CN104931566B - The preparation and application of a kind of enzyme electrode sensor for SAM detections - Google Patents
The preparation and application of a kind of enzyme electrode sensor for SAM detections Download PDFInfo
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Abstract
The invention discloses a kind of preparation and application of the enzyme electrode sensor for SAM detections, it is characterized in that：（1）By glass-carbon electrode, Al is used2O3Powder is polished, and is successively cleaned by ultrasonic with ethanol, water in instrument is cleaned by ultrasonic, and obtains activated glassy carbon electrode；（2）Activated glassy carbon electrode is prepared into the father-in-law's modified electrode of poly- 3,7 diaminophenothiazine 5 using electrochemical polymerization method；（3）The father-in-law's modified electrode cross-linking method of poly- 3,7 diaminophenothiazine 5 is fixed into transmethylase again, transmethylase electrode sensor is fixed.With SAM in the electrode quick detection sample, the method sensitivity is high, the selectivity good, response time is short, interference is few, better than other detection methods, it is a kind of simple and quick, convenient-to-running SAM assay methods, fixed transmethylase electrode sensor low cost, preparation process is simple prepared by the application, specificity is good, with the potentiality for realizing automation on-site measurement.
Description
Technical field
The present invention relates to the preparation method and quick detection applied technical field of a kind of enzyme electrode sensor, especially relate to
And it is a kind of for S-adenosylmethionine（SAM）The preparation method of the enzyme electrode sensor of detection, for detecting medicine, biological sample
S-adenosylmethionine technology in product.
Background technology
S-adenosylmethionine（SAM）, SAM contains active methyl, intracellular nearly all first for the modification that methylates
Base both is from SAM first sulphur energy-rich bonds.Due to the popularity of methylation reaction, it may be said that SAM is the important of intracellular participation reaction
Property be only second to a kind of coenzyme of ATP, the minor alteration of intracellular SAM concentration will be produced to the growth of cell, differentiation and function
Significant impact.SAM is mainly by SAM synzyme in bacterial body（MetK）Synthesized by methionine (Met) and ATP.WhenE.coliSAM synthesis enzyme levels decline, when causing intracellular methyl donor SAM to lack, cell would not proper splitting.If
AdoMet hydrolase genes from T3 bacteriophages are importedE.coliSomatic cells, when declining intracellular SAM levels, large intestine angstrom
Uncommon Salmonella also form the thread thalline of nondividing length.Further study showed that, in thread thalline, triggerE.coliCell division
The assembling of Z ring complexs can normally starting, but will not complete, and the SAM synthesis enzyme levels for working as leucine regulation recover normally,
When intracellular methyl donor SAM no longer lacks, cell division also recovers normal immediately.It is obvious that the growth division of bacterial cell
It is closely related with intracellular SAM concentration.
By after methyl transferase catalytic demethyl, the universal product of generation is S- adenosines half Guang high to universal bases donor SAM
Propylhomoserin（SAH）, SAH is found have universal feedback inhibition to the methylation procedure of intracellular protein and nucleic acid, is to turn
The effective competition inhibitor of methylation reaction.In mammalian cell, SAH passes through SAH hydrolases（SAHH）Catalyzing hydrolysis
Generation adenylate and homocysteine, and in the intracellular of most of pathogenic microorganisms, the metabolism of SAH is then using entirely different
Mode --- by adenosylhomocysteine nucleosidase（SAHN）Catalytic pyrolysis generates adenine and S- ribosyls half Guang ammonia high
Acid, SRH further generates homocysteine and 4,5 dihydroxy -2,3- in the presence of S- Ribosylhomocysteinases (SRHH)
Pentanedione（DPD）, homocysteine is finally by several methionine synthetases（MetH、MetE）Regenerate SAM's
Precursor --- methionine, or generate cysteine by multistep enzymatic.
