A method for constructing a MeIQx generative simulation system

Abstract

This invention discloses a method for constructing a MeIQx generation simulation system, comprising the following steps: S1 System construction: Diethylene glycol and water are added to a reaction tube, followed by a certain amount of glycine, creatinine, and glucose, which are then mixed to obtain the MeIQx generation simulation system. The mixture is thoroughly mixed. S2 Different system construction: Two portions of the MeIQx generation simulation system are prepared. One portion is supplemented with soybean oil to obtain an oil-containing MeIQx generation simulation system, while the other portion is not supplemented to obtain an oil-free MeIQx generation simulation system. S3 Inhibitor addition: A certain amount of inhibitor is added to each of the two systems, and the mixture is thoroughly mixed. S4 Reaction simulation: The reaction tubes of the two systems are heated at a certain temperature and then cooled. S5 Substance detection: The MeIQx content, precursor substances, and intermediate substances in the two MeIQx generation simulation system solutions after reaction simulation are detected. This invention, by constructing a chemical simulation system and adding exogenous inhibitors, provides a scientific basis for the precise reduction and control of MeIQx during high-temperature processing of aquatic products.

Description

Technical Field

[0001] This invention belongs to the field of food testing technology, and in particular relates to a method for constructing a MeIQx generation simulation system. Background Technology

[0002] 2-Amino-3,8-dimethylimidazo[4,5-f]quinoxaline (MeIQx) is a Group 2B mutagenic and carcinogenic compound produced during the frying process of protein-rich aquatic products. MeIQx mainly forms during the high-temperature processing of protein-rich aquatic products. This occurs when glucose and amino acid (glycine) undergo a Strecker degradation reaction, followed by a series of complex chemical reactions including Amadori rearrangement to form pyrazine and pyridine compounds. These compounds then react with creatinine via the Aldol condensation mechanism. MeIQx has been detected in 38 types of fried aquatic products, making it a prevalent hazard factor in this category. Therefore, researching methods to reduce and control MeIQx is crucial for improving the safety of aquatic products for consumption.

[0003] Studies have shown that feeding mice 1 μg / kg of MeIQx for one year can lead to a cancer rate as high as 12.6% and a sperm abnormality rate as high as 39.4% in male mice. The National Cancer Institute in the United States detected MeIQx in 35.8% of 1000 human gastric cancer samples. Research has also reported the detection of varying levels of MeIQx in 38 types of fried seafood. Therefore, MeIQx is ubiquitous in food and poses a significant health risk. Precisely reducing and controlling MeIQx is a major challenge hindering the development of the food processing industry.

[0004] Existing technologies have screened and researched inhibitors for MeIQx formation, and some inhibitors (aldehyde inhibitors, pyrazine inhibitors, etc.) have been chemically synthesized. However, these inhibitors are prone to causing side effects such as intestinal flora imbalance and diarrhea. Therefore, the search for natural antioxidants that inhibit MeIQx formation has become a hot topic. In recent years, natural active ingredients 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] Chemical simulation systems are an ideal method for studying the formation of MeIQx. However, existing simulation systems for MeIQx formation suffer from numerous interferences, making it impossible to study the formation mechanism of MeIQx or accurately investigate the inhibitory mechanism of exogenous additives on MeIQx. Summary of the Invention

[0006] The purpose of this invention is to provide a method for constructing a MeIQx generative simulation system to solve the technical problems mentioned in the background section.

[0007] To achieve the above objectives, the present invention adopts the following technical solution:

[0008] A method for constructing a MeIQx generative simulation system includes the following steps:

[0009] S1 construction system: Diethylene glycol and water were added to the reaction tube, and then a certain amount of glycine, creatine anhydride and glucose were added to the reaction tube and mixed to obtain the MeIQx generation simulation system. The mixture was homogeneous.

