CN109781915A - A kind of rapid screening locking means for food risk additive - Google Patents
A kind of rapid screening locking means for food risk additive Download PDFInfo
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Abstract
The invention discloses a kind of rapid screening locking means for food risk additive.For food samples, level-one, second order ms data are obtained simultaneously using ultra performance liquid chromatography-high resolution mass spectrum combination platform, is calculated using mean bias multiplying power and feature structure matches the method that retrieval combines and carries out potential risks compound in screening and quick lock in food to data；The risk compound of locking verify using the method that multiple database retrieval combines qualitative.The invention has a clear superiority in Screening analysis of the random acquisition without the risk addition compound of grouping food samples, has the advantages that quick lock in potential risk compound and quick and precisely qualitative.
Description
Technical field
It is a kind of based on ultra performance liquid chromatography-high-resolution the present invention relates to analytical chemistry field and field of food safety
Mass spectrometry, is calculated by mean bias multiplying power and food risk additive is quickly sieved in feature structure matching retrieval
Look into the analysis method for locking and retrieving by multiple database final Qualitative risk compound.
Background technique
With the improvement of the quality of life, requirement of the people for food is higher and higher, and the frequency of various food-safety problems
Take place frequently life, has also caused the public attention rate higher and higher for food safety.The abuse of food additives, veterinary drug pesticide etc.
Excessive use belongs to illegal addition phenomenon, seriously endangers human health, therefore, different additives does in linked groups
Corresponding maximum residue limit regulation.Meanwhile for the illegal addition in food, different analyses is had been developed in researcher
Method removes detection risk compound.The detection method for being usually targeted analysis is in the majority, and in most cases, we can not predict
There is which risk additive in given food.Therefore, it for the control unknown risks compound in food, needs using non-target
Screening analysis is carried out to method.Non-targeted method can help to extract more material informations from complex matrices.Wherein also wrap
Include many interfering ion information, if it is desired to which quick lock in risk compound, the exclusion of interfering ion are one primarily carried out
Step can usually be deducted in conjunction with blank, Quality control samples exclude, same sample the methods of more parts of analyses, ion fusion in parallel
Exclude background interference ion, unstable ion, adduction ion, fragment ion and isotope ion etc..In order to further lock
Potential risks compound, existing research include using multivariable or univariate statistical analysis technique, multivariable technique
Principal component analysis (PCA), partial least squares discriminant analysis (PLS-DA), orthogonal partial least squares discriminant analysis (OPLS-DA), line
Property discriminant analysis (LDA) etc., univariate analysis method includes that t is examined, non-engage in an inspection is tested.However no matter multivariable or single argument
Analysis method, it usually needs there are packet samples (suspicious sample and blank control sample) to be analyzed.However in blank sample
In the case where shortage, the rapid screening of risk compound and locking are still challenging.The present invention is based on ultra high efficiency liquid phase colors
Level-one, second order ms data acquire simultaneously associated with spectrum-high resolution mass spectrum, are calculated and feature structure using mean bias multiplying power
The method rapid screening and locking potential risks compound combined with retrieval.Deviation is obtained by calculating mean bias multiplying power
Difference substance of the multiplying power more than or equal to 20 is considered as possible potential risk compound；Summarize the feature knot of a few class predetermined substances
Structure rule, the method that feature structure matching retrieval is then write according to its rule, to realize particular types risk compound
Quick lock in；The final Qualitative risk compound of method combined is retrieved by multiple database.The invention random acquisition without point
It has a clear superiority in the screening of the potential risk additive of the food samples of group, there is quick lock in potential risk compound
Quick and precisely qualitative advantage.So far it there is no and quickly sieve the method for the invention applied to food potential risk additive
Look into the report of locking analysis.
Summary of the invention
The present invention is based on ultra performance liquid chromatography-height to realize rapid screening and the locking of food risk compound
Resolution Mass Spectrometry is combined the data that platform level-one, second order ms acquire simultaneously, establishes based on the calculating of mean bias multiplying power and feature
The method rapid screening and locking potential risks compound that structure matching retrieval combines, and it is final using multiple database retrieval
Qualitative risk compound.
