CN108398495A - A kind of metal affinity adsorbent is for removing the albumen in serum and detecting the nucleosides in serum - Google Patents
A kind of metal affinity adsorbent is for removing the albumen in serum and detecting the nucleosides in serum Download PDFInfo
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- CN108398495A CN108398495A CN201810127148.XA CN201810127148A CN108398495A CN 108398495 A CN108398495 A CN 108398495A CN 201810127148 A CN201810127148 A CN 201810127148A CN 108398495 A CN108398495 A CN 108398495A
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- 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
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- 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
- G01N30/08—Preparation using an enricher
Abstract
The present invention relates to the direct detections that a kind of metal absorbent is used to remove albumen and nucleosides in serum.The suction-operated of sodium alginate and sodium carboxymethylcellulose to copper ion is used, and further utilizes the complexing of copper ion and histidine, there is the protein of exposed histidine to be adsorbed and be removed surface.Albumen goes verification and measurement ratio that can reach 80% or more.The present invention is used for the removal of haemocyanin and the direct detection of serum small molecular in practical applications, which has at low cost, and synthesis is simple, the high advantage of detection efficiency.
Description
Technical field
The present invention relates to functional material preparations and its detection technique field, in particular to a kind of metal affinity adsorbent to be used for
It removes the albumen in serum and detects the nucleosides in serum.
Background technology
Serum is a kind of very complicated mixture formed by plasma removing fibrinogen.It is mainly by water and various
Chemical composition forms.These chemical compositions include albumin, α 1, α 2, β, gamma globulin, triglycerides, total cholesterol, paddy third
Transaminase etc..When being detected to the small molecule in serum, due to the complicated ingredient in serum, especially some high abundances
Albumen can bring interference to the detection of these substances, so that sample is not detected into liquid phase directly, can be blocked to chromatographic column.
Therefore, the common method of researcher is will to be detected after object selective enrichment, this process needs to solve selectivity, absorption
Amount and elution requirement etc., complex process is of high cost.Therefore, a kind of metal affinity adsorbent of design synthesis can be in serum
After high-abundance proteins removal, without complicated sample pre-treatments, directly it is into liquid-phase chromatographic analysis detection serum small molecular
Scientific worker's problem to be solved.
Invention content
In view of above-mentioned, present invention aims to make matrix with sodium alginate and sodium carboxymethylcellulose, Cu is carried out2+Gu
After fixed, Cu is utilized2+With the complexing of histidine, a large amount of concentration surfaces are rich in the protein of histidine, then, by serum
Wherein 80% albumen is removed after adsorbing twice.It removes in complex sample after high-abundance proteins, then directly detects the core in serum
Glycosides.
The purpose of the present invention is be achieved through the following technical solutions：
The preparation of metal affinity adsorbent
By 3.0 g sodium alginates（SA-Na）It is dissolved in the aqueous solution that 97.0 g contain 6wt% sodium hydroxides and 4wt% urea, obtains
To 3wt% sodium alginate solns, clear solution is formed it by being sufficiently stirred；Similarly, 3.0 g sodium carboxymethylcelluloses are molten
In the aqueous solution that 97.0 g contain 6wt% sodium hydroxides and 4wt% urea, the sodium carboxymethylcellulose of 3wt% is obtained（CMC-Na）
Solution；
By above two solution according to sodium alginate：The mass ratio of sodium carboxymethylcellulose is 1:1 is mixed, and total matter is mixed into
Amount be 10.0 g solution, after being uniform solution with magnetic agitation, be added 50.0 mL, 3% calcium chloride solution be crosslinked, fill
It after dividing stirring 20min, filters and is simultaneously fully washed with deionized water, the material after washing is put into drying in 60 DEG C of baking ovens, after dry
Underhand polish is carried out to SA-Ca/CMC-Ca materials, you can obtain SA-Ca/CMC-Ca composite materials.
SA-Ca/CMC-Ca is white powder, not soluble in water.
Above-mentioned ground 50.0 mg of SA-Na/CMC-Ca composite materials is weighed, by it with the 0.2mol/L's of 5.0 mL
Copper-bath reacts 4.0 h under magnetic stirring, makes the upper Cu of material grafting2+, then material is carried out fully with deionized water
Washing, the Cu of material removal surface physics absorption2+, material is put into 60 DEG C of vacuum drying chamber drying after cleaning and sloughs moisture, is done
It is ground after dry, you can obtain SA-Ca/CMC-Ca Cu2+。
SA-Ca/CMC-Ca@Cu2+There is hole powder for blue, it is not soluble in water.