[0010] S2: Construction of different systems: Two MeIQx generation simulation systems were prepared. One of them 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 each of the two systems and mix thoroughly;

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

[0013] S5 Substance Detection: The MeIQx content, precursor substances, and intermediate substances in the two MeIQx generation simulation system solutions after the reaction simulation were detected respectively.

[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 amount of gallic acid added is 0.25-1 mmol.

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

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

[0022] Furthermore, the precursor substances include glycine, creatine anhydride, and glucose; the intermediate substances include 2,5-dimethylpyrazine, formaldehyde, acetaldehyde, acrolein, glyoxal, and acetone aldehyde.

[0023] The principle of this invention is as follows:

[0024] Model Construction: This invention simulates the formation of MeIQx by constructing a chemical simulation system. This system consists only of glucose, glycine, and creatinine, forming a simplified Maillard reaction model. This avoids interference from other complex substances in actual food products, allowing for better observation and analysis of the changes in the target substance and its related precursors and intermediates within the system, as well as studying the impact of exogenous additives on the reaction. Furthermore, MeIQx mainly forms during the high-temperature processing of protein-rich aquatic products, resulting from the Strecker degradation reaction between glucose and glycine, followed by a series of complex chemical reactions to form pyrazine and pyridine compounds, which then react with creatinine via an Aldol condensation mechanism. Therefore, selecting glucose, glycine, and creatinine as the components of the simulation system effectively simulates the formation pathway and chemical mechanism of MeIQx in actual food processing, providing an effective experimental model for studying the formation and inhibition of MeIQx.

[0025] Exogenous Inhibitors: Gallic acid is a natural antioxidant readily available from nature. Natural antioxidants generally have better biocompatibility than chemically synthesized inhibitors. Gallic acid possesses a variety of biological activities, including anti-inflammatory, antibacterial, antioxidant, and antimutagenic effects. These properties allow gallic acid to potentially influence the MeIQx formation process through multiple pathways, thereby significantly reducing MeIQx production.

[0026] The advantages of this invention compared to the prior art are as follows:

[0027] 1. This invention constructs a chemical simulation system to simulate the content of MeIQx, its precursors, and intermediates produced during high-temperature heating of oils. This maximizes the impact of other components in aquatic products on the MeIQx production reaction, improves the accuracy of the reaction, and simulates the impact of exogenous inhibitors on MeIQx through the chemical simulation system, providing a scientific basis for the precise reduction and control of MeIQx during high-temperature processing of aquatic products.

[0028] 2. This invention selects gallic acid as an exogenous natural antioxidant inhibitor and selects the amount added. Using gallic acid as an inhibitor can significantly reduce the content of MeIQx and its precursors and intermediates, thereby reducing the impact of MeIQx generated during high-temperature food processing on the human body. Attached Figure Description

[0029] Figure 1 This is a schematic diagram showing the detection results of the MeIQx content in this invention;

[0030] Figure 2 This is a schematic diagram showing the detection results of glycine content in this invention;

[0031] Figure 3 This is a schematic diagram showing the detection results of creatinine content in this invention;

[0032] Figure 4 This is a schematic diagram showing the detection results of glucose content according to the present invention;

[0033] Figure 5 This is a schematic diagram showing the detection results of the 2,5-dimethylpyrazine content in this invention;

[0034] Figure 6 This is a schematic diagram of the formaldehyde content detection results of the present invention;

[0035] Figure 7 This is a schematic diagram showing the detection results of acetaldehyde content according to the present invention;

[0036] Figure 8 This is a schematic diagram showing the detection results of acrolein content in this invention;

[0037] Figure 9 This is a schematic diagram showing the detection results of glyoxal content in this invention;

[0038] Figure 10 This is a schematic diagram showing the detection results of the acetone aldehyde content in this invention. Detailed Implementation

[0039] To make the objectives, technical solutions, and advantages of the present invention clearer, the present invention will be 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 merely to provide the reader with a thorough understanding of one or more aspects of the present invention, and these aspects of the invention can be implemented even without these specific details.

