CN106932519A - The high-performance liquid chromatogram determination method of vitamin B6 content in common wheat - Google Patents
The high-performance liquid chromatogram determination method of vitamin B6 content in common wheat Download PDFInfo
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- CN106932519A CN106932519A CN201710146453.9A CN201710146453A CN106932519A CN 106932519 A CN106932519 A CN 106932519A CN 201710146453 A CN201710146453 A CN 201710146453A CN 106932519 A CN106932519 A CN 106932519A
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- G—PHYSICS
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- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
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- G01N30/02—Column chromatography
- G01N30/04—Preparation or injection of sample to be analysed
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Abstract
The invention discloses a kind of high-performance liquid chromatogram determination method of vitamin B6 content in common wheat.The extracting method comprises the following steps：Common wheat powder is made wholemeal, under conditions of glyoxalic acid and ferrous sulfate are present, wholemeal is digested in sodium acetate aqueous solution；The system digested after terminating filtrate after filtering performs the derivatization, and is centrifuged after being subsequently adding acetic acid vibration, takes supernatant, that is, obtain vitamin B6；Enzymolysis uses complex enzyme, and the complex enzyme is the compound of papain, acid phosphatase, alpha amylase and reductive glutathione.Using HPLC collocation fluorescence detectors in the present invention, sensitivity is higher, and selectivity is stronger.Vitamin B6 exists in the form of pyridoxamine and pyridoxal, and pyridoxamine is converted into pyridoxal by addition glyoxalic acid and ferrous sulfate, and pyridoxal reduction generates pyridoxol, and it produces stabilization fluorescence under ultraviolet excitation, can be used for fluorescence detector detection.
Description
Technical field
The present invention relates to a kind of high-performance liquid chromatogram determination method of vitamin B6 content in common wheat.
Background technology
Wheat is second-biggest-in-the-world cereal crops, is planted extensively in all parts of the world.China be Wheat Production and consumption figure most
Big country, wheat planting area reaches 24186.5 thousand hectares within 2016, and total output is about 1.29 hundred million tons.With economy and society
The development of meeting, the life requirement of consumer changes, and nutritional quality of wheat receives much concern.B family vitamin is to maintain people
A type organic matter, particularly vitamin B6 and angiocardiopathy and the tight phase of senile dementia disease necessary to body vital movement
Close, it is also the important regulating and controlling factor that human immune system, fatty acid metabolism, gene expression, hormone regulating and controlling and niacinamide are formed.
Because human and animal itself is unable to synthetic vitamin B, it is necessary to from the external world absorb, and cereal both rich in vitamin B complex into
It is again the important conventional food source of people to divide, therefore the content of vitamin B6 is sought to evaluating wheat in Accurate Determining wheat flour
Supporting value and quality breeding has important guiding significance.
At this stage, the detection method of vitamin B6 includes the sepectrophotofluorometer of international microbial method and GB
Method.Wherein, microbial method quantitative result is accurate, but pre-treatment step is cumbersome, and incubation time is long, and technical difficulty is big, poor repeatability；
Sepectrophotofluorometer method is simple to operate, but due in cereal vitamin B content it is relatively low, there are coexisting substances to disturb, thus detection
Result repeatability is not high.In view of further investigation of the people for B6, such method can not meet the requirement of researcher.At present,
Liquid chromatography is because its separative efficiency is high, speed is fast, detection sensitivity is high, carrier fluid flow velocity is fast, reproducible, environmental pollution
It is small, by environmental influence it is small the advantages of be widely used.B6 has been reported containing quantifier elimination during the country determines wheat crops, but
Different researcher's methods are not quite similar, and extracting method and chromatographic condition are the major reasons for influenceing measurement result.
Extracting method is the most important link of quantitative analysis, and Extraction solvent and method can influence the yield and matter of end-product
Amount, and then disturb follow-up quantitative analysis.At present, the extraction to vitamin B complex composition does not have because test material is different with instrument
There is unified extraction standard.In the extraction triticale such as Han Hao during vitamin B6, ungrease treatment, amount of samples are used triticale
Greatly；Wang Haiyan etc. extracts vitamin B6 in colorful wheat by taka-diastase method, and complex operation needs accurate adjustment each sample
Acid-base value, to batch samples determine waste time and energy.The above method needs to operate completion in a heated condition simultaneously, but wheat
Middle content of starch is higher, and high temperature can make starch gelatinization and reduce the dissolution rate of vitamin.