The particular technique method that the present invention uses is as follows:
(1) method acquired simultaneously using level-one, second order ms data associated with ultra performance liquid chromatography-high resolution mass spectrum
To obtain initial data.
(2) initial data acquired carries software by instrument and carries out peak match extraction ion, and passes through corresponding noise
After filtration treatment removes interfering ion, remaining ions are used for potential risk compound using the method that mean bias multiplying power calculates
Rapid screening；The calculation formula of mean bias multiplying power are as follows:Wherein, x represents a certain ion in different samples
In Ion response,The average value that above-mentioned ion responds in all samples is represented, it is inclined that R represents above-mentioned ion in each sample
Multiplying power from average value；After calculating sequence, selecting ion of the mean bias multiplying power more than or equal to 20 is possible potential wind
Dangerous compound.
(3) the feature fragmentation rule for summarizing particular types compound, matches retrieval by feature structure and realizes particular types
The quick lock in of risk compound；Step 1: initial data available level-one after peak match, noise filtering extracts ion
Information table includes the information such as retention time tr, parent ion accurate mass mass-to-charge ratio m/z, Ion response；Initial data passes through second level
The available message file containing secondary fragment of conversion of switching software, including retention time tr, parent ion m/z, fragment from
The information such as sub- m/z, sweep number；Based on primary ion information, the interfering ion being removed by filtration in second-level message, obtain filter make an uproar after
Second-level message, the parameter during this step is set as the matched Mass accuracy deviation of parent ion m/z need to be within 5ppm, when reservation
Between difference must not exceed 10s.
Step 2: characteristic rule matching retrieval, according to the fragments characteristic ion of each substance of summary, then to above-mentioned filter
The second-level message obtained after making an uproar carries out retrieval matching, locks particular kind of risk compound；Match parameter is set as ion m/z
Matched Mass accuracy deviation need to be within 10ppm.
(4) multiple database includes the combination inspection of self-built additive database, self-built endogenous database and network data base
Rope is for being locked the qualitative of specified risk material；Self-built additive database can be used for the quick and precisely fixed of risk additive
Property, for self-built additive database can not qualitatively may specified risk material, firstly, pass through self-built endogenous database and HMDB
Endogenous object exclusion is carried out, then by DrugBank, Metlin and mzCloud database carries out the initial characterization of unknown materials,
Finally verified using standard substance.
The data that this method acquires simultaneously for ultra performance liquid chromatography-high resolution mass spectrum combination level-one, second order ms, are adopted
It is calculated with mean bias multiplying power and the matched method rapid screening of feature structure rule locks risk compound, using multiple database
Retrieve the qualitative possible risk compound of method combined.On the one hand the method greatly reduces potential risk compound
On the other hand range is convenient in rapid screening sample in order to faster lock risk compound with specific structure rule
Particular types compound.To realize the rapid screening locking without grouping random acquisition food samples risk additive.
Detailed description of the invention
Data distribution characteristics (Internal standard correction methods) figure for the potential risk compound that Fig. 1 is sifted out
With a.m/z 279.0901, b.m/z 282.0895, c.m/z 332.1393, d.m/z 360.1708, and
For e.m/z321.1005；Black circles indicate the contents level of possible risk compound in positive sample, green circle generation
Contents level of this substance of table in other remaining samples, red boxes represent average value, and the red vertical line in left and right represents this substance
The minimum and maximum value of content in the sample.
The specific workflow of Fig. 2 feature structure matching search method
The qualitative results of Fig. 3 potential risk compound (by taking compound m/z 321.1005 as an example)
Specific embodiment
Elaborate below with reference to subordinate list attached drawing to the embodiment of the present invention: embodiment is being with technical solution of the present invention
Under the premise of implemented, the detailed implementation method and specific operation process are given, but protection scope of the present invention is not limited to
Following embodiments.
Embodiment 1
(1) it is based on raw data acquisition associated with ultra performance liquid chromatography-high resolution mass spectrum.
