CN104525153B - A kind of adsorbent removed for LDL and preparation method thereof - Google Patents
A kind of adsorbent removed for LDL and preparation method thereof Download PDFInfo
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Abstract
It is porous composite fibre the invention provides a kind of adsorbent removed for LDL, its composition includes the hydrophilic carrier as adsorbent matrix and the polyglutamic acid as aglucon, and the aperture of the porous composite fibre is 30~80nm.Present invention also offers the preparation method of above-mentioned adsorbent, it is prepared from using electrostatic spinning technique.Porous composite fibre of the invention, it is possible to provide sufficiently large loose structure, gives full play to carrier absorption property in itself.Meanwhile, glutamic acid is essential amino acid, without potential safety hazard, and the pGlu long-chains of chain contain substantial amounts of carboxyl, for LDL absorption provides abundant binding site, the LDL in blood can be removed by the principle of electrostatical binding, aglucon and carrier are acted on simultaneously, substantially increase the absorption property of material.In addition, its preparation process is simple, mild condition, the strand that blending enters in carrier is also less likely to occur to come off, and reduces the safety problem caused because aglucon comes off.
Description
Technical field
The present invention relates to a kind of adsorbent, more particularly to a kind of adsorbent removed for LDL and preparation method thereof.
Background technology
The cardiovascular and cerebrovascular disease that atherosclerosis causes is China and Hesperian major causes of death in recent years.Doctor
Research and clinical practice are learned it is proved that low-density lipoprotein (10w densitylipoprotein.LDL) in blood of human body
It is to cause that exception is raised and causes LDL to enter in people's vascular wall and be oxidized to oxidized low-density lipoprotein (ox-LDL) therefrom
The principal element of atherosclerosis.Therefore, low-density lipoprotein white level turns into the cardiovascular disease of prevention and treatment in reducing blood plasma
The starting point of disease, especially for the invalid familial hyperlipemic patients of meals and drug therapy, because familial hyperlipemia
It is a kind of T-CHOL caused by blood fat disorder and the too high disease of low-density lipoprotein, is a kind of LDL receptor
The autosomal dominant inherited disease that gene mutation causes, therefore meals and drug therapy are invalid to its.
LDL blood purifications therapy is widely used in treating familial high fat of blood in recent years, and have received good treatment
Effect.By development for many years, the blood purification therapy for being usually used in LDL removals mainly has blood replacing and blood/plasma perfusion,
The method has a unique effects of quickly and efficiently lipid-loweringing, adaptability, it is practical and wide the features such as.Therapeutic plasma exchange is most
It is fast and effectively treatment method, but eliminates blood plasma while there is blood plasma source, cross-infection, removal morbid substance
The problem of benefit materials, thus limit its application.Then a kind of effective practical LDL adsorption and separation materials are developed to closing weight
Will.
The adsorption column for being clinically used to remove LDL at present has 7 kinds, product can be divided into two according to suction-operated principle
Class a, class is that immunoabsorbent column (LDL-Therasorb, LNP- of LDL are removed by Ag-Ab immuno absorbence principle
Lipopak, LNP-300), they use the biomolecule (heparin, LDL antibody, polypeptide etc.) of activity as aglucon, with height
Specificity, can effectively remove the LDL in blood, but exist and be difficult to carry out heat sterilization, be susceptible to infection, it is expensive with
And the problem of immunogenicity, thus limit its application；It is another kind of, it is to be adsorbed by the electrostatic interaction between aglucon and LDL
The anionic adsorption column (such as Liposorber L, DALI, Liposorber D and LNP-45) of LDL, they are using in body fluid
In groups such as electronegative carboxyl, sulfonic group, phosphates under acidity, by electrostatic adsorption in electropositive Apo-B, remove
All lipoprotein containing Apo-B.The domestic LDL adsorbents still without commercialization, and above adsorbent is due to price problem,
The country could not be widely used.
