CN106970037B - A method of it simulating the preparation method of pipe tobacco and utilizes Maillard reaction in simulation pipe tobacco analysis and research cigarette drying process - Google Patents
A method of it simulating the preparation method of pipe tobacco and utilizes Maillard reaction in simulation pipe tobacco analysis and research cigarette drying process Download PDFInfo
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- CN106970037B CN106970037B CN201710361283.6A CN201710361283A CN106970037B CN 106970037 B CN106970037 B CN 106970037B CN 201710361283 A CN201710361283 A CN 201710361283A CN 106970037 B CN106970037 B CN 106970037B
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- pipe tobacco
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- tobacco
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- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical class [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims description 3
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 claims description 3
- ZPWVASYFFYYZEW-UHFFFAOYSA-L dipotassium hydrogen phosphate Chemical compound [K+].[K+].OP([O-])([O-])=O ZPWVASYFFYYZEW-UHFFFAOYSA-L 0.000 claims description 3
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- 235000013305 food Nutrition 0.000 description 1
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- 238000004885 tandem mass spectrometry Methods 0.000 description 1
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Classifications
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
- G01N21/17—Systems in which incident light is modified in accordance with the properties of the material investigated
- G01N21/25—Colour; Spectral properties, i.e. comparison of effect of material on the light at two or more different wavelengths or wavelength bands
- G01N21/31—Investigating relative effect of material at wavelengths characteristic of specific elements or molecules, e.g. atomic absorption spectrometry
- G01N21/33—Investigating relative effect of material at wavelengths characteristic of specific elements or molecules, e.g. atomic absorption spectrometry using ultraviolet light
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
- G01N30/02—Column chromatography
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
- G01N30/02—Column chromatography
- G01N30/04—Preparation or injection of sample to be analysed
- G01N30/06—Preparation
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- Physics & Mathematics (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Analytical Chemistry (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- General Physics & Mathematics (AREA)
- Immunology (AREA)
- Pathology (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Manufacture Of Tobacco Products (AREA)
Abstract
A method of it simulating the preparation method of pipe tobacco and utilizes Maillard reaction in simulation pipe tobacco analysis and research cigarette drying process, it is characterised in that: be to prepare one kind as raw material using filter paper, reducing sugar and amino acid to be free of the simulation pipe tobacco of maillard reaction product in itself, for studying the Maillard reaction in cigarette drying process.The present invention has the advantages that (1) uses character filter paper similar with tobacco for matrix, addition reduced sugar and amino acid preparation simulation pipe tobacco.The intermediate product and final product that Maillard reaction is free of in this simulation pipe tobacco, can avoid the interference of maillard reaction product contained by tobacco itself, so that and more specific aim more accurate to the research of Maillard reaction in drying process.(2) model system with differential responses condition is obtained by the type and ratio of setting reducing sugar and amino acid, system pH and heating condition etc., influence of the various differential responses factors to drying process Maillard reaction can be investigated respectively.
Description
Technical field
The invention belongs to technical field of tobacco, and in particular to a kind of preparation method and utilization simulation pipe tobacco point of simulation pipe tobacco
The method of Maillard reaction in analysis research cigarette drying process.
Background technique
Drying process is an important link in cigarette primary processing technique, and beauty can occur under the conditions of the temperature of drying process
Maillard reaction generates small molecule compound and melanoidin substance, has a major impact to the fragrance and color of tobacco.Therefore,
The Maillard reaction of research drying process has important directive significance to the control of organoleptic quality during production of cigarettes.
Currently, it is sample to carry out that the Maillard reaction research in Cigarette processing process, which all directlys adopt tobacco,
(bibliography 1,2).The process for needing to heat up in cigarette processing process is in chronological sequence sequentially divided into baking, tobacco mellowing and baking
Silk etc..Reducing sugar and amino acid, baking (bibliography 1) and tobacco mellowing before drying silk (are joined containing there are many in tobacco
Examine document 2) etc. process stages can occur Maillard reaction, generate intermediate product, small molecule compound and melanoidin substance.
If directlying adopt tobacco as sample to study baking silk, these maillard reaction products generated before drying process can be to grinding
Study carefully and interfere, so that research tends to complicate.Therefore, construct it is a kind of can be used for cigarette dry silk and itself without containing Mei Lade
The model system of reaction product is conducive to exclusive PCR factor, more clearly from studies the Maillard reaction in cigarette drying process
Process.
