Method for constructing MeIQx generation simulation system

Abstract

The invention discloses a method for constructing a MeIQx generation simulation system, which comprises the following steps: S1, constructing a system: adding diethylene glycol and water into a reaction tube, adding a certain amount of glycine, creatinine and glucose into the reaction tube, mixing to obtain the MeIQx generation simulation system, and uniformly mixing; s2, construction of different systems: preparing two parts of MeIQx generation simulation systems, adding soybean oil into one part of the MeIQx generation simulation systems to obtain an oil-containing MeIQx generation simulation system, and not adding the other part of the MeIQx generation simulation system to obtain an oil-free MeIQx generation simulation system; s3, adding an inhibitor: respectively adding a certain amount of inhibitor into the two systems, and uniformly mixing; s4, reaction simulation: heating the reaction tubes of the two systems at a certain temperature, and cooling after heating; and S5, substance detection: generating simulation system solutions by the two MeIQx after reaction simulation, and respectively detecting the content of the MeIQx, a precursor substance and an intermediate substance. By constructing a chemical simulation system and adding an exogenous inhibitor, a scientific basis is provided for accurate reduction and control of MeIQx in the high-temperature processing process of aquatic products.

Description

Technical Field

[0001] The present invention belongs to the technical field of food detection, and in particular relates to a method for constructing a MeIQx generation simulation system. Background Art

[0002] 2-Amino-3,8-dimethylimidazo[4,5-f]quinoxaline (MeIQx) is a class 2B mutagenic and carcinogenic compound produced during the frying process of protein-rich aquatic products. MeIQx is mainly produced during the high-temperature processing of protein-rich aquatic products. After glucose and amino acids (glycine) undergo Strecker degradation reactions, Strecker degradation products undergo a series of complex chemical reactions such as Amadori rearrangement to form pyrazine and pyridine compounds, which then react with creatinine through the Aldol condensation mechanism. MeIQx has been detected in 38 fried aquatic products and is a common hazard factor in fried aquatic products. Therefore, studying the reduction and control methods of MeIQx is important for improving the edible safety of aquatic products.

[0003] Studies have shown that feeding 1 μg / kg MeIQx for one year can lead to a cancer rate of up to 12.6% in mice and a sperm deformity rate of up to 39.4% in male mice. The National Cancer Research Institute of the United States detected MeIQx in 35.8% of 1,000 human gastric cancer samples. Studies have reported that different levels of MeIQx were detected in 38 kinds of fried aquatic products. Therefore, MeIQx is widely present in food and has a high risk of harm. How to accurately reduce and control MeIQx is an important problem that plagues the development of the food processing industry.

[0004] In the prior art, inhibitors for MeIQx generation have been screened and studied, and some inhibitors (aldehyde inhibitors, pyrazine inhibitors, etc.) have been chemically synthesized, but these inhibitors are prone to cause side effects such as intestinal flora disorders and diarrhea. Therefore, turning to the search for natural antioxidants that inhibit MeIQx generation has become a hot topic, and in recent years, natural active substances such as allicin, black pepper extract and curcumin have been screened as MeIQx inhibitors, but the inhibition rates of these natural antioxidants are generally low.

[0005] The chemical simulation system is an ideal method for studying the generation of MeIQx. In the prior art, there are many interferences in the MeIQx generation simulation system, which makes it impossible to study the MeIQx generation mechanism and the inhibition mechanism of exogenous additives on MeIQx. Summary of the invention

[0006] The object of the present invention is to provide a method for constructing a MeIQx generation simulation system to solve the technical problems raised in the above background technology.

[0007] In order to achieve the above object, the present invention adopts the following technical solutions:

[0008] A method for constructing a MeIQx generation simulation system comprises the following steps:

[0009] S1 system construction: diethylene glycol and water are added to a reaction tube, and then a certain amount of glycine, creatinine, and glucose are added to the reaction tube and mixed to obtain a MeIQx generation simulation system, which is mixed evenly;

[0010] S2: Construction of different systems: Two MeIQx generation simulation systems were prepared, one of which was added with soybean oil to obtain an oil-containing MeIQx generation simulation system, and the other was not added to obtain an oil-free MeIQx generation simulation system;

[0011] S3 inhibitor addition: add a certain amount of inhibitor to the two systems respectively and mix them evenly;

[0012] S4 reaction simulation: the reaction tubes of the two systems are heated at a certain temperature and then cooled;

[0013] S5 Material detection: The two MeIQx generated simulation system solutions after the reaction simulation are respectively tested for MeIQx content, precursor substances, and intermediate substances.