High performance liquid chromatography (HPLC) technology can carry out quick, sensitive, accurate measure to vitamin, and be examined by changing
Survey device and Detection wavelength improves instrumental sensitivity.Numerous studies determine veterinary antibiotics, meat, beverage and breast using HPLC technologies
Vitamin content in product, but in common wheat vitamin B6 measure research it is less.Spoon win etc. is combined purple using HPLC
External detector determines the content of vitamin B6 in wheat bran, because by Matrix effects, UV-detector occurs sensitivity when detecting
The problems such as declining with selectivity.
At present, quantitative study of the China to vitamin B focuses primarily upon colorful wheat, and its analysis sample size is less, does not have
Unified bioassay standard, it is impossible to for the analysis of common wheat vitamin B content lays the first stone.Therefore, the dimension of efficiently and accurately is established
Raw element B6 is extracted and detection method, can provide reliable phenotypic evaluation method for the genetic research of common wheat vitamin B.
The content of the invention
First purpose of the invention is to provide the extracting method of vitamin B6 in common wheat.
The extracting method of vitamin B6, comprises the following steps in common wheat provided by the present invention：
Common wheat powder is made wholemeal, under conditions of glyoxalic acid solution and ferrous sulfate aqueous solution are present, institute
Wholemeal is stated to be digested in sodium acetate aqueous solution；The system digested after terminating filtrate after filtering is derived
Change, be centrifuged after being subsequently adding acetic acid vibration, take supernatant, that is, obtain vitamin B6.
In the extracting method of the vitamin B6, the enzymolysis uses complex enzyme, the complex enzyme can for papain,
The compound of acid phosphatase, AMS and reductive glutathione.
The consumption of the complex enzyme is：The wholemeal, the papain, the acid phosphatase, the α-shallow lake
The mass ratio of powder enzyme is 2.5g：0.05~0.1g：0.01~0.02g：0.005~0.01g, the wholemeal and the reproducibility
The amount ratio of glutathione is 2.5g：250~500 μ l；
The wholemeal, the papain, the acid phosphatase, the AMS mass ratio concretely
2.5g：0.05g：0.01g：0.005g, the amount ratio of the wholemeal and the reductive glutathione concretely 2.5g：
250μl。
The enzyme activity of the papain is the 6000U/mg (Papains that such as Beijing Suo Laibao Science and Technology Ltd is provided
Enzyme, article No. is LS003126), enzyme activity >=0.4U/mg (acid that such as Sigma-Aldrich companies provide of the acid phosphatase
Acid phosphatase, catalog number is P3627), for 30U/mg, (such as Sigma-Aldrich companies carry the enzyme activity of the AMS
10065) AMS of confession, catalog number is.
The enzymolysis can be by the way of constant temperature enzymolysis, and temperature can be 36~38 DEG C, and concretely 37 DEG C, the time can be 16
~18h, concretely 18h, can be carried out under conditions of rotating speed is 180rpm.
In the extracting method of the vitamin B1, the pH value of the sodium acetate aqueous solution can be 4.50~4.52；
The wholemeal is 2.5~5g with the mass volume ratio of the sodium acetate aqueous solution：25~50mL, concretely
2.5g：25mL.
The molar concentration of the glyoxalic acid solution can be 1M, and the mass fraction of the ferrous sulfate aqueous solution can be 2%；
The wholemeal can be 1g with the amount ratio of the glyoxalic acid solution：0.5ml；
The wholemeal can be 1g with the amount ratio of the ferrous sulfate aqueous solution：80μl.
In the extracting method of the vitamin B6, the derivatization reagent that the derivatization is used can be water-soluble for sodium borohydride
Liquid；
The molar concentration of the sodium borohydride aqueous solution concretely 0.1M；
The filtrate, the sodium borohydride aqueous solution and the volume ratio of the acetic acid can be 10：9：1；
The centrifugation is carried out under the following conditions：
Temperature can be 2~8 DEG C, concretely 4 DEG C；
Rotating speed is 4000~4500 × g, concretely 4400 × g；
Time can be 10~15min, concretely 12min.
In extracting method of the present invention, the wholemeal uses cyclone type crushing mill.
Second object of the present invention is to provide the assay method of vitamin B6 content in common wheat.