The preparation thinking of the LDL adsorbents of other reports is also substantially consistent with this.The low-density lipoprotein that can be inquired at present
White adsorbent prepares patent 3.It is to carry that one kind is reported in CN 101224415A with agarose, filament or polyvinyl alcohol
Body, phosphate is the LDL adsorbents of aglucon.The adsorbent blood compatibility is good, the absorption LDL of energy selectivity, but small molecule is matched somebody with somebody
The easily adsorbed LDL molecules covering of base, influences its further absorption.Adsorbent described in CN 102172515B is equally deposited
In this problem, although be enriched substantial amounts of carboxyl and sulfonic group in adsorbent surface by hydrolysis and sulfonation, but big particle diameter
LDL particles then can form occlusion effect once being adsorbed in adsorbent surface, limit the further absorption of LDL molecules, drop significantly
Low adsorption efficiency.This is larger (23nm) mainly due to LDL molecules, and it is enough that existing carrier technology of preparing is difficult to preparation aperture
Big carrier is with effective absorption merely using the adsorption capacity realization in carrier duct to LDL；Further, since LDL molecular volumes
Greatly, occlusion effect can be formed in carrier surface after absorption, the further absorption of LDL molecules is hindered, so as to reduce the suction of LDL molecules
Attached efficiency, so the aglucon of coupling must have sufficiently long spacerarm, could eliminate the influence of occlusion effect, effective absorption
LDL molecules.CN 1697665A report a class, and immobilized tryptophan derivative is cloudy with poly- simultaneously on water insoluble porous carrier
The adsorbent of ionic compound, can simultaneously adsorb LDL and fibrinogen；Same the reason for, tryptophan adsorbing fiber proteinogen
Function it is very limited, and the carrier for using is micropore, and absorption fully relies on aglucon completion, limits the function of carrier.
The content of the invention
The purpose of the present invention is to overcome existing sorbent preparation method complicated, and the low shortcoming of adsorption efficiency breaks through existing suction
A kind of attached dose of pattern, there is provided new adsorbent removed for LDL based on porous fibre and preparation method thereof.
The first aspect of the invention is to provide a kind of adsorbent removed for LDL, and the adsorbent is porous compound
Fiber, its composition includes the hydrophilic carrier as adsorbent matrix and the chain polyglutamic acid as aglucon, described porous multiple
The aperture of condensating fiber is 30~80nm, and the pore diameter range is 1.5~3 times of LDL microsphere diameters, and LDL can be allowed to enter in fiber
Portion, makes full use of the aglucon on each inner surface, specifically can only allow the entrance of LDL relatively again.
Preferably, the hydrophilic carrier is polyvinyl butyral resin.
Preferably, the hydrophilic carrier and the mass ratio of polyglutamic acid are (6~10): (1~2).
Preferably, the number-average molecular weight of the hydrophilic carrier is 50000~100000.
Preferably, the number-average molecular weight of the polyglutamic acid is 20000~50000.
Preferably, the fibre diameter of the adsorbent is 100~500nm.
Preferably, the porosity of the adsorbent is 30~50m2/g。
The second aspect of the invention is to provide the system of the adsorbent removed for LDL described in present invention one side
Preparation Method, comprises the following steps：
Step 1, prepares mixed solvent：It is (50~80): (5~20) by volume ratio: the good solvent of (5~45), non-good molten
Agent and water are well mixed；
Step 2, prepares spinning solution：Hydrophilic carrier, polyglutamic acid and water soluble salt are added in mixed solvent, stirred
Dissolving, is configured to spinning solution, wherein, per 100ml spinning solutions in contain 6~10g of hydrophilic carrier, polyglutamic acid 1~2g is water-soluble
1~2g of property salt；
Step 3, tunica fibrosa is made by spinning solution by electrostatic spinning；
Step 4, tunica fibrosa is vacuum dried；
Step 5, dried tunica fibrosa is removed the water soluble salt in tunica fibrosa with water process；
Step:6, dry, both.
Heretofore described good solvent refers to the solubility >=15g/100ml to hydrophilic carrier at 25 DEG C, and boiling point
≤ 120 DEG C of solvent, such as tetrahydrofuran (THF), DMF, 1-METHYLPYRROLIDONE.