[0014] Furthermore, the reaction tube is a polytetrafluoroethylene tube.

[0015] Furthermore, in step S1, the amount of diethylene glycol added is 10 mL; the amount of water added is 10 mL.

[0016] Furthermore, in step S1, the amount of glycine added is 1 mmol, the amount of creatinine added is 1 mmol, and the amount of glucose added is 0.05 mmol.

[0017] Furthermore, in step S3, the inhibitor is a natural oxide.

[0018] Furthermore, in step S3, the inhibitor is gallic acid.

[0019] Furthermore, the gallic acid is added in an amount of 0.25-1 mmol.

[0020] Furthermore, in step S4, the heating temperature is 180° C. and the heating time is 40 minutes.

[0021] Furthermore, in step S5, the content of MeIQx, precursor substances, and intermediate substances are all detected by liquid chromatography tandem mass spectrometry.

[0022] Furthermore, the precursor substances include glycine, creatinine and glucose; the intermediate substances include 2,5-dimethylpyrazine, formaldehyde, acetaldehyde, acrolein, glyoxal and methylglyoxal.

[0023] The principle of the present invention is:

[0024] Model construction: The present invention simulates the generation of MeIQx by constructing a chemical simulation system. The chemical simulation system of the present invention is composed only of glucose, glycine and creatinine, forming a simple Maillard reaction model system, which can avoid the interference of other complex substances in actual food on the reaction, and can better observe and analyze the changes of the target substance and its related precursors and intermediates in the system, as well as study the effects of exogenous additives on the reaction. In addition, MeIQx is mainly formed by Strecker degradation reaction of glucose and glycine during the high-temperature processing of protein-rich aquatic products, and then a series of complex chemical reactions to form pyrazine and pyridine compounds, and then react with creatinine through the Aldol condensation mechanism. Therefore, selecting glucose, glycine and creatinine as the components of the simulation system can well simulate the generation path and chemical mechanism of MeIQx in the actual food processing process, and provide an effective experimental model for studying the generation and inhibition of MeIQx.

[0025] Exogenous inhibitors: Gallic acid is a natural antioxidant that is easily obtained from nature. Natural antioxidants generally have better biocompatibility than chemically synthesized inhibitors. Gallic acid has a variety of biologically active functions, including anti-inflammatory, antibacterial, antioxidant and anti-mutagenic effects. These properties make it possible for gallic acid to affect the production process of MeIQx through various pathways, thereby significantly reducing the production of MeIQx.

[0026] Compared with the prior art, the present invention has the following beneficial effects:

[0027] 1. The present invention constructs a chemical simulation system to simulate the production of MeIQx and the content of MeIQx precursors and intermediates in oils during high-temperature heating, thereby maximizing the influence of other components in aquatic products on the MeIQx production reaction and improving the accuracy of the reaction. The chemical simulation system is used to simulate the influence of exogenous inhibitors on the production of MeIQx, providing a scientific basis for the precise reduction and control of MeIQx during high-temperature processing of water-rich products.

[0028] 2. The present invention selects gallic acid as an exogenous natural antioxidant inhibitor and selects the added amount. The use of gallic acid as an inhibitor can significantly reduce the content of MeIQx and MeIQx precursors and intermediates, thereby reducing the impact of MeIQx produced by high-temperature food processing on the human body. BRIEF DESCRIPTION OF THE DRAWINGS

[0029] Figure 1 It is a schematic diagram of the detection result of the content of MeIQx of the present invention;

[0030] Figure 2 It is a schematic diagram of the detection result of the glycine content of the present invention;

[0031] Figure 3 It is a schematic diagram of the detection result of the content of creatinine of the present invention;

[0032] Figure 4 It is a schematic diagram of the detection result of the glucose content of the present invention;