It is whether unknown containing additive in sample from 42 parts of meat sample samples of market random acquisition；Sample is located in advance
Reason, preprocessing process are as follows: weighing the meat sample sample that 200mg homogeneous is crossed and be placed in 2mL centrifuge tube, 1mL is successively added and contains 1% first
The inner mark solution that the acetonitrile of acid and 10 μ L concentration are 1.6 μ g/mL is eventually adding zirconia ball sealing；Using mixed grinding instrument
The sample of above-mentioned processing is carried out further homogeneous extraction by (MM400, Retsch, Germany), and the parameter of mixed grinding instrument is set
Being set to frequency is to be repeated 5 times homogeneous 1 minute under conditions of 25Hz；It is subsequently placed in centrifuge at 4 DEG C, the condition of 14000rpm
Lower centrifugation 10min takes 1mL supernatant into another 2mL centrifuge tube, is placed in freeze dryer and is lyophilized.Sample after freeze-drying adds
The ACN for entering 200 μ L 20% is redissolved, and vortex 1min is subsequently placed in centrifuge at 4 DEG C, is centrifuged under conditions of 15000rpm
10min takes supernatant to be once centrifuged again under the same conditions.Final supernatant is transferred to sample injection bottle, using ultra high efficiency
Liquid chromatogram (UPLC, Waters, Milford, MA, U.S.A.)-high resolution mass spectrum (Q Exactive HF, Thermo
Fisher Scientific, Rockford, IL, U.S.A.) associated with level-one, second order ms simultaneously acquisition method analyzed,
Obtain the initial data of 42 samples；
(2) rapid screening of control unknown risks substance locks in sample.
1) the control unknown risks compound in method screening meat sample calculated by mean bias multiplying power.The initial data of acquisition
On the one hand the screening that ion data peak table is used for control unknown risks substance is extracted by peak software (Sieve 2.2.0), on the one hand
The ion message file comprising second-level message is obtained by second level export software (OSI-SMMS_Export_MS2.7z).
Noise filtering, the deduction including interfering ion in blank solvent, ion fusion are carried out to level-one matching peak table first
Deng, after noise-filtering, the quick sieve for the method progress potential risk that remaining 1680 ions are calculated using mean bias multiplying power
It looks into；The calculation formula of mean bias multiplying power:Wherein, x represents ion of a certain ion in different samples and rings
It answers,The average value that above-mentioned ion responds in all samples is represented, R represents above-mentioned ion deflection average value in each sample
Multiplying power；After calculating sequence, selecting ion of the mean bias multiplying power more than or equal to 20 is possible potential risk compound；It is logical
The method is crossed, 438 ions are sifted out, it is believed that be the potential risk substance with notable difference, the further of them qualitative is tested
Card needs to realize by database retrieval.Fig. 1 is the distribution characteristics of the representative risk compound that sifts out in the sample.
2) retrieval rapid screening particular types risk compound is matched by feature structure.Summarize particular types compound
Feature fragmentation rule writes feature structure matching search method；The specific workflow of method is shown in Fig. 2, mainly includes two
Part: a part is the interfering ion filtering of derived secondary data, and a part is feature structure matching retrieval；
It includes retaining that the initial data of acquisition available level-one after peak match, noise filtering, which extracts ion information table,
The information such as time tr, parent ion accurate mass mass-to-charge ratio m/z, Ion response；And initial data passes through second level switching software (OSI-
SMMS_Export_MS2.7z the available message file containing secondary fragment of conversion), including retention time tr, parent ion
The information such as m/z, fragment ion m/z, sweep number；Firstly, the level-one parent ion information after being made an uproar based on filter, can be removed by filtration second level
Interfering ion in information, this step during parameter be set as the matched Mass accuracy deviation of parent ion m/z need to 5ppm with
Interior, retention time difference must not exceed 10s；The message file containing secondary fragment after each sample filter is made an uproar is finally obtained to be used for
The retrieval of further feature structure matching.