Heretofore described poor solvent refers to the solubility ＜ 15g/100ml to hydrophilic carrier at 25 DEG C, is contained
Hydrophilic radical and the solvent of boiling point≤120 DEG C, such as alcohol, aldehyde etc..The preferably organic solvent of C1~C4, such as methyl alcohol, ethanol,
Normal propyl alcohol, isopropanol, n-butanol, isobutanol, 2- isobutanols, the tert-butyl alcohol, acetone, MEK, dichloromethane, chloroform, dimethyl
Sulfoxide, acetic acid etc..
Heretofore described water soluble salt refers to the solubility >=5g/100g water in water at 25 DEG C, and stable in properties
Salt, including inorganic salts and organic salt, such as sodium chloride, potassium chloride, ammonium chloride, ammonium nitrate, sodium nitrate, potassium nitrate, silver nitrate,
Sodium acetate, magnesium sulfate and barium nitrate etc..
Preferably, the process conditions of electrostatic spinning are in step 3：10~20 kilovolts of voltage, flow velocity is 0.8~1.5ml/h,
It is 10~25cm to receive distance.
Preferably, step 4 is：Tunica fibrosa is put into 40~60 DEG C of vacuum drying chambers, is vacuum dried 2~4 hours.
Wherein, in step 5, the water soluble salt removed in tunica fibrosa with water process can specifically be soaked in water or shower etc.
Mode, ultrasound can be aided with when being soaked in water, to accelerate the dissolving of water soluble salt.
Preferably, step 5 is：Tunica fibrosa is put into deionized water immersion simultaneously ultrasound 1~2 hour.
Preferably, dried using freeze-drying 4~8 hours in step 6.
In preparation method of the present invention, good solvent and poor solvent ratio have important influence to porous formation.It is solvable
The addition of property salt can further increase the loose structure in fiber.Fiber aperture prepared by preparation method of the present invention is big, can allow
LDL molecules enter fibrous inside, considerably increase effective adsorption area of adsorbent.PGlu in composite fibre on surfaces externally and internally
The elecrtonegativity carboxyl of strand can capture LDL molecules by Electrostatic Absorption, reach the purpose that relative specificity removes LDL molecules.
The porous composite fibre of the removing LDL of blood perfusion of the present invention, it is possible to provide sufficiently large loose structure, fully hair
Wave carrier absorption property in itself.Meanwhile, glutamic acid is essential amino acid, without potential safety hazard, and chain pGlu long-chains
Containing substantial amounts of carboxyl, for LDL absorption provides abundant binding site, can be by the principle of electrostatical binding removing blood
LDL.Aglucon and carrier are acted on simultaneously, substantially increase the absorption property of material.Its work for preparing porous composite fibre of the invention
Skill is simple, and the ratio of spinning solution can be suitably adjusted as needed, increases the content of reactive group, and process conditions are gentle,
The strand that blending enters in composite fibre carrier is also less likely to occur to come off, so as to reduce conventional method (carrier conjugation aglucon)
The safety problem caused because aglucon comes off.
Specific embodiment
Of the invention to provide a kind of adsorbent removed for LDL, the adsorbent is porous composite fibre, its composition bag
The hydrophilic carrier as adsorbent matrix and the chain polyglutamic acid as aglucon are included, the aperture of the porous composite fibre is
30~80nm.Preferably, the hydrophilic carrier is polyvinyl butyral resin.Preferably, the hydrophilic carrier and polyglutamic
The mass ratio of acid is (6~10): (1~2).Preferably, the number-average molecular weight of the hydrophilic carrier is 50000~100000.