[0033] Figure 5 It is a schematic diagram of the detection result of the content of 2,5-dimethylpyrazine of the present invention;

[0034] Figure 6 Schematic diagram of the detection result of formaldehyde content of the present invention;

[0035] Figure 7 It is a schematic diagram of the detection result of acetaldehyde content of the present invention;

[0036] Figure 8 It is a schematic diagram of the detection result of the content of acrolein of the present invention;

[0037] Fig. 9 It is a schematic diagram of the detection result of the content of glyoxal of the present invention;

[0038] Fig.10 It is a schematic diagram of the detection result of the content of methylglyoxal in the present invention. DETAILED DESCRIPTION

[0039] In order to make the purpose, technical solution and advantages of the present invention more clearly understood, the present invention is further described in detail below with reference to the accompanying drawings and preferred embodiments. However, it should be noted that many details listed in the specification are only for the purpose of enabling the reader to have a thorough understanding of one or more aspects of the present invention, and these aspects of the present invention can be implemented even without these specific details.

[0040] A method for constructing a MeIQx generation simulation system comprises the following steps:

[0041] S1 system construction: add 10 mL of diethylene glycol and 10 mL of water into a reaction tube, then add 1 mmol of glycine, 1 mmol of creatinine, and 0.05 mmol of glucose into a polytetrafluoroethylene tube and mix to obtain a MeIQx generation simulation system, and mix well;

[0042] S2: Construction of different systems: Two MeIQx generation simulation systems were prepared, one of which was added with soybean oil to obtain an oil-containing MeIQx generation simulation system, and the other was not added to obtain an oil-free MeIQx generation simulation system;

[0043] S3 inhibitor addition: add 0.25-1mmol gallic acid to the polytetrafluoroethylene tubes of the two systems respectively and mix well;

[0044] S4 reaction simulation: The polytetrafluoroethylene tube was heated at 180°C for 40 min and then cooled;

[0045] S5 Material detection: The MeIQx generated simulation system solution after the reaction simulation is used to detect the MeIQx content, precursor substances, and intermediate substances using liquid chromatography tandem mass spectrometry.

[0046] The precursor substances include glycine, creatinine and glucose; the intermediate substances include 2,5-dimethylpyrazine, formaldehyde, acetaldehyde, acrolein, glyoxal and methylglyoxal.

[0047] The following is a more specific example.

[0048] Example 1

[0049] A method for constructing a MeIQx generation simulation system comprises the following steps:

[0050] S1 system construction: add 10 mL of diethylene glycol and 10 mL of water into a reaction tube, then add 1 mmol of glycine, 1 mmol of creatinine, and 0.05 mmol of glucose into a polytetrafluoroethylene tube and mix to obtain a MeIQx generation simulation system, and mix well;

[0051] S2: Construction of different systems: Two MeIQx generation simulation systems were prepared, one of which was added with soybean oil to obtain an oil-containing MeIQx generation simulation system, and the other was not added to obtain an oil-free MeIQx generation simulation system;

[0052] S3 inhibitor addition: add 0.25mmol gallic acid into the polytetrafluoroethylene tubes of the two systems respectively and mix well;

[0053] S4 reaction simulation: The polytetrafluoroethylene tube was heated at 180°C for 40 min and then cooled;

[0054] S5 Material detection: The MeIQx generated simulation system solution after the reaction simulation is used to detect the MeIQx content, precursor substances, and intermediate substances using liquid chromatography tandem mass spectrometry.

[0055] The precursor substances include glycine, creatinine and glucose; the intermediate substances include 2,5-dimethylpyrazine, formaldehyde, acetaldehyde, acrolein, glyoxal and methylglyoxal.