[0040] A method for constructing a MeIQx generative simulation system includes the following steps:

[0041] S1 construction system: Add 10 mL of diethylene glycol and 10 mL of water to the reaction tube, then add 1 mmol of glycine, 1 mmol of creatinine and 0.05 mmol of glucose to the polytetrafluoroethylene tube and mix to obtain the MeIQx generation simulation system. Mix evenly.

[0042] S2: Construction of different systems: Two MeIQx generation simulation systems were prepared. One of them 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 0.25-1 mmol of gallic acid to each of the two polytetrafluoroethylene tubes and mix thoroughly;

[0044] S4 reaction simulation: The polytetrafluoroethylene tube was heated at 180℃ for 40 minutes and then cooled.

[0045] S5 Substance Detection: The MeIQx content, precursor substances, and intermediate substances in the simulated MeIQx generation system solution after the reaction simulation were detected by liquid chromatography-tandem mass spectrometry.

[0046] The precursor substances include glycine, creatine anhydride, and glucose; the intermediate substances include 2,5-dimethylpyrazine, formaldehyde, acetaldehyde, acrolein, glyoxal, and acetone aldehyde.

[0047] The following description uses more specific examples.

[0048] Example 1

[0049] A method for constructing a MeIQx generative simulation system includes the following steps:

[0050] S1 construction system: Add 10 mL of diethylene glycol and 10 mL of water to the reaction tube, then add 1 mmol of glycine, 1 mmol of creatinine and 0.05 mmol of glucose to the polytetrafluoroethylene tube and mix to obtain the MeIQx generation simulation system. Mix evenly.

[0051] S2: Construction of different systems: Two MeIQx generation simulation systems were prepared. One of them 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 0.25 mmol of gallic acid to each of the two polytetrafluoroethylene tubes and mix well;

[0053] S4 reaction simulation: The polytetrafluoroethylene tube was heated at 180℃ for 40 minutes and then cooled.

[0054] S5 Substance Detection: The MeIQx content, precursor substances, and intermediate substances in the simulated MeIQx generation system solution after the reaction simulation were detected by liquid chromatography-tandem mass spectrometry.

[0055] The precursor substances include glycine, creatine anhydride, and glucose; the intermediate substances include 2,5-dimethylpyrazine, formaldehyde, acetaldehyde, acrolein, glyoxal, and acetone aldehyde.

[0056] Example 2

[0057] A method for constructing a MeIQx generative simulation system includes the following steps:

[0058] S1 construction system: Add 10 mL of diethylene glycol and 10 mL of water to the reaction tube, then add 1 mmol of glycine, 1 mmol of creatinine and 0.05 mmol of glucose to the polytetrafluoroethylene tube and mix to obtain the MeIQx generation simulation system. Mix evenly.

[0059] S2: Construction of different systems: Two MeIQx generation simulation systems were prepared. One of them 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 0.5 mmol of gallic acid to each of the two polytetrafluoroethylene tubes and mix well;

[0061] S4 reaction simulation: The polytetrafluoroethylene tube was heated at 180℃ for 40 minutes and then cooled.

[0062] S5 Substance Detection: The MeIQx content, precursor substances, and intermediate substances in the simulated MeIQx generation system solution after the reaction simulation were detected by liquid chromatography-tandem mass spectrometry.

[0063] The precursor substances include glycine, creatine anhydride, and glucose; the intermediate substances include 2,5-dimethylpyrazine, formaldehyde, acetaldehyde, acrolein, glyoxal, and acetone aldehyde.

[0064] Example 3

[0065] A method for constructing a MeIQx generative simulation system includes the following steps:

[0066] S1 construction system: Add 10 mL of diethylene glycol and 10 mL of water to the reaction tube, then add 1 mmol of glycine, 1 mmol of creatinine and 0.05 mmol of glucose to the polytetrafluoroethylene tube and mix to obtain the MeIQx generation simulation system. Mix evenly.