Summary of the invention
The purpose of the present invention is exactly to be directed to the demand and provide the preparation method and utilization simulation cigarette of a kind of simulation pipe tobacco
The method of Maillard reaction in silk analysis and research cigarette drying process --- it is prepared by raw material of filter paper, reducing sugar and amino acid
A kind of simulation pipe tobacco itself being free of maillard reaction product, for studying the Maillard reaction in cigarette drying process.
The purpose of the present invention can be achieved through the following technical solutions:
(1) preparation simulation pipe tobacco
A. by suitable reducing sugar and amino acid according to certain molar ratio 5:1 ~ 1:5 mixed dissolution in distilled water
The solution that solute concentration is 0.005 ~ 0.5 mol/L is obtained, with pH adjusting agent (NaOH, Na2CO3、K2HPO4And KH2PO4Deng) will
The pH of solution is adjusted to 4 ~ 10, obtains reducing sugar-amino acid solution.
The reducing sugar is monosaccharide or disaccharides, comprising: glucose, fructose, xylose, D-ribose, maltose.
The amino acid is the amino acid contained in tobacco, comprising: proline, phenylalanine, cystine, asparagus fern ammonia
Acid, glutamic acid, glycine, histidine, arginine, threonine, alanine, tyrosine, valine, methionine, relies serine
Propylhomoserin, isoleucine, leucine.
B. 10 ~ 100g filter paper (qualitative filter paper) is taken uniformly to impregnate 0.5 ~ 3 in 1000 mL reducing sugars-amino acid solution
Hour, it then takes out and spreads filter paper out, room temperature is dried, then is placed in temperature (22 ± 1)oThe constant temperature of C and relative humidity (60 ± 2) %
48 h are balanced in constant humidity environment, in filter paper then its chopping is obtained simulation cigarette with tobacco leaf filament cutter 12% or so by moisture at this time
Silk.
The filter paper can be substituted by the substance of fibrous structure similar with tobacco.
(2) drying process is simulated
The moisture content for simulating pipe tobacco is adjusted to 20% or so using laryngeal spray.Then by simulation pipe tobacco in certain temperature
Degree condition (60 ~ 150oC silk certain time (2 ~ 20 min) is dried under), to subsequent analysis.
(3) Maillard reaction is analyzed and researched
A. the extent of reaction is tested
Simulation pipe tobacco after 2 g to be dried to silk is shaken with 50 mL distilled water extracts 1 h, and extract liquor is diluted 50 times after standing,
Visible absorbance (the A at 420 nm is measured with ultraviolet specrophotometer420nm), the milkproduct journey of simulation pipe tobacco after silk is dried in analysis and research
It spends (milkproduct degree can indicate Maillard reaction degree).
B. intermediate product is analyzed
Simulation pipe tobacco after 2 g to be dried to silk shakes 1 h of extraction with 50 mL distilled water, takes 1 mL extract liquor to pass through after standing
0.45 μm of water phase membrane filtration, using Thermo Ultra Performance Liquid Chromatography instrument and Thermo Scientific Q Exactive matter
Spectrometer carries out LC-MS/MS analysis, measures the content of Maillard reaction intermediate product Heyns compound, studies in Maillard reaction
Between product assay changing rule.
C. small molecule product analysis
Simulation pipe tobacco after 10 g to be dried to silk is placed in conical flask, and 50 ml CH are added2Cl2, adding 10 μ L concentration is 1
Phenethyl acetate (the CH of μ L/mL2Cl2Make solvent) as internal standard, 1 h of concussion extraction.Organic phase is taken out after standing 30 min, is added
Enter 6 g anhydrous sodium sulfates to dry, filter, concentrate the filtrate to 1 mL, 0.45 μm of organic phase filter membrane is crossed, using Agilent
7890A/5975C gas chromatograph-mass spectrometer (GC-MS) carries out GC-MS analysis, and the small molecule product in pipe tobacco is simulated after research baking silk.
The present invention has the advantages that
(1) present invention uses character filter paper similar with tobacco for matrix, addition reduced sugar and amino acid preparation simulation cigarette
Silk.The intermediate product and final product that Maillard reaction is free of in this simulation pipe tobacco, it is anti-to can avoid Mei Lade contained by tobacco itself
The interference of product is answered, so that and more specific aim more accurate to the research of Maillard reaction in drying process.