The advantageous effect of advantages of the present invention and generation：
A kind of metal affinity adsorbent of low cost prepared by the present invention is base using sodium alginate and sodium carboxymethylcellulose
Bottom, fixed Cu2+Afterwards, the complexing for and further utilizing copper ion and histidine, has surface on the egg of exposed histidine
White matter such as bovine hemoglobin, bovine serum albumin are adsorbed and are removed, and can reach 33g/g to the adsorbance of bovine hemoglobin,
9.8g/g can be reached to the adsorbance of bovine serum albumin.In actual sample serum, the removal rate of albumen can also be reached
80% or more, so as to realize SA-Ca/CMC-Ca@Cu2+Direct analysis to serum small molecular substance, and require no
Complicated sample pre-treatments, possess relatively good application prospect.
Metal affinity adsorbent prepared by the present invention uses sodium alginate and two kinds of sodium carboxymethylcellulose is very honest and clean
The cost of the raw material that valence is easy to get, the metal affinity adsorbent of preparation substantially reduces；In addition, the preparation method of metal affinity adsorbent
Very simple, metal affinity adsorbent is very big for the adsorbance of protein of the surface rich in histidine, adsorbs required balance
Time is also shorter so that and material can be used for being removed high-abundance proteins matter in practical applications, and practicability is larger, and
The direct measurement to complex sample small molecular content may be implemented.
Description of the drawings
Fig. 1 is the synthesis step schematic diagram of metal affinity adsorbent.
A, b, c, d are respectively sodium alginate, sodium carboxymethylcellulose, SA-Ca/CMC-Ca in Fig. 2
、SA-Ca/CMC-Ca@Cu2+Infrared spectrum.
Fig. 3 is prepared SA-Ca/CMC-Ca@Cu2+Zeta electric potential figure.
A is the scanning electron microscope of SA-Ca/CMC-Ca in Fig. 4（SEM）Figure, c are the transmission electron microscope of SA-Ca/CMC-Ca（TEM）
Figure；B is respectively SA-Ca/CMC-Ca@Cu2+SEM figure, d be SA-Ca/CMC-Ca@Cu2+TEM figure.
Fig. 5 a, b, c are respectively SA-Ca/CMC-Ca@Cu2+To bovine hemoglobin（BHb）, bovine serum albumin（BSA）, bacteriolyze
Enzyme（LYZ）Absorption；D is absorption of the SA-Ca/CMC-Ca to bovine hemoglobin.
Fig. 6 is SA-Ca/CMC-Ca@Cu2+The removal rate that albumen in serum is adsorbed twice.
Fig. 7 is the rate of recovery of nucleosides in liquid chromatographic detection serum.
Specific implementation mode
The present invention is described further again with reference to specific embodiment and experimental example：
Embodiment 1
By 3.0 g sodium alginates（SA-Na）It is dissolved in the aqueous solution that 97.0 g contain 6wt% sodium hydroxides and 4wt% urea, obtains
To 3wt% sodium alginate solns, clear solution is formed it by being sufficiently stirred；Similarly, 3.0 g sodium carboxymethylcelluloses are molten
In the aqueous solution that 97.0 g contain 6wt% sodium hydroxides and 4wt% urea, the sodium carboxymethylcellulose of 3wt% is obtained（CMC-Na）
Solution；
By above two solution according to sodium alginate：The mass ratio of sodium carboxymethylcellulose is 1:1 is mixed, and total matter is mixed into
Amount be 10.0 g solution, after being uniform solution with magnetic agitation, be added 50.0 mL, 3% calcium chloride solution be crosslinked, fill
It after dividing stirring 20min, filters and is simultaneously fully washed with deionized water, the material after washing is put into drying in 60 DEG C of baking ovens, after dry
Underhand polish is carried out to SA-Ca/CMC-Ca materials, you can obtain SA-Ca/CMC-Ca composite materials.
SA-Ca/CMC-Ca is white powder, not soluble in water.
