CN1532544A - Method for detecting organic acid/amino acid metabolic product by filter paper shect gas chromatography-mass spectrum analysis - Google Patents
Method for detecting organic acid/amino acid metabolic product by filter paper shect gas chromatography-mass spectrum analysis Download PDFInfo
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Abstract
The present invention discloses filter paper sheet gas chromatography-mass spectrum analysis process of organic acid/amino acid metabolic product in urine. The process includes elution of urine collected with filter paper, oximation reaction, extraction, methyl silane derivation, and united detection with chromatographic instrument and mass spectrograph. The process of the present invention is superior in that the filter paper collection of urine favors remote analysis of genetic metabolic diseases; the oximation reaction processing favors alpha-ketonic acid detection for diagnosis of branched chain ketonic acid metabolic disorder; the extraction has high recovery rate of organic acid/amino acid metabolic product, high repeatability, less chromatographic impurity peaks and no pollution to chromatographic capillary column and mass spectrographic ion source; and the united detection is suitable for screening analysis of great amount of samples.
Description
Technical field
The invention belongs to the detection method of organic acid or amino acid metabolites, be specifically related to adopt urine filter paper to detect the method for urinary organic acid/amino acid metabolites by gas chromatography-mass spectrometry analysis.
Background technology
Owing to contain the whole end or the mesostate of amino acid, carbohydrate, lipid and many other endogenous compound in the urine, these organic compounds have higher relatively water-soluble and renal clearance, its concentration also is higher than serum and other body fluid usually, and sample is easy to collect most.Previously China only can carry out Preliminary detection to hereditary metabolic defect; Dependence is delivered to external cooperation unit with sample and is determined that carrying out of the examination of the hereditary metabolic disease that seriously lags behind, treatment and pathogenesis research work influences the integral level of this medical domain of China.
Gas chromatography-mass spectrography (the gas chromatography-massspectrometry that North America and Europe are adopted, GC-MS) method is directly analyzed for utilizing the crude urine sample, or express delivery is not suitable for China's national situation to inspection center after freezing, easily fails to pinpoint a disease in diagnosis the branched-chain keto acids dysbolism.In recent years Japanese scholar uses filter paper and collects the urine sample, directly carrying out GC-MS without organic extraction after urease is handled analyzes, in order to identify organic acid and partial amino-acid and sugar alcohol metabolic product, attempt to carry out carrying out hereditary metabolic disease neonate population screening with the GC-MS method.But assorted peak, gas chromatography peak is a lot of, unfavorable interpretation of result, and very easily pollute gas chromatographic column and mass ion source, its simple urine amino acid analysis result also is not enough to diagnosis and studies complicated aminoacidopathy.
Summary of the invention
After the objective of the invention is to urine filter paper carried out oximate, extraction, utilize gas chromatography-mass spectrometry analysis to detect the method for urinary organic acid/amino acid metabolites.
The present invention is achieved in that 1) adopt filter paper to collect the urine sample; 2) filter paper urine sample is carried out wash-out and handle, measure creatinine content and determine urine concentration, obtain urine specimen; 3) urine specimen is finished the oximation reaction of a-ketone acid; 4) adopt organic solvent to extract; 5) sample of above-mentioned processing being carried out methyl-monosilaneization derives; 6) adopting gas chromatograph-mass spectrometer to unite detects urine sample.Set up organic acid, amino acid and other metabolic product mass-spectrogram storehouses according to the material that will detect.
Adopt the method that the present invention set up to have following advantage: 1, to adopt filter paper to collect the urine sample, be fit to populous, vast in territory, the regional uneven in development characteristics of China, help carrying out high-risk examination, research and the remote analysis of large-scale hereditary metabolic defect, tally with the national condition; 2, routine is carried out the oximate handling procedure before the extraction, is beneficial to detecting of 2-ketoacid, unlikelyly fails to pinpoint a disease in diagnosis important branched-chain keto acids dysbolism; 3, use ethyl acetate and twice organic extraction of ether, press the creatinine content quantitative test.Organic acid/amino acid metabolites recovery height, good reproducibility.The assorted peak of chromatogram is few, unlikely pollution chromatogram capillary column and mass ion source; 4, selected chromatography-mass spectroscopy qualitative/quantitative test conditional stability, sample chromatographic peak good separation, the mass spectrogram information completely is easy to computing machine spectrum storehouse and identifies.The sample analysis time is short, is fit to the examination of high flux sample and analyzes.