(2) the method for the present invention is used, the type and ratio of setting reducing sugar and amino acid, system pH and fire-bar are passed through
Part etc. obtains the model system with differential responses condition, can investigate various differential responses factors respectively to drying process Mei Lade
The influence of reaction.
Detailed description of the invention
Fig. 1 is two groups of pipe tobaccos A at a temperature of different baking silks in embodiment 1420nmLight absorption value；
Fig. 2 is the content of Heyns compound in each group pipe tobacco in embodiment 2；
Fig. 3 is the type and content of each group pipe tobacco small molecular product in embodiment 3.
Specific embodiment
The present invention is described in further detail below in conjunction with specific embodiment.
Embodiment 1:
Using glucose, xylose and phenylalanine as raw material, match according to the ratio that reducing sugar and amino acid molar ratio are 1:1
Glucose-the Phe solution and xylose-Phe solution that 1000 mL reducing sugar concentration are 0.05mol/L are made, is used
K2HPO4/KH2PO4Its pH is adjusted to 5.5 by buffer.Take 100 g qualitative filter papers molten respectively at 1000 mL glucose-phenylalanine
2 h are uniformly impregnated in liquid and xylose-Phe solution, then takes out to spread out filter paper and dry, be placed in temperature (22 ± 1)oC and
48 h are balanced in the constant-temperature constant-humidity environment of relative humidity (60 ± 2) %, its chopping is then respectively obtained two kinds with tobacco leaf filament cutter
Simulate pipe tobacco.The moisture content for simulating pipe tobacco is adjusted to 20% or so using laryngeal spray.Then by every group of 2 g pipe tobaccos in 70oC、100 oC and 130oC dries 3 min of silk, 6 min, 9 min, 12 min, 15 min respectively.The pipe tobacco after silk will be dried with 50 mL
Distilled water, which shakes, extracts 1 h, and extract liquor is diluted 50 times after standing, measures the visible suction at 420 nm with ultraviolet specrophotometer
Receive (A420nm), (indicating Maillard reaction degree with light absorption value) obtains the A of each group simulation pipe tobacco420nmValue is as shown in Figure 1.Show
Maillard reaction degree is positively correlated with time and temperature, and Maillard reaction when using the stronger xylose of activity as reactant
Degree is higher.
Embodiment 2:
It is the molten of 0.1 mol/L that the ratio for being 1:1 according to fructose and proline molar ratio, which prepares 1000 mL fructose concentrations,
Liquid uses Na2HPO4/NaH2PO4Its pH is adjusted to 7.4 and obtains fructose-proline solution by buffer, take 100 g qualitative filter papers in
1 h is uniformly impregnated in 1000 mL fructose-proline solution, then takes out to spread out filter paper and dry, be placed in temperature (22 ± 1)oC
48 h are balanced in the constant-temperature constant-humidity environment of relative humidity (60 ± 2) %, its chopping is then obtained into simulation cigarette with tobacco leaf filament cutter
Silk.The moisture content for simulating pipe tobacco is adjusted to 20% or so using laryngeal spray.Then by every group of 2 g simulation pipe tobacco in 80oC、
110 oC and 140oC dries 3 min of silk, 6 min, 9 min, 12 min, 15 min respectively.50 mL of pipe tobacco after baking silk are steamed
Distilled water concussion extracts 1 h, takes 1 mL extract liquor through 0.45 μm of water phase membrane filtration after standing, carries out LC-MS/MS analysis, measurement
The content of Maillard reaction intermediate product Heyns compound.
LC-MS/MS analysis condition is as follows: chromatographic column: Agilent Zorbax SB-C18(4.6 × 250 mm, and 5 μm)；
Mobile phase: methanol-water (0.1% formic acid) solution (60:40, V/V)；Type of elution: Gradient elution；Flow velocity are as follows: 0.5 mL/
min；Column temperature: 25oC；Sample volume: 1 μ L；Ion source: hot type electric spray ion source (ESI), cation scanning；Spraying electricity
Pressure: 3.0 kV；Atomization gas: N2；Sheath gas: 50 arb；Secondary air speed: 15 arb；Capillary transfer tube temperature degree: 320
oC；Scan pattern are as follows: Target-MS2(level-one scans Target m/z 278, the scanning of data dependence second level)；Normalization collision
Energy (NCE) 25%.