Above-mentioned ground 50.0 mg of SA-Na/CMC-Ca composite materials is weighed, by it with the 0.2mol/L's of 5.0 mL
Copper-bath reacts 4.0 h under magnetic stirring, makes the upper Cu of material grafting2+, then material is carried out fully with deionized water
Washing, the Cu of material removal surface physics absorption2+, material is put into 60 DEG C of vacuum drying chamber drying after cleaning and sloughs moisture, is done
It is ground after dry, you can obtain SA-Ca/CMC-Ca Cu2+。
SA-Ca/CMC-Ca@Cu2+There is hole powder for blue, it is not soluble in water.
To SA-Ca/CMC-Ca@Cu2+The characterization of material：
Synthetic schemes is as shown in Figure 1.
Infrared and Zeta electric potential characterization is as shown in Figure 2 and Figure 3.
In Fig. 2, a, b, c, d are respectively sodium alginate, sodium carboxymethylcellulose, SA-Ca/CMC-Ca, SA-Ca/CMC-Ca@
Cu2+Infrared spectrogram, from figure 2 it can be seen that sodium alginate and sodium carboxymethylcellulose are in 1680cm-1There is the spy of C=O at place
Levy absorption peak, 3400cm-1There are the absorption peak of-OH, 2930cm in place-1Place is-CH2Absorption peak, 1460cm-1There is-CH at place2Absorption
Peak, in SA-Ca/CMC-Ca and SA-Ca/CMC-Ca@Cu2+In equally have these characteristic absorption peaks, it was demonstrated that SA-Ca/CMC-Ca@
Cu2+Material preparation success.It finds simultaneously, SA-Ca/CMC-Ca@Cu2+With sodium alginate, sodium carboxymethylcellulose and SA-Ca/
Tri- kinds of materials of CMC-Ca compare, SA-Ca/CMC-Ca@Cu2+In 1000 cm-1The absorption peak for locating C-O is moved to long wave direction, is said
Bright Cu2+Complexing has occurred with the carboxyl in material.
By Zeta electric potential result in Fig. 3 it is found that within the scope of pH4-9, SA-Ca/CMC-Ca@Cu2+The potential of material is
Negative value, and SA-Ca/CMC-Ca@Cu2+Surface potential gradually become negative, tend towards stability behind pH=7.Bovine hemoglobin and cow's serum
The surface of albumen is positively charged, illustrates material to the absorption of protein in addition to Cu2+With the coordination of protein surface histidine
In addition, SA-Ca/CMC-Ca@Cu2+Surface potential be negative value, the surface of bovine hemoglobin and bovine serum albumin is positively charged,
Also there is electrostatic attraction effect.
In Fig. 4, a is the scanning electron microscope of SA-Ca/CMC-Ca（SEM）Figure, c are the transmission electron microscope of SA-Ca/CMC-Ca
（TEM）Figure；（d）Transmission electron microscope it can be seen from the figure that SA-Ca/CMC-Ca Cu2+Dusty material has many cavernous structures.B points
It Wei not SA-Ca/CMC-Ca@Cu2+SEM figure, d be SA-Ca/CMC-Ca@Cu2+TEM figure.From Fig. 4（b）In scanning electron microscope (SEM) photograph
It can be seen that SA-Ca/CMC-Ca@Cu2+Material is in Adsorption of Cu2+Later, particle more disperses, and is due to when adsorbing copper ion
Under conditions of being vigorously stirred, the percussion of flow is received.This makes the specific surface area of material greatly increase, more by protein
Mostly it is adsorbed on material surface.
Test example 1
Accurately weigh 2.0 mg SA-Ca/CMC-Ca@Cu2+Material is added separately to 5.0 mL various concentrations（2.0、4.0、
6.0、8.0、10.0、12.0、14.0、16.0mg/mL）Bovine hemoglobin solution in adsorbed.Every 10min high speed from
After scheming centrifugation, after taking supernatant to dilute, after then taking 500 μ L and 2.5mL Coomassie Brillant Blue solutions colour developing 5-10 min, with purple
Outer spectrophotometer measures absorbance value at 595nm, and calculates adsorbance of the material to bovine hemoglobin.Equally, 2.00 are taken
The bovine serum albumen solution of 4.0 mg/mL of mg materials pair and the antalzyme protein solution of 1.0 mg/mL adsorb, and operation is same
On.