Feature structure matching retrieval is after being made an uproar according to the fragments characteristic or neutral loss of each substance of summary to above-mentioned filter
Obtained second-level message carries out retrieval matching, and match parameter is provided that the matched Mass accuracy deviation of ion m/z need to be
Within 10ppm；The process of specific explanations feature structure matching retrieval by taking sulfa drugs as an example.Sulfa drugs has feature sheet
Body structure P-aminobenzene-sulfonamide, by the analysis to such drug mass spectrum second-level message, it can be found that such drug contains spy
Levy fragment ion m/z 156.01138, m/z 108.04439, m/z 92.04948, m/z [MH-65.97755]；Fragment ion
M/z 156.01138 and m/z 108.04439 are essentially present in the second-level message of each sulfonamide, and m/z
92.04948 and m/z [MH-65.97755] can be lacked in certain sulfonamides；So m/z 156.01138 and m/z
108.04439 are selected as diagnostic fragment ion, and m/z 92.04948 and m/z [MH-65.97755] are chosen as auxiliary and determine
Property fragment ion；In the matching process, diagnostic fragment ion has to exactly match, and assisting qualitative fragment ion is selectivity
Matching；As long as diagnostic fragment ion, which matches, is taken as sulfonamide, qualitative ion is assisted to be used to help further qualitative object
The specific structure of matter.
In addition to sulfa drugs, in addition three classes drug includes quinolones, Tetracyclines and beta- acceptor inhibitor class
Feature structure fragment is also summarised, and table 1 gives the feature structure fragment information of above-mentioned four classes drug.Quinolones diagnostic fragment
Ion is m/z [MH-43.98983], m/z [MH-43.98983-43.04220-n*14.01565] and m/z [MH-20.00623-
14.01565], assisting qualitative fragment ion is m/z [MH-18.01056] and m/z [MH-43.04220-n*14.01565]；Four
The five fragments characteristic ion m/z 154.04987, m/z 124.05495, m/z 98.06004, m/z [MH- of ring element class
18.01056] it is qualitative for Tetracyclines to need at least to match in the matching process wherein three ability by, m/z [MH-17.02655]
Substance；The diagnostic fragment ion of beta- acceptor inhibitor class is m/z 74.06004 and m/z 56.04948, assists qualitative fragment
Ion is m/z 116.10699, m/z 98.09643, m/z [MH-42.04695] and m/z [MH-56.06260].
It is matched by the retrieval of the above method, has sifted out sulfanilamide (SN) substance m/z 279.0901 in the sample that number is 13
With m/z 321.1005；Quinolones m/z 362.1498 has been sifted out in the sample that number is 7,8,11；It is in number
Quinolones m/z 332.1392 and m/z 360.1708 have been sifted out in 38 sample；Wherein, 279.0901, m/z m/z
321.1005, m/z 332.1392 and m/z 360.1708 also belongs to the substance that above-mentioned mean bias multiplying power is greater than 20.
In the rapid screening locking process of control unknown risks substance, mean bias multiplying power calculates and feature structure matching retrieval
Two methods can be mutually authenticated, and be complementary to one another, and be needed by more than the 430 kinds of suspicious materials that two methods are sifted out using most evidences
Library combines retrieval to carry out further qualitative verifying.
(3) multiple database retrieves qualitative possible risk compound.
By the risk compound of the calculating of mean bias multiplying power and feature structure matching retrieval screening locking, first with certainly
It builds additive database and carries out qualitative, m/z 279.0901 (R > 20, sulfamido), m/z 332.1392 (R > 20, quinolones),
M/z 360.1708 (R>20, quinolones), m/z 362.1498 (R<20, quinolones) and m/z 282.0895 (R>20) points
Not by accurate qualitative for sulfadimidine, Ciprofloxacin, Enrofloxacin, Ofloxacin and albendazole-sulfoxide；And it is remaining
Other more than 400 a ions are not come out by qualitative, still need to carry out using other methods qualitative.
DrugBank, Metlin are retrieved after excluding endogenous material using databases such as self-built interior source database and HMDB,
The database containing allogenic material such as mzCloud, final qualitative sulfanilamide (SN) substance m/z 321.1005 are that N4- sulfacetamide diformazan is phonetic
Pyridine is simultaneously verified with standard items, and qualitative results are shown in Fig. 3.