Enzyme electrode analysis method is that zymoprotein molecule is used into traditional absorption method, investment, covalent bonding method, cross-linking method
Effect immobilization is made fixed enzyme membrane, then is combined with electrochemistry basic electrode, and constituting enzyme electrode biology sensor is used for spy
One biotechnology of different substrate assay.Due to the high specificity of enzyme, the method has selectivity high, good stability, detection
The features such as speed is fast, selectivity is good, sensitivity is high.Enzyme electrode research is started in the sixties in 20th century, since two thousand, biological
Sensor technology is increasingly extensive in the application of the aspects such as environment measuring, food security, military affairs and medical science, in Application No.
The common fixed enzyme electrode preparation method of detection hydroquinones and catechol is disclosed in 201410210210.3 patent and is answered
With；Preparation and the quick detection vegetable oil of a kind of enzyme electrode are disclosed in Authorization Notice No. is for the patent of CN102435650 B
The method of peroxide value；Disclosed in Authorization Notice No. is for the patent of CN102495115 B using the detection of biologic enzyme electrode method
The electrochemical method of malic acid in root exudates.
At present, the method for the measure SAM for having reported has high performance liquid chromatography（HPLC）, it is easy to there is chromatographic column in the method
Pollution, analyzes the first class transferase that the research S-adenosylmethionine such as expensive defect, AAS, paddy sturdy pines is relied on
(a kind of paddy sturdy pines etc., the detection method of the first class transferase active that S-adenosylmethionine is relied on is high for the detection method of activity
Deng school's chemistry journal, 2012,33（3）：521 ~ 525), the method is to rely on transmethylase, adenosylhomocysteine core
SAM is decomposed into homocysteine by the catalytic action of glycosides enzyme and S- Ribosylhomocysteinases, then homocysteine is developed the color
Reaction, operation is comparatively laborious, and the degree of accuracy is also undesirable.Because the matrix of sample is more complicated, difficulty is brought to detection.Cause
This, sets up the detection method that a kind of sensitive, quick, easy, specific economy high, reproducible is used, to researcher, production
Enterprise, Quality Control personnel, import and export commodity inspection, government administration section etc. in the urgent need to, to food, medicine, Environmental security, biology
SAM contents accurate quantitative analysis in sample determine very necessary, also have highly important meaning for SAM productions and pharmacological research
Justice.
Biologic enzyme electrode sensor is that current exploitation has selectivity, stability, detection speed fast, selective good, sensitive
The features such as spending high, is widely used in medical clinic, food, environment and biology sample detection field, and transmethylase is fixed on
The detection for being used for SAM on electrode has no report.
The content of the invention
The purpose of the present invention is to fix transmethylase to be combined with electrochemistry on glass-carbon electrode, there is provided one kind is fixed
It is poly- in glassy carbon electrode surface electropolymerization using electropolymerization in the preparation method of transmethylase sensor, and application detection SAM
, then be fixed on for transmethylase by 3,7- poly- 3, the 7- diaminophenothiazines -5- father-in-law's electrodes of diaminophenothiazine -5- father-in-law's film preparations
On poly- 3,7- diaminophenothiazines -5- father-in-law's electrodes, fixed transmethylase electrode sensor is prepared.
Instrument and reagent
CHI660B electrochemical workstations（Shanghai Chen Hua instrument company）, test and use three-electrode system：Supplemented by platinum electrode
Electrode is helped, Ag/AgCl is reference electrode（SCE）, glass-carbon electrode（GCE）It is working electrode；KQ-250E type ultrasonic cleaners
（Kun Feng ultrasonic instruments Co., Ltd）.
3,7- diaminophenothiazine -5- father-in-law（Thi）, glutaraldehyde（GA）, absolute ethyl alcohol, transmethylase
（E.C.2.1.1.3）, DNA, SAM；Sulfuric acid, PBS, agents useful for same is analyzes pure, and water is deionized water.
The purpose of the present invention is achieved through the following technical solutions.