The assay method of vitamin B6 content, comprises the following steps in common wheat provided by the present invention：
(1) standard curve is made
1) at least 3 kinds aqueous solution of the vitamin B6 standard items of (such as 5 kinds) various concentrations are prepared；
2) aqueous solution of the vitamin B6 standard items is carried out such as institute in the extracting method of vitamin B6 in common wheat
Derivatization and the centrifugation step are stated, the supernatant peracetic acid tunica fibrosa for obtaining obtains vitamin B6 standard solution；
3) the vitamin B6 standard solution is carried out into efficient liquid phase detection, obtains vitamin B6 mark described in various concentrations
The peak area of quasi- product solution, with the peak area as abscissa, the concentration with the vitamin B6 standard solution as ordinate,
Make standard curve；
(2) content of vitamin B6 in common wheat is determined
Carried out after the excessively described cellulose acetate film of the vitamin B6 that extracting method according to vitamin B6 in common wheat is obtained
The efficient liquid phase detection, obtains the peak area of the vitamin B6, according to the standard curve, and obtains institute after conversion
State the content of vitamin B6 in common wheat；
The condition of the efficient liquid phase detection is as follows：
Chromatographic column：Waters XTerra RP18 chromatographic columns；
Mobile phase：A phases are methyl alcohol, and B phases are the potassium dihydrogen phosphate that the molar concentration containing 5mM sodium heptanesulfonates is 0.05M
Solution, the A phases are 3 with the volume ratio of the B phases：97, it is 2.5 to adjust pH with phosphoric acid；Type of elution is isocratic elution；Column temperature
For：35℃；Sampling volume is 20 μ L；Flow velocity is 0.7mL/min.
Extracting method according to vitamin B6 in the common wheat that the present invention is provided extracts the vitamin B6 for obtaining, and need to carry
The measure work of vitamin B6 content is completed in 24 hours after taking.
The quality of vitamin B6 pre-treatment directly affects final measurement result in wheat, and vitamin B6 is extracted in different plants
Method is different.The present invention by comparing different disposal between result of the test draw：Extracted using taka-diastase method and mixed enzyme method,
By comparing the extraction efficiency of vitamin B6, final choice mixed enzyme method.Sodium acetate is chosen as extract solution, mixed enzyme is extracted,
The method is simpler compared to the operation of taka-diastase method, without heating and the acid-base value of each sample of accurate adjustment, reduces and extracts
Time, and avoid heating starch from being gelatinized and reduce the dissolution rate of vitamin, also it is more suitable for vitamin B6 in a large amount of wheat samples
Extract.
Using HPLC collocation fluorescence detectors in the present invention, sensitivity is higher, and selectivity is stronger.Vitamin B6 is with pyridoxamine
Form with pyridoxal is present, and pyridoxamine is converted into pyridoxal, pyridoxal reduction generation pyrrole by addition glyoxalic acid and ferrous sulfate
Tremble alcohol, it produces stabilization fluorescence under ultraviolet excitation, can be used for fluorescence detector detection.Determined by high performance liquid chromatograph
The retention time of the chromatographic condition of vitamin B6, wherein vitamin B6 is 9.780min.
Brief description of the drawings
Fig. 1 is vitamin B6 chromatogram in standard sample.
Standard in the standard sample that Fig. 2 is drawn by the embodiment of the present invention 1 between vitamin B6 concentration and peak area is bent
Line.
Specific embodiment
Experimental technique used in following embodiments is conventional method unless otherwise specified.
Material used, reagent etc. in following embodiments, unless otherwise specified, commercially obtain.
Agents useful for same in following embodiments：Methyl alcohol, chromatographically pure；N-butanol, analyzes pure；Hydrochloric acid, analyzes pure；Acetic acid, analysis
It is pure；Sodium acetate, analyzes pure；Ferrous sulfate, analyzes pure；Sodium borohydride, analyzes pure；The potassium ferricyanide, analyzes pure；Potassium dihydrogen phosphate,
Analysis is pure；Phosphoric acid, analyzes pure.
In following embodiments, the enzyme activity of papain is 6000U/mg, and the enzyme activity of acid phosphatase is >=0.4U/mg,
The enzyme activity of AMS is 30U/mg.
Vitamin B6 standard items used, taka-diastase, AMS, acid phosphatase, reduced form in following embodiments
Glutathione, glyoxalic acid, sodium heptanesulfonate are purchased from Sigma companies, and papain is purchased from Suo Laibao Biology Science Co., Ltd.