Preferably, the number-average molecular weight of the polyglutamic acid is 20000~50000.Preferably, the fibre diameter of the adsorbent is
100~500nm.Preferably, the porosity of the adsorbent is 30~50m2/g.The adsorbent uses electrostatic spinning technique system
It is standby to form, specifically it is prepared from as steps described below：
Step 1, prepares mixed solvent：It is (50~80): (5~20) by volume ratio: the good solvent of (5~45), non-good molten
Agent and water are well mixed；Wherein, the good solvent refers to the solubility >=15g/100ml to hydrophilic carrier at 25 DEG C, and
Solvent of boiling point≤120 DEG C, such as tetrahydrofuran (THF) etc.；Wherein, the poor solvent refers to that hydrophily is carried at 25 DEG C
The solubility ＜ 15g/100ml of body, such as solvent containing hydrophilic radical and boiling point≤120 DEG C, alcohol, aldehyde etc..Preferably C1~
The organic solvent of C4, such as methyl alcohol, ethanol, normal propyl alcohol, isopropanol, n-butanol, isobutanol, 2- isobutanols, the tert-butyl alcohol, acetone,
MEK, dichloromethane, chloroform, dimethyl sulfoxide (DMSO), acetic acid etc.；
Step 2, prepares spinning solution：Hydrophilic carrier, polyglutamic acid and water soluble salt are added in mixed solvent, stirred
Dissolving, is configured to spinning solution, wherein, per 100ml spinning solutions in contain 6~10g of hydrophilic carrier, polyglutamic acid 1~2g is water-soluble
1~2g of property salt；Wherein, the water soluble salt refers to the solubility >=5g/100g water in water at 25 DEG C, and stable in properties
Salt, including inorganic salts and organic salt, such as sodium chloride, potassium chloride, ammonium chloride, ammonium nitrate, sodium nitrate, potassium nitrate, silver nitrate,
Sodium acetate, magnesium sulfate and barium nitrate etc.；
Step 3, tunica fibrosa is made by spinning solution by electrostatic spinning；The process conditions of electrostatic spinning are preferably：Voltage 10
~20 kilovolts, flow velocity is 0.8~1.5ml/h, and it is 10~25cm to receive distance.
Step 4, tunica fibrosa is vacuum dried；Preferably, tunica fibrosa is put into 40~60 DEG C of vacuum drying chambers, vacuum is done
Dry 2~4 hours；
Step 5, dried tunica fibrosa is removed the water soluble salt in tunica fibrosa with water process；Wherein, removed with water process
The water soluble salt gone in tunica fibrosa can be specifically soaked in water or the mode such as shower, and ultrasound can be aided with when being soaked in water,
To accelerate the dissolving of water soluble salt；Preferably, tunica fibrosa is put into deionized water immersion simultaneously ultrasound 1~2 hour；
Step 6, dries, both.Preferably, dry using freeze-drying 4~8 hours.
The present invention is described further with reference to specific embodiment, to more fully understand the present invention.
Embodiment 1
To 1.5ml ethanol and 0.5ml deionized waters is added in 8ml tetrahydrofurans, obtaining THF, ethanol and water volume ratio is
8:1.5:0.5 mixed solution；It is accurate to weigh polyvinyl butyral resin 1.0mg, polyglutamic acid 0.10mg, sodium chloride 0.1mg, one
Side stirring on one side sequentially add above-mentioned mixed solution, sealing, 25 DEG C are stirred overnight, and obtain the spinning solution of clear；By spinning
Liquid injects 10ml syringes, connects No. 5 stainless pins (internal diameter 0.5mm), and regulation high voltage power supply output voltage is 10kv, regulation note
Flow rate pump is penetrated for 0.8ml/h, it is 15cm to receive distance, with the aluminium-foil paper of ground connection as reception device；After the completion of spinning, by fiber
The aluminium-foil paper of film joint bottom is put into 60 DEG C of vacuum drying chambers together, is vacuum dried 4 hours, solvent is fully volatilized；By fibre
Dimension film is peeled off from aluminium-foil paper, plus deionized water immersion is simultaneously ultrasonic 2 hours；Tunica fibrosa is placed in after the completion of ultrasound cold in cooling driers