Description of drawings
Normal urine organic acid/amino acid GC-MS that Fig. 1 this method detects analyzes chromatogram;
The methylmalonic aciduria urine GC-MS that Fig. 2 this method detects analyzes chromatogram
The multiple carboxylase deficiency disease urine GC-MS that Fig. 3 this method detects analyzes chromatogram
Embodiment
1, urine specimen collection: adopt No. 3 filter paper of homemade Xinhua, be cut into 5cm * 8cm size, collect urina sanguinis or inferior arbitrarily urine, dry slightly in the rearmounted special filter paper dry bag.
2, filter paper urine sample disposal: the dry filter paper urine sample is with 2ml deionization distilled water gradation wash-out, and is centrifugal, collects eluent.
3, determine urine sample concentration: measure creatinine content and determine urine concentration, get suitable 2.5 μ mol creatinine urine samples.
4, add mark pentadecanoic acid and 2-ketone caproic acid in the 50 μ g in the sample, with 100 μ l oxammonium hydrochlorides, 200 μ l0.25M sulfuric acid, the saturated ammonium chloride mixing of 500 μ l 45min to finish the oximation reaction of 2-ketoacid, improve the recovery of branched-chain keto acids.
5, under sour environment, carry out twice extraction with 3ml ethyl acetate and ether respectively, carefully separate and merge the organic solvent phase, remove a little remaining moisture content with 1g anhydrous sodium sulfate (concussion, centrifugal), add saturated 24 hydrocarbon of external standard (C24), do with the purified nitrogen air-blowing.
6, add 100 μ l methyl-monosilane derivating agent N in the sample after the extraction, O-pair-(TMS)-trifluoroacetamide and 1% trimethyl silicon fluoride (BSTFA+1%TMS), put 60 ℃ of derivation 30 ~ 60min on the drying heater, the cooling back is diluted to 500 μ l with normal hexane.Getting on the 1 μ l sample carries out GC-MS and analyzes.
7, gas chromatograph-mass spectrometer Conjoint Analysis: use Agilent 5890/5973N type GC-MS and carry out sample analysis, be equipped with 7673 type automatic samplers, HP-5 capillary chromatographic column, column length 30m, diameter 0.32mm, thickness 0.25 μ m.Chromatogram and mass spectrophotometry condition are as follows:
Adopt no shunting sample introduction, injector temperature is set at 250 ℃.Helium is carrier gas (1ml/min), 250 ℃ of interface temperatures.Mass Spectrometer Method adopts the total ion scan mode of electronics dissociative pattern (EI 70eV), mass-to-charge ratio (m/z) scope 50 ~ and to 600, scan period 0.4s.The chromatograph box temperature programme is since 60 ℃, and 20 ℃/min stops 4min after being warming up to 90 ℃, is warming up to 300 ℃ with 8 ℃/min then, about 25min of sample analysis time.Computer system record chromatogram and mass spectrum figure are used the abundance of the reference evaluation of mass-spectrogram storehouse and each chromatographic peak and are carried out qualitative and quantitative analysis.