The extracting method of vitamin B6 in wheat of the present invention, the extract solution determines as follows：It is excellent from
206 wheat breeds are test material, and 2 kinds of extracting methods, specially hydrochloric acid and taka-diastase (are designated as single enzyme process)；Sodium acetate and
Papain, acid phosphatase, AMS, reductive glutathione are used in mixed way (be designated as mixed enzyme method), relatively more different
Extracting method to the extracted amount of vitamin B6 in test material how much the stability with method.Each treatment is repeated 3 times, vitamin
Content average value ± the relative standard deviation of B6 is represented.Result shows that the content of single Enzymatic Extraction vitamin B6 is 2.29 μ g/
G ± 3.9%, the content that mixed enzyme method extracts vitamin B6 is 5.81 μ g/g ± 1.2%, and mixed enzyme method extracts the content of B6 than single
Enzymatic Extraction content is high, and overall relative standard deviation is relatively low.This explanation is repeated with sodium acetate combination mixed enzyme extracting method
Property is more preferable.Additionally, the method is simple to operate, without heating, processed by sodium acetate, denatured protein, discharge vitamin, and will
The polysaccharide conversions such as starch are monose；Vitamin dephosphorylation is converted into free state by mixing ferment treatment, is extracted more thorough.
Embodiment 1：The measure of vitamin B6 content in 30 portions of common wheats
First, in common wheat vitamin B6 extraction
(1) after wheat seed is harvested, dry, it is after fully mixing that the pulverized specimen of milled is (i.e. complete using whirlwind powder-grinding
Flour) kept in dark place under the conditions of -20 DEG C.
(2) weigh wheat flour 2.5g in the blue lid reagent bottle of 100ml, add 25ml SASs (0.05M,
PH4.5), lid is covered tightly, is placed on DL device and is mixed, be sufficiently humidified so as to pulverized specimen.
(3) mixed pulverized specimen is separately added into 1M glyoxalic acids (1.25ml), 2% copperas solution (200 μ l),
Papain (50mg), the 1% reduced glutathione aqueous solution (250 μ l), acid phosphatase (10mg), AMS
(5mg), fully mixes after addition enzyme every time.
(4) mixed pulverized specimen is placed in constant temperature oscillator, 180rpm, 37 DEG C, digests 18h.
(5) after the completion of vibrating, room temperature is placed.It is transferred in the volumetric flask of 50ml and uses ultra-pure water constant volume, filter paper filtering.
(6) 1ml filtrates are taken to be put into the centrifuge tube of 10ml, the sodium borohydride solution (0.1M) of 0.9ml is added, is shaken up, it is quiet
Put 5min.
(7) add 0.1mL acetic acid again, vibrate, 4 DEG C, 4400 × g centrifugation 12min draw supernatant liquor, 0.45 μm of filtering
Cellulose acetate film, for the chromatographic determination of vitamin B6.
2nd, in wheat vitamin B6 content measure
(1) HPLC detections are carried out according to following chromatographic condition：
Instrument：Shimadzu LC-2010 systems, are equipped with RF10Axl fluorescence detectors；
Chromatographic column：Waters XTerra RP18 (150 × 4.6mm, 5 μm) performance liquid chromatographic column；
Mobile phase：Methyl alcohol -0.05M potassium dihydrogen phosphates (sodium heptanesulfonate containing 5mM), volume ratio is 3:97, use phosphoric acid
It is 2.5 to adjust pH；Type of elution is isocratic elution；
Column temperature：35℃；Sample room temperature：4℃；
Excitation wavelength/launch wavelength：290nm/395nm；
Sampling volume：20μl.
(2) test data treatment：Workstation software is Labosolutions；
When retention time (as shown in Figure 1) according to vitamin B6 standard sample determines the appearance of vitamin B6 in wheat
Between, make the standard curve between vitamin B6 concentration and peak area in standard sample respectively according to following steps：
1) 5 kinds of aqueous solution of the vitamin B6 standard items of various concentrations are prepared；
2) aqueous solution of vitamin B6 standard items is carried out the derivatization in the extracting method of vitamin B6 in above-mentioned wheat
With the centrifugation step (actual conditions is identical), the supernatant for obtaining crosses 0.45 μm of cellulose acetate film and obtains vitamin B6 standard items
Solution；
3) vitamin B6 standard solution is carried out into efficient liquid phase detection, obtains various concentrations vitamin B6 standard solution
Peak area, with peak area as abscissa, the concentration with vitamin B6 standard solution as ordinate, make standard curve, such as
Shown in Fig. 2.
Then 30 parts of peak area data of wheat samples will have been surveyed and has substituted into standard curve (Fig. 2), you can obtained vitamin B6
Content.
In 30 portions of common wheats, from 4.58 to 9.34 μ g/g, average value is 6.77 μ g/g to vitamin B6 content range of variation.