[0067] S2: Construction of different systems: Two MeIQx generation simulation systems were prepared. One of them 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 to a polytetrafluoroethylene tube and mix well;

[0069] S4 reaction simulation: The polytetrafluoroethylene tube was heated at 180℃ for 40 minutes and then cooled.

[0070] S5 Substance Detection: The MeIQx content, precursor substances, and intermediate substances in the simulated MeIQx generation system solution after the reaction simulation were detected by liquid chromatography-tandem mass spectrometry.

[0071] The precursor substances include glycine, creatine anhydride, and glucose; the intermediate substances include 2,5-dimethylpyrazine, formaldehyde, acetaldehyde, acrolein, glyoxal, and acetone aldehyde.

[0072] Comparative Example 1

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

[0074] The detection method for the substance in this application is as follows:

[0075] The content of MeIQx, precursor substances, and intermediate substances were all detected using a high-performance liquid chromatography-tandem triple quadrupole mass spectrometer.

[0076] MeIQx content detection

[0077] Take 2 ml of the solutions from Examples 1-3 and Comparative Example 1 (oil-containing and oil-free systems), add 2 ml of ethyl acetate, vortex for 5 min, and then sonicate for 15 min. Repeat the extraction steps three times. Combine the extracts and dry them under nitrogen. Redissolve the dried extract in 1 ml of methanol, filter through a 0.22 μm microporous membrane, and analyze using an Agilent C18 column (2.1 mm * 100 mm, 1.8 μm), at 30 °C, with a flow rate of 0.3 mL / min, ESI+ acquisition mode, and an injection volume of 5 μL. Mobile phase A: 5 mmol / L ammonium formate aqueous solution (containing 0.1% formic acid), and mobile phase B: 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 substance detection

[0080] Detection of glycine: Take 1 ml of the solutions from Examples 1-3 and Comparative Example 1 (oil-containing and oil-free systems), dilute to 10 ml with water, sonicate for 20 min, centrifuge at 6000 r / min for 5 min, and collect the supernatant for purification. Activate the C18 purification column with 5 mL of methanol and 5 mL of water respectively, add 1 mL of sample, discard the filtrate, add another 1 mL of sample, pass through the column, and retain the sample. Accurately transfer 100 μL of the sample after column passing into a 5 mL centrifuge tube, place it in a vacuum drying oven, dry at 60℃ for 2 h, purge the centrifuge tube with nitrogen, accurately add 50 μL of derivatizing reagent: ethanol: phenyl isothiocyanate: water: triethylamine = 7:1:1:1 (prepare fresh, purge 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 for analysis. The instrumentation and method were as follows: 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, mixed and adjusted to pH 6.5 (31.815g sodium acetate + 3880mL water + 120mL acetonitrile); B: acetonitrile + water = 80 + 20. The mobile phase gradient was: 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 the oil-containing and oil-free solutions from Examples 1-3 and Comparative Example 1, add primary water, mix and shake, bring to a final volume of 10 ml, mix well, sonicate for 10 min, and pass through a 0.22 μm membrane for chromatography. Chromatographic conditions: Column: Agilent C18 (4.6 mm * 250 mm * 5 μm); Detector: DAD; Column temperature: 20℃; Injection volume: 10 μL; Flow rate: 1.0 mL / min; Mobile phase: Acetonitrile: 0.2% phosphoric acid: water = 4:6:90;

[0082] Glucose detection: Take 1 ml of the solutions from Examples 1-3 and Comparative Example 1 (oil-containing and oil-free systems), dilute to 25 ml with water, sonicate for 30 min, and filter through a 0.45 μm filter membrane into a liquid chromatography vial. High-performance liquid chromatography (HPLC) with a differential refractometer (HPLC-RID) was used. Chromatographic conditions were as follows: column: Aglient amino column (250 × 4.6 mm, 5 μm); column temperature: 35℃; injection volume: 10 μL; mobile phase: acetonitrile:water = 70:30 (v / v); flow rate: 1.0 mL / min.