According to above-mentioned multiple urine sample is detected:
As shown in Figure 1, each chromatographic peak is accredited as according to this among the figure: 1. lactic acid; 2. glycollic acid; 3.3-hydroxybutyric acid; 4. urea; 5. acetoacetate; 6. ethyl malonic acid; 7. succinic acid; 8. interior mark-I; 9.3-methylpentene diacid; 10.3-hydroxyl hexane diacid lactone; 11. hexane diacid; 12. heptenoic acid; 13.4-hydroxyl phenylacetic acid; 14. unsaturated suberic acid; 15. suberic acid; 16. aconitic acid; 17. homovanillic acid; 18. citric acid; 19. hippuric acid; 20.3-methyl-4-hydroxymandelic acid; 21. interior mark-II; 22.3-hydroxyl decanedioic acid; 23.4-hydroxyl hippuric acid; 24. external standard
As shown in Figure 2, each chromatographic peak is accredited as according to this among the figure: 1. lactic acid; 2. glycollic acid; 3.3-hydracrylic acid; 4. pyruvic acid; 5.3-hydroxybutyric acid; 6. methylmalonic acid; 7. malonic acid; 8. benzoic acid; 9. succinic acid; 10. interior mark-I; 11. fumaric acid; 12. glutaric acid; 13. mandelic acid; 14.2-hydroxyl glutaric acid; 15.3-hydroxyl hexane diacid; 16.3-hydroxyl-3-methylglutaric acid; 17.4-hydroxyl phenylacetic acid; 18. homovanillic acid; 19.4-hydroxyphenyl lactic acid; 20. interior mark-II; 213-methyl-4-hydroxyphenyl-lactic acid; 22. external standard
As shown in Figure 3, each chromatographic peak is accredited as according to this among the figure: 1. lactic acid; 2.3-hydracrylic acid; 3. pyruvic acid; 4.4-hydroxybutyric acid; 5.3-hydroxyl glutaric acid; 6. urea; 7. succinic acid; 8. interior mark-I; 9. Propionylglycine; 10. isobutyryl glycocoll; 11.3-hydroxyl-3-methylglutaric acid; 12.3-Tiglylglycine; 13. Tiglylglycine; 14.4-hydroxyl phenylacetic acid; 15. aconitic acid; 16. homovanillic acid; 17. hippuric acid; 18.3-methyl-4-hydroxymandelic acid; 19. interior mark-II; 20. external standard.
Claims (7)
1, the filter paper gas chromatography-mass spectrometry analysis detects the method for urinary organic acid/amino acid metabolites, and its characterization step is: 1) adopt filter paper to collect the urine sample; 2) filter paper urine sample is carried out wash-out and handle, measure creatinine content and determine urine concentration, obtain urine specimen; 3) urine specimen is finished the oximation reaction of a-ketone acid; 4) adopt organic solvent to extract; 5) sample of above-mentioned processing being carried out methyl-monosilaneization derives; 6) adopting gas chromatograph-mass spectrometer to unite detects urine sample.
2, the filter paper gas chromatography-mass spectrometry analysis detects the method for urinary organic acid/amino acid metabolites according to claim 1, and it is characterized in that: the urine sample of described collection is a urina sanguinis.
3, the filter paper gas chromatography-mass spectrometry analysis detects the method for urinary organic acid/amino acid metabolites according to claim 1, it is characterized in that: the oximation reaction of described a-ketone acid is mark pentadecanoic acid and a 2-ketone caproic acid in adding in sample, mix with oxammonium hydrochloride, sulfuric acid, saturated ammonium chloride, finish the oximation reaction of 2-ketoacid.
4, the filter paper gas chromatography-mass spectrometry analysis detects the method for urinary organic acid/amino acid metabolites according to claim 1, and it is characterized in that: described extraction is to adopt ethyl acetate and ether to carry out twice extraction, carefully separates and merge the organic solvent phase.
5,, detect the method for urinary organic acid/amino acid metabolites as filter paper gas chromatography-mass spectrometry analysis as described in claim 1 or 4, it is characterized in that: after extraction, sample is carried out remaining moisture content and remove, its method is to add anhydrous sodium sulfate by concussion, centrifugal, remove remaining moisture content, add external standard C24 again, do with the purified nitrogen air-blowing.
6, the filter paper gas chromatography-mass spectrometry analysis detects the method for urinary organic acid/amino acid metabolites according to claim 1, it is characterized in that: it is to add the methyl-monosilane derivating agent in sample that described methyl-monosilaneization is derived, put 60 ℃～90 ℃ derivation 30～60min on the drying heater, dilute with normal hexane the cooling back.
7, the filter paper gas chromatography-mass spectrometry analysis detects the method for urinary organic acid/amino acid metabolites according to claim 1, it is characterized in that: set up organic acid, amino acid and other metabolic product mass-spectrogram storehouses.
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