[0056] Example 2

[0057] A method for constructing a MeIQx generation simulation system comprises the following steps:

[0058] S1 system construction: add 10 mL of diethylene glycol and 10 mL of water into a reaction tube, then add 1 mmol of glycine, 1 mmol of creatinine, and 0.05 mmol of glucose into a polytetrafluoroethylene tube and mix to obtain a MeIQx generation simulation system, and mix well;

[0059] S2: Construction of different systems: Two MeIQx generation simulation systems were prepared, one of which was added with soybean oil to obtain an oil-containing MeIQx generation simulation system, and the other was not added to obtain an oil-free MeIQx generation simulation system;

[0060] S3 inhibitor addition: add 0.5mmol gallic acid into the polytetrafluoroethylene tubes of the two systems respectively and mix well;

[0061] S4 reaction simulation: The polytetrafluoroethylene tube was heated at 180°C for 40 min and then cooled;

[0062] S5 Material detection: The MeIQx generated simulation system solution after the reaction simulation is used to detect the MeIQx content, precursor substances, and intermediate substances using liquid chromatography tandem mass spectrometry.

[0063] The precursor substances include glycine, creatinine and glucose; the intermediate substances include 2,5-dimethylpyrazine, formaldehyde, acetaldehyde, acrolein, glyoxal and methylglyoxal.

[0064] Example 3

[0065] A method for constructing a MeIQx generation simulation system comprises the following steps:

[0066] S1 system construction: add 10 mL of diethylene glycol and 10 mL of water into a reaction tube, then add 1 mmol of glycine, 1 mmol of creatinine, and 0.05 mmol of glucose into a polytetrafluoroethylene tube and mix to obtain a MeIQx generation simulation system, and mix well;

[0067] S2: Construction of different systems: Two MeIQx generation simulation systems were prepared, one of which was added with soybean oil to obtain an oil-containing MeIQx generation simulation system, and the other was not added to obtain an oil-free MeIQx generation simulation system;

[0068] S3 inhibitor addition: Add 1 mmol of gallic acid into a polytetrafluoroethylene tube and mix well;

[0069] S4 reaction simulation: The polytetrafluoroethylene tube was heated at 180°C for 40 min and then cooled;

[0070] S5 Material detection: The MeIQx generated simulation system solution after the reaction simulation is used to detect the MeIQx content, precursor substances, and intermediate substances using liquid chromatography tandem mass spectrometry.

[0071] The precursor substances include glycine, creatinine and glucose; the intermediate substances include 2,5-dimethylpyrazine, formaldehyde, acetaldehyde, acrolein, glyoxal and methylglyoxal.

[0072] Comparative Example 1

[0073] It is basically the same as Example 1, except that gallic acid is not added to the oil-containing and oil-free MeIQx generation systems.

[0074] The testing method for the substances in this application is as follows:

[0075] The content of MeIQx, precursor substances, and intermediate substances were detected by high performance liquid chromatography coupled to a triple quadrupole mass spectrometer.

[0076] MeIQx content detection

[0077] Take 2 ml of the solution of the oil-containing system and the oil-free system of Examples 1-3 and Comparative Example 1, add 2 ml of ethyl acetate, vortex and shake for 5 minutes, then ultrasonically extract for 15 minutes, and repeat the extraction steps 3 times. After combining the extracts, blow dry with nitrogen, re-dissolve the dried extract with 1 ml of methanol, filter with a 0.22 μm microporous filter membrane and detect on the machine. The chromatographic column uses Agilent C18 (2.1 mm*100 mm, 1.8 μm), the column temperature is 30 ° C, the flow rate is 0.3 mL / min, the collection mode is ESI+, the injection volume is 5 μL, and the mobile phase A is: 5 mmol / L ammonium formate aqueous solution (containing 0.1% formic acid), and the mobile phase B is acetonitrile. The mobile phase gradient is as follows:

[0078] 0min, 90%A, 10%B; 1min, 90%A, 10%B; 4min, 70%A, 30%B; 5min, 10%A, 90%B; 9min, 10%A, 90%B; 9.1min, 90%A, 10%B; 11min, 90%A, 10%B.