A kind of preparation method of solid transmethylase electrode sensor, is characterised by that the method has following processing step：
（1）Electrode activation treatment：By glass-carbon electrode, successively with 0.3 μm, 0.05 μm of Al2O3Powder is polished, and in ultrasound
Successively it is cleaned by ultrasonic 10min with ethanol, water in cleaning device, with the glass-carbon electrode after cleaning as working electrode, in 0.5 mol
L-1Sulfuric acid solution in be scanned in -0.3 to+1.5 V potential ranges to stabilization, obtain activated glassy carbon electrode；
（2）It is prepared by poly- 3,7- diaminophenothiazines -5- father-in-law modified electrode：0.11 ~ 0.15 mol L will be contained-13,7- bis-
The pH value of amino phenthazine -5- father-in-law is passed through nitrogen deoxygenation 10min for 7.0 ~ 7.2 PBSs, after deoxygenation, will activate glass
Carbon electrode is put into, and uses chronoamperometry pre-anodized 240 ~ 280 s in the case where voltage is for 1.5 V, then using cyclic voltammetry scan
80 circles, obtain poly- 3,7- diaminophenothiazines -5- father-in-law's modified electrodes；
（3）The preparation of transmethylase fixer：In the reactor, it is 1 by transmethylase and DNA mass ratioes：1 adds
Enter, transmethylase is dissolved in the PBS that pH value is 7.2 with DNA, containing transmethylase with DNA's in solution
All in the range of 12 ~ 15mg/mL, the solution is transmethylase fixer to concentration；
（4）The preparation method of fixed transmethylase electrode sensor：By step（2）The poly- 3,7- diaminourea fen thiophene for preparing
Piperazine -5- father-in-law's modified electrodes are soaked in step（3）8 ~ 10h in the transmethylase fixer of preparation, after taking-up, in 5 ~ 8 DEG C of dryings,
Obtain final product fixed transmethylase electrode sensor.
It is as follows that fixed transmethylase electrode sensor determines SAM steps：
（1）Standard liquid is prepared：Prepare one group of SAM standard liquid including the various concentrations including blank standard specimen, bottom liquid
It is the PBS of pH7.2；
（2）It is reference electrode by Ag/AgCl, platinum electrode is auxiliary electrode, fixed transmethylase prepared by the present invention
Electrode sensor is that working electrode constitutes three-electrode system, connects CHI660B electrochemical workstations, is scanned using chronoamperometry
The solution, operating voltage is -1.1V, takes the peak point current of SAM and SAM concentration under various concentrations and works curve；
（3）The detection of SAM：Replace step with testing sample（1）In SAM standard liquids, according to step（2）Method enter
Row detection, according to the difference of response current reduction△IAnd working curve, obtain the content of SAM in testing sample.
Advantages of the present invention and effect are：
（1）The present invention is prepared using electrochemical polymerization and contains amino membrane electrode, it is not necessary to amination, then by transmethylase
In fixation, immobilized transmethylase electrode sensor is obtained, synthetic method is simple, and low cost does not use poisonous organic reagent；
（2）The fixation transmethylase electrode sensor shows very high selectivity and sensitivity to SAM, response current with
The concentration of SAM is in good linear relationship in the range of 2 ~ 30 μm of ol/L, coefficient R=0.9986, and detection is limited to 3.65 ×
10-6mol/L；
（3）The detection of SAM during fixed transmethylase electrode sensor prepared by the present invention is used successfully into medicine, food
In, solve SAM detection difficults.
Specific embodiment
Embodiment 1
（1）Electrode activation treatment：By glass-carbon electrode, successively with 0.3 μm, 0.05 μm of Al2O3Powder is polished, and in ultrasound
Successively it is cleaned by ultrasonic 10min with ethanol, water in cleaning device, with the glass-carbon electrode after cleaning as working electrode, in 0.5 mol
L-1Sulfuric acid solution in be scanned in -0.3 to+1.5 V potential ranges to stabilization, obtain activated glassy carbon electrode；
（2）It is prepared by poly- 3,7- diaminophenothiazines -5- father-in-law modified electrode：By 0.14 mol L-13,7- diaminourea fen thiophenes
Piperazine -5- father-in-law pH value is passed through nitrogen deoxygenation 10min for 7.1 PBSs, after deoxygenation, activated glassy carbon electrode is put into, and adopts
With chronoamperometry in the case where voltage is 1.5 V pre-anodized 250 s, then enclosed using cyclic voltammetry scan 80, obtain poly- 3,7- bis-
Amino phenthazine -5- father-in-law's modified electrodes；
（3）The preparation of transmethylase fixer：Accurately 650mg transmethylases and 650mg DNA are weighed in small beaker
In, the PBS for adding 20 mL or so pH value to be 7.2 dissolves it, is quantitatively transferred to the volumetric flask of 50.0 mL
In, scale is diluted to the PBS that pH value is 7.2, shake up, obtain transmethylase fixer；
（4）The preparation method of fixed transmethylase electrode sensor：By step（2）The poly- 3,7- diaminourea fen thiophene for preparing
Piperazine -5- father-in-law's modified electrodes are soaked in step（3）9h in the transmethylase fixer of preparation, after taking-up, in 5 ~ 8 DEG C of dryings, i.e.,
Transmethylase electrode sensor must be fixed.