The content of vitamin B6 is as shown in table 1 below in 30 parts of wheat samples, wheat breed all from Yellow River-Huai River region, each kind two
Secondary repetition, takes its average value.
1 30 parts of common wheat vitamin B6 contents of table
Claims (9)
1. in a kind of common wheat vitamin B6 extracting method, comprise the following steps：
Common wheat powder is made wholemeal, under conditions of glyoxalic acid and ferrous sulfate are present, the wholemeal is in sodium acetate
Digested in the aqueous solution；The system digested after terminating filtrate after filtering performs the derivatization, and is subsequently adding acetic acid and shakes
It is centrifuged after swinging, takes supernatant, that is, obtains vitamin B6；
The enzymolysis uses complex enzyme, and the complex enzyme is papain, acid phosphatase, AMS and reproducibility paddy Guang
The compound of sweet peptide.
2. extracting method according to claim 1, it is characterised in that：The molar concentration of the sodium acetate aqueous solution is
0.05M；
The pH value of the sodium acetate aqueous solution is 4.50~4.52；
The wholemeal is 2.5~5g with the mass volume ratio of the sodium acetate aqueous solution：25~50mL.
3. extracting method according to claim 1 and 2, it is characterised in that：The temperature of the enzymolysis is 36~38 DEG C, time
It is 16~18h；
The wholemeal, the papain, the acid phosphatase are 2.5g with the mass ratio of the AMS：0.05
~0.1g：0.01~0.02g：0.005~0.01g, the wholemeal is 2.5g with the amount ratio of the reductive glutathione：
250~500 μ l.
4. the extracting method according to any one of claim 1-3, it is characterised in that：The glyoxalic acid solution mole
Concentration is 1M, and the mass fraction of the ferrous sulfate aqueous solution is 2%.
5. the extracting method according to any one of claim 1-4, it is characterised in that：The wholemeal and the glyoxalic acid
The amount ratio of the aqueous solution is 1g：0.5ml；
The wholemeal is 1g with the amount ratio of the ferrous sulfate aqueous solution：80μl.
6. the extracting method according to any one of claim 1-5, it is characterised in that：The derivatization that the derivatization is used
Reagent is sodium borohydride aqueous solution；
The molar concentration of the sodium borohydride aqueous solution is 0.1M.
7. extracting method according to claim 7, it is characterised in that：The filtrate, the sodium borohydride aqueous solution and institute
The volume ratio for stating acetic acid is 10：9：1；
The centrifugation is carried out under the following conditions：
Temperature can be 2~8 DEG C；
Rotating speed is 4000~4500 × g；
Time can be 10~15min.
8. in a kind of common wheat vitamin B6 content assay method, comprise the following steps：
(1) standard curve is made
1) at least 3 kinds aqueous solution of the vitamin B6 standard items of various concentrations are prepared；
2) by the aqueous solution of the vitamin B6 standard items carry out the derivatization in extracting method as claimed in claim 4 and
The centrifugation step, the supernatant peracetic acid tunica fibrosa for obtaining obtains vitamin B6 standard solution；
3) the vitamin B6 standard solution is carried out into efficient liquid phase detection, obtains vitamin B6 standard items described in various concentrations
The peak area of solution, with the peak area as abscissa, the concentration with the vitamin B6 standard solution makes as ordinate
Standard curve；
(2) content of vitamin B6 in common wheat is determined
According to carrying out the efficient liquid phase inspection after the excessively described cellulose acetate film of vitamin B6 that claim 1-4 methods describeds are obtained
Survey, obtain the peak area of the vitamin B6, according to the standard curve, and obtain being tieed up in the common wheat after conversion
The content of raw element B6.
9. assay method according to claim 8, it is characterised in that：The condition of the efficient liquid phase detection is as follows：
Chromatographic column：Waters XTerra RP18 chromatographic columns；
Mobile phase：A phases are methyl alcohol, and B phases are the potassium dihydrogen phosphate that the molar concentration containing 5mM sodium heptanesulfonates is 0.05M,
The A phases are 3 with the volume ratio of the B phases：97, it is 2.5 to adjust pH with phosphoric acid；Type of elution is isocratic elution；Column temperature is：35
℃；Sampling volume is 20 μ L；Flow velocity is 0.7mL/min.
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Cited By (1)
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| CN109060991A (en) * | 2018-08-31 | 2018-12-21 | 深圳保时健生物工程有限公司 | A kind of content assaying method of food vitamins B6 |
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