After lyophilized dry 4 hours, it is stored in standby in drier, obtains the porous composite fibres of PVB/pGlu, avarage fiber diameter is about
200nm, porous average pore size is about 35nm on fiber, and the porosity of fiber is 14m2/g。
Embodiment 2
To 3.0ml ethanol and 1.0ml deionized waters is added in 6.0ml tetrahydrofurans, THF, ethanol and water volume ratio are obtained
It is 6:3:1 mixed solution；Polyvinyl butyral resin 0.8mg, polyglutamic acid 0.15mg, sodium chloride 0.2mg accurately are weighed, on one side
Stirring on one side sequentially add above-mentioned mixed solution, sealing, 25 DEG C are stirred overnight, and obtain the spinning solution of clear；By spinning solution
Injection 10ml syringes, connect No. 5 stainless pins (internal diameter 0.5mm), and regulation high voltage power supply output voltage is 16kv, regulation injection
Flow rate pump is 1.2ml/h, and it is 20cm to receive distance, with the aluminium-foil paper of ground connection as reception device；After the completion of spinning, by tunica fibrosa
The aluminium-foil paper of joint bottom is put into 60 DEG C of vacuum drying chambers together, is vacuum dried 4 hours, solvent is fully volatilized；By fiber
Film is peeled off from aluminium-foil paper, plus deionized water immersion is simultaneously ultrasonic 2 hours；Tunica fibrosa is placed in cooling driers after the completion of ultrasound is freezed
After drying 4 hours, it is stored in standby in drier, obtains the porous composite fibres of PVB/pGlu, avarage fiber diameter is about
200nm, porous average pore size is about 35nm on fiber, and the porosity of fiber is 37m2/g。
Embodiment 3
To 3ml ethanol and 2ml deionized waters is added in 5ml tetrahydrofurans, it is 5 to obtain THF, ethanol and water volume ratio:3:2
Mixed solution；Polyvinyl butyral resin 0.6mg, polyglutamic acid 0.2mg, sodium chloride 0.20mg accurately are weighed, while stirring one
While sequentially adding above-mentioned mixed solution, seal, 25 DEG C are stirred overnight, and obtain the spinning solution of clear；Spinning solution is injected
10ml syringes, connect No. 6 stainless pins (internal diameter 0.6mm), and regulation high voltage power supply output voltage is 20kv, adjusts syringe pump stream
Speed is 1.5ml/h, and it is 25cm to receive distance, with the aluminium-foil paper of ground connection as reception device；After the completion of spinning, tunica fibrosa is combined
The aluminium-foil paper of bottom is put into 60 DEG C of vacuum drying chambers together, is vacuum dried 4 hours, solvent is fully volatilized；By tunica fibrosa from
Peeled off on aluminium-foil paper, plus deionized water immersion is simultaneously ultrasonic 2 hours；Tunica fibrosa is placed in freeze-drying in cooling driers after the completion of ultrasound
After 4 hours, it is stored in standby in drier, obtains the porous composite fibres of PVB/pGlu, avarage fiber diameter is about 450nm, fine
Porous average pore size is about 60nm in dimension, and the porosity of fiber is 42m2/g。
Adsorbent is detected to LDL adsorbances
Adsorbent is fully balanced with physiological saline.Buffered with the Tris-HCl of the 0.02mol/L of NaCI contents 0.9%
Solution (pH value 7.6) adjustment LDL solution concentrations are consistent with LDL concentration in human serum, i.e. 110mg/dL.Precise 5mg is implemented
The adsorbent that example 1~3 is provided, is rinsed twice with water for injection, blots surface moisture, in adding the LDL solution of 10ml, in 37 ±
1 DEG C, 140 ± 10 revs/min, shake absorption 2h.The adsorption rate of adsorbent is calculated as follows after the completion of absorption.Take 3 samples every time
Determine, average, to reduce experimental error.
A=(C0-C1)/C0× 100%
A is adsorption rate in formula；C0LDL concentration (mg/dL) before absorption；C1It is LDL concentration (mg/dL) after absorption.
According to the testing result of upper table, it can be seen that the adsorbent pair removed for LDL being prepared by the method for the present invention
There is good adsorptivity in LDL, the LDL in blood can be effectively removed.