Embodiment 2
（1）Electrode activation treatment：By glass-carbon electrode, successively with 0.3 μm, 0.05 μm of Al2O3Powder is polished, and in ultrasound
Successively it is cleaned by ultrasonic 10min with ethanol, water in cleaning device, with the glass-carbon electrode after cleaning as working electrode, in 0.5 mol
L-1Sulfuric acid solution in be scanned in -0.3 to+1.5 V potential ranges to stabilization, obtain activated glassy carbon electrode；
（2）It is prepared by poly- 3,7- diaminophenothiazines -5- father-in-law modified electrode：By 0.12 mol L-13,7- diaminourea fen thiophenes
Piperazine -5- father-in-law pH value is passed through nitrogen deoxygenation 10min for 7.2 PBSs, after deoxygenation, activated glassy carbon electrode is put into, and adopts
With chronoamperometry in the case where voltage is 1.5 V pre-anodized 260 s, then enclosed using cyclic voltammetry scan 80, obtain poly- 3,7- bis-
Amino phenthazine -5- father-in-law's modified electrodes；
（3）The preparation of transmethylase fixer：Accurately 600mg transmethylases and 600mg DNA are weighed in small beaker
In, the PBS for adding 20 mL or so pH value to be 7.2 dissolves it, is quantitatively transferred to the volumetric flask of 50.0 mL
In, scale is diluted to the PBS that pH value is 7.2, shake up, obtain transmethylase fixer；
（4）The preparation method of fixed transmethylase electrode sensor：By step（2）The poly- 3,7- diaminourea fen thiophene for preparing
Piperazine -5- father-in-law's modified electrodes are soaked in step（3）8h in the transmethylase fixer of preparation, after taking-up, in 5 ~ 8 DEG C of dryings, i.e.,
Transmethylase electrode sensor must be fixed.
Embodiment 3
（1）Electrode activation treatment：By glass-carbon electrode, successively with 0.3 μm, 0.05 μm of Al2O3Powder is polished, and in ultrasound
Successively it is cleaned by ultrasonic 10min with ethanol, water in cleaning device, with the glass-carbon electrode after cleaning as working electrode, in 0.5 mol
L-1Sulfuric acid solution in be scanned in -0.3 to+1.5 V potential ranges to stabilization, obtain activated glassy carbon electrode；
（2）It is prepared by poly- 3,7- diaminophenothiazines -5- father-in-law modified electrode：By 0.11 mol L-13,7- diaminourea fen thiophenes
Piperazine -5- father-in-law pH value is passed through nitrogen deoxygenation 10min for 7.0 PBSs, after deoxygenation, activated glassy carbon electrode is put into, and adopts
With chronoamperometry in the case where voltage is 1.5 V pre-anodized 270 s, then enclosed using cyclic voltammetry scan 80, obtain poly- 3,7- bis-
Amino phenthazine -5- father-in-law's modified electrodes；
（3）The preparation of transmethylase fixer：Accurately 750mg transmethylases and 750mg DNA are weighed in small beaker
In, the PBS for adding 20 mL or so pH value to be 7.2 dissolves it, is quantitatively transferred to the volumetric flask of 50.0 mL
In, scale is diluted to the PBS that pH value is 7.2, shake up, obtain transmethylase fixer；
（4）The preparation method of fixed transmethylase electrode sensor：By step（2）The poly- 3,7- diaminourea fen thiophene for preparing
Piperazine -5- father-in-law's modified electrodes are soaked in step（3）10h in the transmethylase fixer of preparation, after taking-up, in 5 ~ 8 DEG C of dryings, i.e.,
Transmethylase electrode sensor must be fixed.