[0079] Precursor detection

[0080] Detection of glycine: Take 1 ml of the solution of the oil-containing system and the oil-free system of Examples 1-3 and Comparative Example 1, dilute to 10 ml with water, ultrasonicate for 20 min, centrifuge at 6000 r / min for 5 min, and take the supernatant for purification. Use 5 mL of methanol and 5 mL of water to activate the C18 purification column, add 1 mL of sample, discard the filtrate, add 1 ml of sample, and retain after passing through the column. Take 100 μL of the sample after passing through the column in a 5 mL centrifuge tube, put it in a vacuum drying oven, dry it at 60 ° C for 2 h, fill the centrifuge tube with nitrogen, accurately add 50 μL of derivatization reagent: ethanol: phenyl isothiocyanate: water: triethylamine = 7:1:1:1 (prepared before use, filled with nitrogen during preparation), derivatize at room temperature for 30 min, add 0.45 mL of mobile phase A, mix well, and pass through a 0.45 μm organic membrane on the machine. The instrument method is as follows: chromatographic column: C18 SHISEIDO (4.6mm*250mm*5μm); injection volume: 10μL; column temperature: 40℃; wavelength: 254nm; mobile phase: A: 0.1mol / L anhydrous sodium acetate + acetonitrile = 97+3, adjust pH to 6.5 after mixing (31.815g sodium acetate + 3880mL water + 120mL acetonitrile); B: acetonitrile + water = 80+20. The mobile phase gradient is: 0min, 100% A, 0% B; 14min, 85% A, 15% B; 29min, 66% A, 34% B; 30min, 0% A, 100% B; 37min, 0% A, 100% B; 38min, 100% A, 0% B; 45min, 100% A, 0% B.

[0081] Creatinine detection: weigh 1 ml of sample solution of the oil-containing system and the oil-free system of Examples 1-3 and Comparative Example 1, add first-grade water, mix and shake, dilute to 10 ml, mix evenly, ultrasonicate for 10 minutes, and pass through a 0.22um membrane on the machine. Chromatographic conditions are as follows: chromatographic column: Agilent C18 (4.6mm*250mm*5μm); detector: DAD; column temperature: 20℃; injection volume: 10μL; flow rate: 1.0mL / min; mobile phase: acetonitrile: 0.2% phosphoric acid: water = 4:6:90;

[0082] Detection of glucose: Take 1 ml of the solution of the oil-containing system and the oil-free system of Examples 1-3 and Comparative Example 1, dilute to 25 ml with water, and filter into a liquid phase vial with a 0.45 μm filter membrane after ultrasonic extraction for 30 minutes. Use a high performance liquid chromatography equipped with a differential refractometer (HPLC-RID). The chromatographic conditions are: chromatographic column: Aglient amino column (250×4.6mm, 5μm); column temperature: 35°C; 4); injection volume: 10μL; mobile phase: acetonitrile: water = 70:30 (volume ratio); flow rate: 1.0mL / min.

[0083] Intermediate substance detection

[0084] 2,5-Dimethylpyrazine detection: Weigh 1 ml of the solution of the oil-containing system and the oil-free system of Examples 1-3 and Comparative Example 1, add the mobile phase, mix and shake, dilute to 25 mL of water, mix evenly, ultrasonicate for 10 minutes, and pass through a 0.22 um membrane on the machine. The chromatographic conditions are: chromatographic column: Agilent C18 (4.6 mm*250 mm*5 μm); detector: DAD, 280 nm; column temperature: 20 ° C; injection volume: 10 μL; flow rate: 1.0 mL / min; mobile phase: 0.25% trifluoroacetic acid: acetonitrile = 95:5;

[0085] Detection of formaldehyde, acetaldehyde, acrolein, methylglyoxal and glyoxal: take 2 ml of the solution of the oil-containing system and the oil-free system of Examples 1-3 and Comparative Example 1, add 25 mL of water and ultrasonically extract for 30 min, take 500 μL and add 0.2 mL of DNPH-acetonitrile (4 mg / ml), react at 50 ° C in the dark for 1.5 h, add 3 mL of chloroform to extract twice, combine nitrogen to blow dry, re-dissolve with acetonitrile to 1 mL, and simultaneously derivatize the standard product on the machine.

[0086] The substances in Examples 1-3 and Comparative Example 1 were tested according to the above method, and the test results are as follows.