[0083] Intermediate substance detection

[0084] Detection of 2,5-dimethylpyrazine: Weigh 1 ml of the oil-containing and oil-free systems from Examples 1-3 and Comparative Example 1, add mobile phase, mix and shake, bring to a final volume of 25 mL of water, mix thoroughly, sonicate for 10 min, and pass through a 0.22 μm membrane for chromatography. Chromatographic conditions: 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, acetone aldehyde and glyoxal: Take 2 ml of the oil-containing system and oil-free system of Examples 1-3 and Comparative Example 1, add 25 mL of water and sonicate for 30 min, take 500 μL and add 0.2 mL of DNPH-acetonitrile (4 mg / ml), react at 50℃ in the dark for 1.5 h, add 3 mL of chloroform and extract twice, combine and blow dry with nitrogen, redissolve with acetonitrile to 1 mL, and derivatize the standard simultaneously.

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

[0087] 1. MeIQx content detection results

[0088] The inhibitory effect of gallic acid on MeIQx in oil-free and oil-containing simulated systems is as follows: Figure 1 As shown in the figure, the MeIQx content in the oil-free system of Comparative Example 1 was 6.57 ng / ml, while the MeIQx content in the oil-containing group of Comparative Example 1 was 9.66 ng / ml. Compared with Comparative Example 1, Examples 1-3, which added 0.25, 0.5, and 1 mmol of gallic acid, respectively, reduced the MeIQx concentration in the oil-free system by 7.24%, 16.83%, and 39.5%, respectively, and reduced the MeIQx concentration in the oil-containing system by 17.02%, 26.42%, and 31.76%, respectively. This indicates that gallic acid has excellent inhibitory ability and can significantly reduce the MeIQx generated during oil processing.

[0089] 2. Precursor substance detection results

[0090] The effect of gallic acid on the consumption levels of glucose, glycine, and creatinine in the MeIQx generation simulation system is as follows: Figure 2-4As shown in the figure, in Examples 1-3, the concentrations of the three precursors in both the oil-free and oil-containing systems increased with increasing gallic acid content. In the oil-free system, compared to Comparative Example 1, in Examples 1 and 3 with the addition of 0.25 and 1 mmol of gallic acid, the glucose concentration increased by 17.08%, 29.82%, and 29.57%, respectively; the glycine concentration increased by 25.22%, 38.46%, and 37.61%, respectively; and the creatinine concentration increased by 5.4%, 15.52%, and 22.09%, respectively. 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. Furthermore, 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 glucose, glycine, and creatine are continuously consumed as precursors in the formation of MeIQx. However, the increase in precursor concentration after the addition of gallic acid indicates that these precursors are not being used to generate MeIQx, but rather are accumulating in the system. This suggests that gallic acid inhibits their entry into the chemical reaction chain leading to MeIQx formation, thereby reducing MeIQx production.

[0092] 3. Intermediate substance detection results

[0093] Effect of gallic acid on 2,5-dimethylpyrazine in the MeIQx generation simulation system

[0094] The inhibitory effect of gallic acid on the 2,5-dimethylpyrazine intermediate in the MeIQx simulation system is as follows: Figure 5 As shown in the figure, compared with Comparative Example 1, in the oil-containing system, the concentrations of 2,5-dimethylpyrazine decreased by 2.67% and 4.61% respectively when 0.25 and 1 mmol of gallic acid were added to Examples 1-3, respectively; in the oil-free system, the concentrations 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, polynuclear complexation, and chelation with 2,5-dimethylpyrazine, thereby blocking the MeIQx formation reaction cascade and inhibiting the formation of 2,5-dimethylpyrazine.