The histidine number of bovine hemoglobin surface exposure is 14, and the histidine number of bovine serum albumin surface exposure is
4, and lysozyme surface does not have exposed histidine, therefore SA-Ca/CMC-Ca@Cu in theory2+To these three protein
Adsorbance should be bovine hemoglobin ＞ bovine serum albumin ＞ lysozymes.From fig. 5, it can be seen that SA-Ca/CMC-Ca@Cu2+To ox
Hemoglobin reaches balance when being adsorbed on 50min, maximal absorptive capacity is about 33g/g；Material is to bovine serum albumin
Reach balance when being adsorbed on 40 min, maximal absorptive capacity is about 9.8g/g；SA-Ca/CMC-Ca@Cu2+Absorption to lysozyme
Amount is in 0.1g/g or so；The adsorbance of three kinds of albumen of material pair is consistent with the content sequence of the exposed histidine of protein surface.From Fig. 5
In as can be seen that without fixation copper ion SA-Ca/CMC-Ca materials SA-Ca/ is far smaller than to the adsorbance of bovine hemoglobin
CMC-Ca@Cu2+To the adsorbance of bovine hemoglobin, illustrate SA-Ca/CMC-Ca@Cu2+To the superior adsorbance of bovine hemoglobin
It is mainly based upon the interaction of copper ion and histidine, large amount of adsorption.And SA-Ca/CMC-Ca@Cu2+Absorption to lysozyme
Amount is far smaller than SA-Ca/CMC-Ca@Cu2+To the adsorbance of bovine hemoglobin and bovine serum albumin, be due to lysozyme surface not
Include exposed histidine, it cannot be with Cu2+Generate coordination.SA-Ca/CMC-Ca@Cu2+It is main to the absorption of lysozyme
It is to be based on non-specific adsorption.
Test example 2
Accurate 10.0 mg that weigh adsorb 10min, centrifuging and taking supernatant to the 1.0 mL people's blood Proteins in Serum for diluting 10 times
Afterwards, 10.0mg SA-Ca/CMC-Ca@Cu2+ materials is separately taken to adsorb 10min, centrifuging and taking supernatant again to supernatant.By supernatant
After liquid dilution, after taking 500 μ L and 2.5mL Coomassie Brillant Blue solutions colour developing 5-10 min, with ultraviolet specrophotometer at 595nm
Measure absorbance value.By formula（1）Calculate removal rate of the material to Proteins in Serum.
From Fig. 6 it is known that SA-Ca/CMC-Ca@Cu2+Serum is carried out after adsorbing twice, albumen removal rate can reach 80%
More than.
Test example 3
100ul serum is taken, cytidine, uridine, inosine and the thymidine mixing nucleosides standard sample of 10ug/mL are separately added into serum
0,20,100,300uL, it is diluted with water to 1mL, is configured to containing standard sample a concentration of 0,0.2,1.0,3.0ug/mL mixed nucleus
The blood serum sample of glycosides.10.0mg SA-Ca/CMC-Ca@Cu are used respectively2+Twice to sample absorption, each 10min takes most after centrifugation
Whole supernatant carries out liquid phase detection.Using the silent winged UHPLC3000 chromatographic apparatus of match, chromatographic column is Phenomenox (150*
3.20mm), the condition of gradient elution of chromatography is：Mobile phase A, acetonitrile；Mobile phase B, 12.5mM ammonium formate solutions；0-2.5min,
B：95%-86%；2.5-4min, B:86%-30%；4-10min, B：30%, flow velocity：0.7mL/min, ultraviolet detection wavelength：259nm.
Pass through formula（2）It calculates under 0.2,1.0,3.0ug/m tri- concentration of concentration and mark-on of four kinds of nucleosides in non-mark-on
The rate of recovery.
The concentration of nucleosides in the blood serum sample of 1 liquid phase of table detection blank and mark-on various concentration
From the concentration in table 1 being nucleosides in the blank serum measured by liquid chromatogram, a small amount of cytidine, urine are contained in blank serum
Glycosides and inosine can not detect thymidine.It can be seen from figure 7 that in mark-on sample, cytidine, the rate of recovery of uridine and thymidine
Relatively stable, all 100% or so, and the rate of recovery of inosine is relatively low, is the part inosine quilt due in protein adsorption process
Material adsorbs, and is centrifuged off together with material and the albumen adsorbed.