[0087] 1.MeIQx content test results

[0088] The inhibitory effect of gallic acid on MeIQx in oil-free and oil-containing simulation systems is shown in Figure 2. Figure 1 As can be seen from the figure, the MeIQx content of the oil-free system comparative example 1 is 6.57 ng / ml, and the MeIQx content of the oil-containing group of comparative example 1 is 9.66 ng / ml; compared with comparative example 1, in Examples 1-3 in which 0.25, 0.5, and 1 mmol of gallic acid are added, the MeIQx concentration in the oil-free system is reduced by 7.24%, 16.83%, and 39.5%, and the MeIQx concentration in the oil-containing system is reduced by 17.02%, 26.42%, and 31.76%, indicating that gallic acid has excellent inhibitory ability and can significantly reduce the MeIQx generated during the processing of oil.

[0089] 2. Precursor substance detection results

[0090] Effect of gallic acid on the consumption levels of glucose, glycine and creatinine in the MeIQx generation simulation system Figure 2-4As shown. It can be seen from the figure that in Examples 1-3, as the amount of gallic acid added increases, the concentrations of the three precursor substances in the oil-free system and the oil-containing system increase. In the oil-free system, compared with Comparative Example 1, in Examples 1 and 3 to which 0.25 and 1 mmol of gallic acid were added, the glucose concentration increased by 17.08%, 29.82%, and 29.57%, the glycine concentration increased by 25.22%, 38.46%, and 37.61%, and the creatinine concentration increased by 5.4%, 15.52%, and 22.09%; in the oil-containing system, the glucose concentration increased by 29.22%, 39.65%, and 37.31%, respectively, and the creatinine concentration increased by 5.54%, 7.32%, and 10.12%, respectively. In addition, the addition of 0.5 and 1 mmol of gallic acid increased the glycine concentration by 12.31% and 16.28%, respectively.

[0091] This is because in the process of MeIQx generation, glucose, glycine and creatinine are continuously consumed as precursors to generate MeIQx. When gallic acid is added, the concentration of precursors increases, indicating that these precursors are not consumed to generate MeIQx, but accumulate in the system, indicating that gallic acid inhibits them from entering the chemical reaction chain to generate MeIQx, thereby reducing the generation of MeIQx.

[0092] 3. Test results of intermediate substances

[0093] Effect of Gallic Acid on 2,5-Dimethylpyrazine in the Simulated System of MeIQx Generation

[0094] The inhibitory effect of gallic acid on the 2,5-dimethylpyrazine intermediate in the MeIQx simulation system is shown in Figure 2. Figure 5 As shown in the figure, compared with Comparative Example 1, in the oil-containing system, the concentration of 2,5-dimethylpyrazine in Examples 1-3 with 0.25 and 1 mmol gallic acid added decreased by 2.67% and 4.61%, respectively, and in the oil-free system, the concentration of 2,5-dimethylpyrazine decreased by 6.1%, 12.52%, and 11.99%, respectively. This is because gallic acid changes the carbonyl valence of the reaction and quenches free radicals through coordination, complexation, multinuclear complexation, and chelation with 2,5-dimethylpyrazine, thereby blocking the MeIQx generation reaction cascade chain and inhibiting the generation of 2,5-dimethylpyrazine.

[0095] Effects of Gallic Acid on Formaldehyde, Acetaldehyde and Acrolein in MeIQx in a Simulated System of MeIQx Generation

[0096] The inhibitory effect of gallic acid on formaldehyde, acetaldehyde and acrolein in the MeIQx generation simulation system Figure 6-8As shown. It can be seen from the figure that gallic acid has a significant inhibitory effect on formaldehyde, acetaldehyde and acrolein; in Examples 1-3 with 0.25, 0.5 and 1 mmol gallic acid added, the formaldehyde inhibition rate in the oil-free system is 20.15%, 34.55% and 44.57%, the inhibition rate for acetaldehyde is 18.39%, 36.2% and 53.81%, and the inhibition rate for acrolein is 15.47%, 33.63% and 45.96%; in the oil-containing system, the inhibition rate for formaldehyde is 20.22%, 36.70% and 59.8%, the inhibition rate for acetaldehyde is 32.51%, 47.87% and 66.24%, and the inhibition rate for acrolein is 15.37%, 42.21% and 60.80%, and relative to Comparative Example 1, gallic acid has a significant inhibitory effect on formaldehyde, acetaldehyde and acrolein in the oil-containing system and the oil-free system.