With fructose-proline Heyns compound standard product preparing standard solution, concentration be respectively 200.00 μ g/mL,
100.00 μg/mL,50.00 μg/mL,25.00 μg/mL,12.50 μg/mL,6.25 μg/mL,3.13 μg/mL.It is marked
The linear equation of directrix curve is
Related coefficient (R2) it is 0.999.It is quantified using standard curve, obtains Heyns compound in each group pipe tobacco
Content, as shown in Figure 2.Show temperature lower (80oWhen C), the extension of the content of Heyns compound at any time is gradually increased；Temperature
Spend moderate (110oWhen C), the extension of the content of Heyns compound at any time is in first to increase the trend reduced afterwards；Temperature is higher
(140oWhen C), the extension of the content of Heyns compound at any time is gradually decreased.
Embodiment 3:
According to xylose and proline molar ratio be 3:1 or the ratio of 1:3 to prepare 1000 mL xylose concentrations respectively be 0.1
The solution that the solution of mol/L and 1000 mL concentration of proline are 0.1 mol/L, uses K2HPO4/KH2PO4Buffer is by its pH
It is adjusted to 9.0 and obtains two kinds of xyloses-proline solution.Take 100 g qualitative filter papers equal in both xyloses-proline solution respectively
1 h of even immersion then takes out to spread out filter paper and dry, is placed in temperature (22 ± 1)oThe constant temperature of C and relative humidity (60 ± 2) % are permanent
48 h are balanced in wet environment, its chopping is then obtained into simulation pipe tobacco with tobacco leaf filament cutter.Cigarette will be simulated using laryngeal spray
The moisture content of silk is adjusted to 20% or so.Take 10 g simulation pipe tobacco 120oC dries 10 min of silk.Taper is placed it in after drying silk
In bottle, 50 ml CH are added2Cl2, add the phenethyl acetate (CH that 10 μ L concentration are 1 μ L/mL2Cl2Make solvent) conduct
Internal standard, 1 h of concussion extraction.Organic phase is taken out after standing 30 min, 6 g anhydrous sodium sulfates are added and dry, filter, filtrate is concentrated
To 1 mL, 0.45 μm of organic phase filter membrane is crossed, is analyzed to GC-MS.
GC/MS analysis condition: chromatographic column: mm × 0.25 μm DB-5MS(60 m × 0.25)；Carrier gas: He；Column stream
Amount: 1 mL/min；Sample volume: 1 μ L；Split ratio: 10:1；Injector temperature: 260oC；Temperature programming: column temperature 4oC is kept
2min, with 4oC/min is warming up to 250oC keeps 5 min；Ionization mode: EI；Ionizing energy: 70 eV；Mass scanning model
It encloses: 30-500 amu；6.5 min of solvent delay.Compound characterization: by comparing compound mass spectrogram in this experiment and
Nist composes library data and carries out qualitative (RSI > 800) to compound.Compound is quantitative: by comparing compound in total ion current figure
Come to carry out semi-quantitative analysis to compound with the ratio between the peak area of characteristic ion of internal standard substance, at the same assume all compounds with
Internal standard substance response factor having the same.It is analyzed according to GC/MS, the type and content of obtained volatile component such as Fig. 3 institute
Show.Show that a variety of small molecule products can be generated in cut tobacco drying by simulating pipe tobacco, when xylose ratio is high, in cut tobacco drying
Maillard reaction be easy to generate the small molecule chemical combination of furans, Furanones, carbocyclic compound class and aliphatic compound species
Object；When proline ratio is high, the Maillard reaction in cut tobacco drying is easy to generate the small molecule of pyroles and pyridines
Close object.
Bibliography 1: the influence reacted sugar ammonia Maillard in domestic burley tobaccos, Shu Junsheng etc., Chinese food are baked
Journal, 2013,13 (3): 59-64.
Bibliography 2: the variation of flue-cured tobacco natural alcoholization process maillard reaction product and the relationship with aesthetic quality, Wang Yuhua
Deng, Chinese tobacco journal, 2015,36 (4): 85-90.