Embodiment 4
（1）Electrode activation treatment：By glass-carbon electrode, successively with 0.3 μm, 0.05 μm of Al2O3Powder is polished, and in ultrasound
Successively it is cleaned by ultrasonic 10min with ethanol, water in cleaning device, with the glass-carbon electrode after cleaning as working electrode, in 0.5 mol
L-1Sulfuric acid solution in be scanned in -0.3 to+1.5 V potential ranges to stabilization, obtain activated glassy carbon electrode；
（2）It is prepared by poly- 3,7- diaminophenothiazines -5- father-in-law modified electrode：By 0.15 mol L-13,7- diaminourea fen thiophenes
Piperazine -5- father-in-law pH value is passed through nitrogen deoxygenation 10min for 7.1 PBSs, after deoxygenation, activated glassy carbon electrode is put into, and adopts
With chronoamperometry in the case where voltage is 1.5 V pre-anodized 280 s, then enclosed using cyclic voltammetry scan 80, obtain poly- 3,7- bis-
Amino phenthazine -5- father-in-law's modified electrodes；
（3）The preparation of transmethylase fixer：Accurately 700mg transmethylases and 700mg DNA are weighed in small beaker
In, the PBS for adding 20 mL or so pH value to be 7.2 dissolves it, is quantitatively transferred to the volumetric flask of 50.0 mL
In, scale is diluted to the PBS that pH value is 7.2, shake up, obtain transmethylase fixer；
（4）The preparation method of fixed transmethylase electrode sensor：By step（2）The poly- 3,7- diaminourea fen thiophene for preparing
Piperazine -5- father-in-law's modified electrodes are soaked in step（3）8.5h in the transmethylase fixer of preparation, after taking-up, in 5 ~ 8 DEG C of dryings,
Obtain final product fixed transmethylase electrode sensor.
Embodiment 5
（1）Electrode activation treatment：By glass-carbon electrode, successively with 0.3 μm, 0.05 μm of Al2O3Powder is polished, and in ultrasound
Successively it is cleaned by ultrasonic 10min with ethanol, water in cleaning device, with the glass-carbon electrode after cleaning as working electrode, in 0.5 mol
L-1Sulfuric acid solution in be scanned in -0.3 to+1.5 V potential ranges to stabilization, obtain activated glassy carbon electrode；
（2）It is prepared by poly- 3,7- diaminophenothiazines -5- father-in-law modified electrode：By 0.13 mol L-13,7- diaminourea fen thiophenes
Piperazine -5- father-in-law pH value is passed through nitrogen deoxygenation 10min for 7.0 PBSs, after deoxygenation, activated glassy carbon electrode is put into, and adopts
With chronoamperometry in the case where voltage is 1.5 V pre-anodized 240 s, then enclosed using cyclic voltammetry scan 80, obtain poly- 3,7- bis-
Amino phenthazine -5- father-in-law's modified electrodes；
（3）The preparation of transmethylase fixer：Accurately 680mg transmethylases and 680mg DNA are weighed in small beaker
In, the PBS for adding 20 mL or so pH value to be 7.2 dissolves it, is quantitatively transferred to the volumetric flask of 50.0 mL
In, scale is diluted to the PBS that pH value is 7.2, shake up, obtain transmethylase fixer；
（4）The preparation method of fixed transmethylase electrode sensor：By step（2）The poly- 3,7- diaminourea fen thiophene for preparing
Piperazine -5- father-in-law's modified electrodes are soaked in step（3）9.5h in the transmethylase fixer of preparation, after taking-up, in 5 ~ 8 DEG C of dryings,
Obtain final product fixed transmethylase electrode sensor.
