assumed hindered under these conditions and the rate of browning is supposed to be lower than that of the others. Possibilities for the conversion of dihydroxyacetone to glyceraldehyde and formation of hydroxyacetaldehyde from dihydroxyacetone as a C2-fragmentation product have also been evaluated.     

Development of an analytical method for the simultaneous analysis of MCPD esters and glycidyl esters in oil-based foodstuffs

Substantial progress has been recently made in the development and optimisation of analytical methods for the quantification of 2-MCPD, 3-MCPD and glycidyl esters in oils and fats, and there are a few methods currently available that allow a reliable quantification of these contaminants in bulk oils and fats. On the other hand, no standard method for the analysis of foodstuffs has yet been established. The aim of this study was the development and validation of a new method for the simultaneous quantification of 2-MCPD, 3-MCPD and glycidyl esters in oil-based food products. The developed protocol includes a first step of liquid–liquid extraction and purification of the lipophilic substances of the sample, followed by the application of a previously developed procedure based on acid transesterification, for the indirect quantification of these contaminants in oils and fats. The method validation was carried out on food products (fat-based spreads, creams, margarine, mayonnaise) manufactured in-house, in order to control the manufacturing process and account for any food matrix–analyte interactions (the sample spiking was carried out on the single components used for the formulations rather than the final products). The method showed good accuracy (the recoveries ranged from 97% to 106% for bound 3-MCPD and 2-MCPD and from 88% to 115% for bound glycidol) and sensitivity (the LOD was 0.04 and 0.05 mg kg^?1 for bound MCPD and glycidol, respectively). Repeatability and reproducibility were satisfactory (RSD below 2% and 5%, respectively) for all analytes. The levels of salts and surface-active compounds in the formulation were found to have no impact on the accuracy and the other parameters of the method.     

Effect of the Reactant Ratio on the Characteristics and Antioxidant Activities of Maillard Reaction Products in a Porcine Plasma Protein Hydrolysate-Galactose Model System

The chemical characteristics and antioxidant properties of Maillard reaction products formed in the Maillard reaction in a model system at 95°C for different lengths of time (0–6 h) were investigated at three mass ratios (1:1, 1:2, and 1:3) of porcine plasma protein hydrolysate to galactose. The results revealed that the pH value and free amino group content decreased (p < 0.05), whereas the browning index, intermediate products, and browning intensity, as well as reducing power and 2,2’-amino-di(2-ethyl-benzothiazoline sulfonic acid-6)ammonium salt radical scavenging activity of the Maillard reaction products increased as the reaction time increased (p < 0.05). Moreover, when the mass ratio of porcine plasma protein hydrolysate to galactose was 1:3, the Maillard reaction progressed easily, which rendered a higher degree of glycation and antioxidant activity (p < 0.05). These results indicated that the Maillard reaction can improve the antioxidant capacity of porcine plasma protein hydrolysate.