[0097] Effects of Gallic Acid on Glyoxal and Methylglyoxal in the Simulated System of MeIQx Generation

[0098] The inhibitory effect of gallic acid on dicarbonyl compounds, namely glyoxal and methylglyoxal, in the MeIQx generation simulation system is shown in Figure 2. Figure 9-10 As shown. It can be seen from the figure that gallic acid can significantly inhibit glyoxal and methylglyoxal in oil-free systems and oil-containing systems. In Examples 1-3 to which 0.25, 0.5 and 1 mmol gallic acid were added, the inhibition rates of glyoxal in the oil-free system were 11.52%, 23.22% and 36.17%, respectively, and the inhibition rates of glyoxal in the oil-containing system were 6.89%, 26.34% and 38.52%, respectively; the inhibition rates of methylglyoxal in the oil-free system were 7.21%, 16.15% and 22.30%, respectively, and the inhibition rates of methylglyoxal in the oil-containing system were 4.57%, 9.67% and 17.62%, respectively, and relative to Comparative Example 1, gallic acid has a significant inhibitory effect on glyoxal and methylglyoxal in the oil-containing system and the oil-free system.

[0099] By detecting the intermediate substances in the process of MeIQx generation, it is shown that gallic acid can not only remove aldehydes in the process of MeIQx generation, but also inhibit the activity of carbonyl compounds produced by fat oxidation, thereby inhibiting the generation of intermediate substances and reducing the generation of MeIQx.

[0100] The above is only a preferred embodiment of the present invention. It should be pointed out that for ordinary technicians in this technical field, several improvements and modifications can be made without departing from the principle of the present invention. These improvements and modifications should also be regarded as the scope of protection of the present invention.

Claims

1. A method for constructing a MeIQx generation simulation system, characterized in that: The following steps are involved: S1 system construction: diethylene glycol and water are added to a reaction tube, and then a certain amount of glycine, creatinine, and glucose are added to the reaction tube and mixed to obtain a MeIQx generation simulation system, which is mixed evenly; S2: Construction of different systems: Two MeIQx generation simulation systems were prepared, one of which was added with soybean oil to obtain an oil-containing MeIQx generation simulation system, and the other was not added to obtain an oil-free MeIQx generation simulation system; S3 inhibitor addition: add a certain amount of inhibitor to the two systems respectively and mix them evenly; S4 reaction simulation: the reaction tubes of the two systems are heated at a certain temperature and then cooled; S5 Material detection: The two MeIQx generated simulation system solutions after the reaction simulation are respectively tested for MeIQx content, precursor substances, and intermediate substances.

2. A method for constructing a MeIQx generation simulation system according to claim 1, characterized in that: The reaction tube is a polytetrafluoroethylene tube.

3. A method for constructing a MeIQx generation simulation system according to claim 1, characterized in that: In the step S1, the amount of diethylene glycol added is 10 mL; the amount of water added is 10 mL.

4. A method for constructing a MeIQx generation simulation system according to claim 1, characterized in that: In the step S1, the amount of glycine added is 1 mmol, the amount of creatinine added is 1 mmol, and the amount of glucose added is 0.05 mmol.

5. A method for constructing a MeIQx generation simulation system according to claim 1, characterized in that: In the step S3, the inhibitor is a natural oxide.

6. A method for constructing a MeIQx generation simulation system according to claim 5, characterized in that: In the step S3, the inhibitor is gallic acid.

7. The method for constructing a MeIQx generation simulation system according to claim 1, characterized in that: The gallic acid is added in an amount of 0.25-1 mmol.

8. The method for constructing a MeIQx generation simulation system according to claim 1, characterized in that: In step S4, the heating temperature is 180° C. and the heating time is 40 minutes.

9. The method for constructing a MeIQx generation simulation system according to claim 1, characterized in that: In the step S5, the content of MeIQx, precursor substances, and intermediate substances are all detected by liquid chromatography tandem mass spectrometry.

10. A method for constructing a MeIQx generation simulation system according to claim 9, characterized in that: The precursor substances include glycine, creatinine and glucose; the intermediate substances include 2,5-dimethylpyrazine, formaldehyde, acetaldehyde, acrolein, glyoxal and methylglyoxal.

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