[0095] Effects of gallic acid on formaldehyde, acetaldehyde and acrolein in MeIQx in a simulated MeIQx generation system

[0096] The inhibitory effect of gallic acid on formaldehyde, acetaldehyde, and acrolein in the MeIQx generation simulation system is as follows: Figure 6-8As shown in the figure, gallic acid significantly inhibits formaldehyde, acetaldehyde, and acrolein. In Examples 1-3, with the addition of 0.25, 0.5, and 1 mmol of gallic acid, the inhibition rates of formaldehyde in the oil-free system were 20.15%, 34.55%, and 44.57%, respectively; the inhibition rates of acetaldehyde were 18.39%, 36.2%, and 53.81%, respectively; and the inhibition rates of acrolein were 15.47%, 33.63%, and 45.96%, respectively. In the oil-containing system, the inhibition rates of formaldehyde were 20.22%, 36.70%, and 59.8%, respectively; the inhibition rates of acetaldehyde were 32.51%, 47.87%, and 66.24%, respectively; and the inhibition rates of acrolein were 15.37%, 42.21%, and 60.80%, respectively. Compared with Comparative Example 1, gallic acid has a significant inhibitory effect on formaldehyde, acetaldehyde, and acrolein in both the oil-containing and oil-free systems.

[0097] Effect of gallic acid on glyoxal and acetone aldehyde in the MeIQx generation simulation system

[0098] The inhibitory effect of gallic acid on dicarbonyl compounds, namely glyoxal and acetone aldehyde, in the MeIQx formation simulation system is as follows: Figure 9-10 As shown in the figure, gallic acid significantly inhibited glyoxal and acetone aldehyde in both oil-free and oil-containing systems. In Examples 1-3, with the addition of 0.25, 0.5, and 1 mmol of gallic acid, the inhibition rates of glyoxal in the oil-free system were 11.52%, 23.22%, and 36.17%, respectively; the inhibition rates of glyoxal in the oil-containing system were 6.89%, 26.34%, and 38.52%, respectively; the inhibition rates of acetone aldehyde in the oil-free system were 7.21%, 16.15%, and 22.30%, respectively; and the inhibition rates of acetone aldehyde in the oil-containing system were 4.57%, 9.67%, and 17.62%, respectively. Compared with Comparative Example 1, gallic acid showed a significant inhibitory effect on glyoxal and acetone aldehyde in both oil-containing and oil-free systems.

[0099] The detection of intermediate substances in the MeIQx formation process indicates that gallic acid can not only remove aldehydes in the MeIQx formation process, but also inhibit the activity of carbonyl compounds produced by lipid oxidation, thereby inhibiting the formation of intermediate substances and reducing the formation of MeIQx.

[0100] The above description is only a preferred embodiment of the present invention. It should be noted that for those skilled in the art, several improvements and modifications can be made without departing from the principle of the present invention, and these improvements and modifications should also be considered within the scope of protection of the present invention.

Claims

1. A method for constructing a MeIQx generative simulation system, characterized in that, Includes the following steps: S1 construction system: Diethylene glycol and water were added to the reaction tube, and then a certain amount of glycine, creatine anhydride and glucose were added to the reaction tube and mixed to obtain the MeIQx generation simulation system. The mixture was homogeneous. S2: Construction of different systems: Two MeIQx generation simulation systems were prepared. One of them 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 each of the two systems and mix thoroughly; S4 reaction simulation: The reaction tubes of the two systems are heated at a certain temperature and then cooled. S5 Substance Detection: The MeIQx content, precursor substances, and intermediate substances in the two MeIQx generation simulation system solutions after the reaction simulation were detected respectively. In step S3, the inhibitor is gallic acid, and the amount of gallic acid added is 0.25-1 mmol.

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

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

4. The method for constructing a MeIQx generative simulation system according to claim 1, characterized in that: 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.

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

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

7. The method for constructing a MeIQx generative simulation system according to claim 6, characterized in that: The precursor substances include glycine, creatine anhydride, and glucose; the intermediate substances include 2,5-dimethylpyrazine, formaldehyde, acetaldehyde, acrolein, glyoxal, and acetone aldehyde.

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