Specific embodiment of the invention has been described in detail above, but it is intended only as example, and the present invention is not limited
It is formed on particular embodiments described above.To those skilled in the art, any equivalent modifications carried out to the present invention and
Replacement is also all among scope of the invention.Therefore, the impartial conversion made without departing from the spirit and scope of the invention and
Modification, all should be contained within the scope of the invention.
Claims (9)
1. a kind of adsorbent removed for LDL, it is characterised in that the adsorbent is porous composite fibre, and its composition includes
Hydrophilic carrier as adsorbent matrix and the polyglutamic acid as aglucon, the aperture of the porous composite fibre for 30~
80nm；
The hydrophilic carrier is polyvinyl butyral resin.
2. adsorbent according to claim 1, it is characterised in that the hydrophilic carrier is with the mass ratio of polyglutamic acid
(6~10): (1~2).
3. adsorbent according to claim 1, it is characterised in that the number-average molecular weight of the hydrophilic carrier is 50000
~100000, the number-average molecular weight of the polyglutamic acid is 20000~50000.
4. adsorbent according to claim 1, it is characterised in that the fibre diameter of the adsorbent is 100~500nm.
5. adsorbent according to claim 1, it is characterised in that the porosity of the adsorbent is 10~50m2/g。
6. the preparation method of the adsorbent removed for LDL in a kind of Claims 1 to 5 described in any one, its feature exists
In comprising the following steps：
Step 1, prepares mixed solvent：Be (50~80): (5~20) by volume ratio: the good solvent of (5~45), poor solvent and
Water is well mixed；Wherein, the good solvent refers to the solubility >=15g/100ml to hydrophilic carrier at 25 DEG C, and boiling point
≤ 120 DEG C of solvent, the poor solvent refers to the solubility ＜ 15g/100ml to hydrophilic carrier at 25 DEG C, contains parent
Water base group and the solvent of boiling point≤120 DEG C；
Step 2, prepares spinning solution：By hydrophilic carrier, polyglutamic acid and water soluble salt, in addition mixed solvent, stirring and dissolving,
Spinning solution is configured to, wherein, contain 6~10g of hydrophilic carrier, 1~2g of polyglutamic acid, water soluble salt 1 in every 100ml spinning solutions
~2g；Wherein, the water soluble salt refers to the salt of the solubility >=5g/100g water in water at 25 DEG C；
Step 3, tunica fibrosa is made by spinning solution by electrostatic spinning；
Step 4, tunica fibrosa is vacuum dried；
Step 5, dried tunica fibrosa is removed the water soluble salt in tunica fibrosa with water process；
Step 6, dries, both.
7. preparation method according to claim 6, it is characterised in that good solvent described in step 1 is tetrahydrofuran, N, N-
One or more in dimethylformamide and 1-METHYLPYRROLIDONE, the poor solvent is the organic solvent of C1~C4.
8. preparation method according to claim 6, the water soluble salt in step 2 be selected from sodium chloride, potassium chloride, ammonium chloride,
One or more in ammonium nitrate, sodium nitrate, potassium nitrate, silver nitrate, sodium acetate, magnesium sulfate and barium nitrate.
9. preparation method according to claim 6, it is characterised in that the process conditions of electrostatic spinning：Voltage 10~20,000
Volt, flow velocity is 0.8~1.5ml/h, and it is 10~25cm to receive distance.
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| CN108855002B (en) * | 2018-06-27 | 2021-03-26 | 佛山市博新生物科技有限公司 | Adsorbent for removing blood lipoprotein and preparation method thereof |
| CN109174022B (en) * | 2018-08-22 | 2021-06-11 | 武汉瑞法医疗器械有限公司 | Method for immobilizing adsorption material for blood purification |
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| CN1923357A (en) * | 2006-09-28 | 2007-03-07 | 重庆大学 | Selective adsorbent low density lipoprotein cholesterol and method for preparing same |
| CN101224415A (en) * | 2007-09-30 | 2008-07-23 | 南开大学 | Low density lipoprotein adsorbent for extrinsic blood perfusion and preparing method thereof |
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