The risk compound sifted out is quantitative determined, is quantitatively to be realized by preparing standard curve, quantitative result is shown in
Table 2.
The fragments characteristic or neutral loss (CFI:Characteristic of 1 four class particular types compound of table
fragment ion)
Table 2 sifts out the quantitative result (unit: μ g/kg) of risk compound
Claims (6)
1. a kind of rapid screening locking means for food risk additive, it is characterised in that: this method includes as follows
Step:
(1) food samples are subjected to level-one, second order ms data using ultra performance liquid chromatography-high resolution mass spectrum combination platform
It acquires simultaneously, to obtain initial data；
(2) the rapid screening locking of possible risk compound:
By the way that initial data by peak match and is filtered processing of making an uproar, the data of acquisition are subjected to the calculating of mean bias multiplying power,
Value deviation multiplying power more than or equal to 20 is considered as possible risk compound, thus realize may risk compound it is quick
Screening locks, and/or usually has the construction debris or neutral loss of feature by the similar compound with similar structure, always
The feature fragmentation rule for tying them carries out feature structure matching retrieval to feature fragmentation rule, to realize that particular types may
The quick lock in of risk compound；
(3) combined data library searching carries out the qualitative of locked possible risk compound.
2. according to the method described in claim 1, it is characterized by: being needed in step (1) using ultra performance liquid chromatography-high score
The level-one, second order ms data while the method for acquisition of mass spectrometric hyphenated technique are distinguished to obtain initial data.
3. according to the method described in claim 1, it is characterized by: the method calculated in step (2) using mean bias multiplying power
Lock risk compound method are as follows:
The initial data of acquisition carries software by instrument and carries out peak match, and the ion data peak table for exporting extraction includes when retaining
Between tr, parent ion accurate mass mass-to-charge ratio m/z, Ion response, handled by corresponding noise filtering remove it is dry in tables of data
Ion is disturbed, and remaining ions are used for the rapid screening of potential risk compound using the method that mean bias multiplying power calculates；Mean value
The calculation formula of deviation multiplying power are as follows:
Wherein, x represents Ion response of a certain ion in different samples,Represent what above-mentioned ion responded in all samples
Average value, R represent the multiplying power of above-mentioned ion deflection average value in each sample；After calculating sequence, mean bias times is selected
Ion of the rate more than or equal to 20 is possible potential risk compound.
4. according to the method described in claim 1, it is characterized by: in step (2) particular types may risk compound it is fast
The method of speed locking are as follows:
Step 1: initial data obtains level-one to extract ion information table after peak match, noise filtering processing including retaining
Time tr, parent ion accurate mass mass-to-charge ratio m/z, Ion response；Initial data contains by being converted to for second level switching software
The message file for having secondary fragment includes retention time tr, parent ion m/z, fragment ion m/z, sweep number information；Based on level-one
Ion information, the interfering ion being removed by filtration in second-level message obtain the second-level message after filter is made an uproar, and the parameter during this step is set
Being set to the matched Mass accuracy deviation of parent ion m/z need to be within 5ppm, and retention time difference must not exceed 10s；
Step 2: characteristic rule matching retrieval, according to the fragments characteristic ion of each substance of summary, after then making an uproar to above-mentioned filter
Obtained second-level message carries out retrieval matching, locks particular kind of risk compound；Match parameter is set as ion m/z matching
Mass accuracy deviation need to be within 10ppm.
5. according to the method described in claim 1, it is characterized by: database includes in Self-built Database and network data base
Two kinds or three kinds or more；The qualitative method of locked risk compound is carried out in step (3) using database combination retrieval
Are as follows:
Carrying out retrieval by self-built additive database can be used for the quick and precisely qualitative of risk additive, add for self-built
Add agent database can not qualitatively may specified risk material: firstly, by self-built interior source database and the endogenous object exclusion of HMDB progress,
Then by DrugBank, Metlin and mzCloud database carries out the initial characterization of unknown materials, finally uses standard substance
It is verified.
6. according to the method described in claim 1, it is characterized by: food samples are the food sample after sample pretreatment
Product.
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