Embodiment 6
By the fixed transmethylase electrode sensor prepared by above-described embodiment 1 ~ 5, for the detection of SAM in medicine,
Step is as follows：
（1）Standard liquid is prepared：Prepare one group of SAM standard liquid including the various concentrations including blank standard specimen, bottom liquid
It is the PBS of pH 7.2；
（2）Working curve is drawn：It is reference electrode by Ag/AgCl, platinum electrode is auxiliary electrode, electricity prepared by the present invention
Extremely working electrode composition three-electrode system, connects CHI660B electrochemical workstations, and the solution is scanned using chronoamperometry,
Operating voltage is -1.1V, goes the peak point current of SAM and SAM concentration under various concentrations to work curve, the recurrence of working curve
Equation is I=-0.0033+0.146c (μm ol/L), and coefficient R=0.9986, the range of linearity of detection is 2 ~ 30 μm of ol/L, inspection
Rising limit 3.65 × 10-6mol/LL；
（3）The detection of SAM：20, Transmetil tablet is taken, after grinding, is soaked with deionized water and gone 1 hour, filtered, filtrate is fixed
Hold in 250 mL volumetric flasks, be diluted in the range of working curve during measure, step is replaced with testing sample（1）In SAM mark
Quasi- solution, according to step（2）Method detected, according to response current value and working curve, obtain SAM in testing sample
Content；The rate of recovery is between 96.12 ~ 105.6%.
Immobilized transmethylase electrode sensor prepared by the present invention is used successfully to SAM in medicine, food, biological sample
In detection, the rate of recovery is between 96.12 ~ 105.6%, therefore molecular engram can be widely applied to of sensor prepared by the present invention
The association areas such as work, biological medicine, food, environmental protection tests, solve the difficulty of SAM detections.
Claims (3)
1. a kind of preparation method of solid transmethylase electrode sensor, it is characterised in that the method has following processing step：
(1) electrode activation treatment：By glass-carbon electrode, successively with 0.3 μm, 0.05 μm of Al2O3Powder is polished, and is being cleaned by ultrasonic instrument
Middle priority ethanol, water are cleaned by ultrasonic 10min, with the glass-carbon electrode after cleaning as working electrode, in 0.5mol L-1Sulfuric acid
In being scanned in -0.3 to+1.5V potential range to stabilization in solution, activated glassy carbon electrode is obtained；
(2) prepared by poly- 3,7- diaminophenothiazines -5- father-in-law modified electrode：0.11~0.15mol L will be contained-13,7- diaminourea
The pH value of phenthazine -5- father-in-law is passed through nitrogen deoxygenation 10min for 7.0~7.2 PBSs, after deoxygenation, will activate glass carbon
Electrode is put into, and uses chronoamperometry pre-anodized 240~280s in the case where voltage is for 1.5V, then using cyclic voltammetry scan 80
Circle, obtains poly- 3,7- diaminophenothiazines -5- father-in-law's modified electrodes；
(3) preparation of transmethylase fixer：In the reactor, it is 1 by transmethylase and DNA mass ratioes：1 adds, first
Based transferase is dissolved in the PBS that pH value is 7.2 with DNA, the concentration containing transmethylase with DNA in solution
All in the range of 12~15mg/mL, the solution is transmethylase fixer；
(4) preparation method of fixed transmethylase electrode sensor：Poly- 3,7- diaminophenothiazines prepared by step (2)-
5- father-in-law's modified electrode is soaked in 8~10h in the transmethylase fixer of step (3) preparation, after taking-up, in 5~8 DEG C of dryings,
Obtain final product fixed transmethylase electrode sensor.
2. a kind of preparation method of solid transmethylase electrode sensor according to claim 1, is characterised by, step
(4) transmethylase described in is E.C.2.1.1.3 type transmethylases.
3. the fixed methyl prepared by a kind of preparation method of solid transmethylase electrode sensor according to claim 1
Transferase electrode sensor, is characterised by, prepared fixed transmethylase electrode sensor is used for S- adenosine first in sample
The measure of methyllanthionine.
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