Claims (2)
1. a kind of metal affinity adsorbent is for removing the albumen in serum and detecting the nucleosides in serum, step is：
The preparation of metal absorbent
By 3.0 g sodium alginates（SA-Na）It is dissolved in the aqueous solution that 97.0 g contain 6wt% sodium hydroxides and 4wt% urea, obtains
To 3wt% sodium alginate solns, clear solution is formed it by being sufficiently stirred；Similarly, 3.0 g sodium carboxymethylcelluloses are molten
In the aqueous solution that 97.0 g contain 6wt% sodium hydroxides and 4wt% urea, the sodium carboxymethylcellulose of 3wt% is obtained（CMC-Na）
Solution；
By above two solution according to sodium alginate：The mass ratio of sodium carboxymethylcellulose is 1:1 is mixed, and total matter is mixed into
Amount be 10.0 g solution, after being uniform solution with magnetic agitation, be added 50.0 mL, 3% calcium chloride solution be crosslinked, fill
It after dividing stirring 20min, filters and is simultaneously fully washed with deionized water, the material after washing is put into drying in 60 DEG C of baking ovens, after dry
Underhand polish is carried out to SA-Ca/CMC-Ca materials, you can obtain SA-Ca/CMC-Ca composite materials；
Above-mentioned ground 50.0 mg of SA-Na/CMC-Ca composite materials is weighed, by the sulfuric acid of itself and the 0.2mol/L of 5.0 mL
Copper solution reacts 4.0 h under magnetic stirring, makes the upper Cu of material grafting2+, then material is fully washed with deionized water,
The Cu of material removal surface physics absorption2+, material is put into 60 DEG C of vacuum drying chamber drying after cleaning and sloughs moisture, drying is laggard
Row grinding, you can obtain SA-Ca/CMC-Ca@Cu2+。
2. claim 1 prepares a kind of metal affinity adsorbent for removing the albumen in serum and detecting the nucleosides in serum.
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Citations (5)
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|---|---|---|---|---|
| JPS59156431A (en) * | 1983-02-25 | 1984-09-05 | Kanegafuchi Chem Ind Co Ltd | Adsorbent |
| CN104069537A (en) * | 2014-07-17 | 2014-10-01 | 厦门大学 | Sodium alginate-sodium carboxymethylcellulose-chitosan wound dressing and preparation method thereof |
| CN106018572A (en) * | 2016-01-27 | 2016-10-12 | 中国药科大学 | HPLC-TOF-MS/MS method for simultaneous determination of 10 nucleosides and application |
| CN106560218A (en) * | 2016-10-09 | 2017-04-12 | 华北理工大学 | Medical high-molecular biological composite material for skin repair |
| WO2017180489A1 (en) * | 2016-04-12 | 2017-10-19 | The Johns Hopkins University | Quantitative determination of nucleoside analogue drugs in genomic dna or rna |
-
2018
- 2018-02-08 CN CN201810127148.XA patent/CN108398495B/en active Active
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS59156431A (en) * | 1983-02-25 | 1984-09-05 | Kanegafuchi Chem Ind Co Ltd | Adsorbent |
| CN104069537A (en) * | 2014-07-17 | 2014-10-01 | 厦门大学 | Sodium alginate-sodium carboxymethylcellulose-chitosan wound dressing and preparation method thereof |
| CN106018572A (en) * | 2016-01-27 | 2016-10-12 | 中国药科大学 | HPLC-TOF-MS/MS method for simultaneous determination of 10 nucleosides and application |
| WO2017180489A1 (en) * | 2016-04-12 | 2017-10-19 | The Johns Hopkins University | Quantitative determination of nucleoside analogue drugs in genomic dna or rna |
| CN106560218A (en) * | 2016-10-09 | 2017-04-12 | 华北理工大学 | Medical high-molecular biological composite material for skin repair |
Non-Patent Citations (4)
| Title |
|---|
| XU，G等: "Study of Normal and Modified Nucleosides in Serum by RP-HPLC", 《CHROMATOGRAPHIA》 * |
| 霍全等: "海藻酸钠/羧甲基纤维素/丙烯酸双母系高吸水性树脂的合成与表征", 《燕山大学学报》 * |
| 高志敏: "海藻酸钠基复合吸附材料的制备及对重金属离子的吸附研究", 《中国优秀硕士学位论文全文数据库 工程科技I辑》 * |
| 黄品芳等: "高效液相色谱法测定人血浆中氟脲脱氧核苷的浓度", 《中国生化药物杂志》 * |
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