Claims (8)
1. a kind of preparation method for simulating pipe tobacco, it is characterised in that: be using filter paper, reducing sugar and amino acid as raw material preparation one
Kind itself is free of the simulation pipe tobacco of maillard reaction product, the specific steps are as follows:
A. reducing sugar and amino acid are obtained solute concentration according to molar ratio 5:1 ~ 1:5 mixed dissolution in distilled water is
The pH of solution is adjusted to 4 ~ 10 with pH adjusting agent, obtains reducing sugar-amino acid solution by the solution of 0.005-0.5 mol/L；
B. it takes 10-100g filter paper uniformly to impregnate 0.5-3 hours in 1000 mL reducing sugars-amino acid solution, then takes out
Filter paper is spread out, room temperature is dried, then is placed in temperature (22 ± 1)oIt is balanced in the constant-temperature constant-humidity environment of C and relative humidity (60 ± 2) %
48 h, in filter paper then its chopping is obtained simulation pipe tobacco with tobacco leaf filament cutter 12% or so by moisture at this time.
2. the preparation method of simulation pipe tobacco according to claim 1, it is characterised in that: the filter paper can be by similar to tobacco
The substance of fibrous structure substituted.
3. the preparation method of simulation pipe tobacco according to claim 1, it is characterised in that: the reducing sugar is monosaccharide or two
Sugar, comprising: glucose, fructose, xylose, D-ribose, maltose.
4. the preparation method of simulation pipe tobacco according to claim 1, it is characterised in that: the amino acid is to contain in tobacco
Some amino acid, comprising: proline, phenylalanine, cystine, aspartic acid, serine, glutamic acid, glycine, histidine,
Arginine, threonine, alanine, tyrosine, valine, methionine, lysine, isoleucine, leucine.
5. it is according to claim 1 simulation pipe tobacco preparation method, it is characterised in that: the pH adjusting agent be NaOH,
Na2CO3、K2HPO4、KH2PO4、Na2HPO4Or NaH2PO4。
6. a kind of side using Maillard reaction in simulation pipe tobacco analysis and research cigarette drying process prepared by claim 1
Method, it is characterised in that: the following steps are included:
(1) drying process is simulated
The moisture content for simulating pipe tobacco is adjusted to 20% or so, then in 60-150o2 ~ 20 min of silk is dried under C, to subsequent analysis；
(2) Maillard reaction is analyzed and researched
A. the extent of reaction is tested
Simulation pipe tobacco after 2 g to be dried to silk is shaken with 50 mL distilled water extracts 1 h, extract liquor is diluted 50 times after standing, with purple
Visible absorbance (A at outer 420 nm of spectrophotometric determination420nm), the milkproduct degree of simulation pipe tobacco after silk is dried in analysis and research,
Milkproduct degree can indicate Maillard reaction degree；
B. intermediate product is analyzed
Simulation pipe tobacco after 2 g to be dried to silk shakes 1 h of extraction with 50 mL distilled water, takes 1 mL extract liquor through 0.45 μm after standing
Then water phase membrane filtration carries out LC-MS/MS analysis, measure the content of Maillard reaction intermediate product Heyns compound, point
The changing rule of analysis research Maillard reaction intermediates content；
C. small molecule product analysis
Simulation pipe tobacco after 10 g to be dried to silk is placed in conical flask, and 50 ml CH are added2Cl2, adding 10 μ L concentration is 1 μ L/
The phenethyl acetate of mL takes out organic phase after standing 30 min, it is dry that 6 g anhydrous sodium sulfates is added as internal standard, concussion 1 h of extraction
Dry, filtering concentrates the filtrate to 1 mL, crosses 0.45 μm of organic phase filter membrane, carries out GC-MS analysis, and analysis and research are simulated after drying silk
Small molecule product in pipe tobacco.
7. the method for Maillard reaction in analysis and research cigarette drying process according to claim 6, it is characterised in that:
It is using Thermo Ultra Performance Liquid Chromatography instrument and Thermo Scientific Q Exactive in intermediate product analytic process
Mass spectrograph carries out LC-MS/MS analysis.
8. the method for Maillard reaction in analysis and research cigarette drying process according to claim 6, it is characterised in that:
It is to carry out GC-MS points using Agilent 7890A/5975C gas chromatograph-mass spectrometer (GC-MS) during small molecule product analysis
Analysis.
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