CN104525153A - Adsorbent for removing LDL and preparation method thereof - Google Patents
Adsorbent for removing LDL and preparation method thereof Download PDFInfo
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Abstract
The invention provides an adsorbent for removing LDL. The adsorbent is composed of porous composite fibers and comprises a hydrophilic carrier as an adsorbent base and glutamic acid as a ligand and the porous composite fibers have aperture sizes of 30-80nm. The invention also provides a preparation method of the adsorbent. The preparation method utilizes an electrostatic spinning technology. The porous composite fibers can provide an enough large porous structure and produce carrier adsorption performances. Glutamic acid is a human essential amino acid, has no safety hidden trouble, comprises a pGlu long chain containing a large amount of carboxyl groups, provides abundant binding sites for LDL adsorption, can remove LDL in blood according to an electrostatic bonding principle and greatly improves material adsorption performances by synergism of the ligand and the carriers. The adsorbent is prepared by simple processes under mild conditions, and the molecular chain mixed in the carriers does not shed easily so that ligand shedding-caused safety problems are reduced.
Description
Technical field
The present invention relates to a kind of adsorbent, particularly relate to a kind of adsorbent for LDL removing and preparation method thereof.
Background technology
The cardiovascular and cerebrovascular disease that atherosclerotic causes is China and Hesperian major causes of death in recent years.Medical research and clinical practice proved already, and in blood of human body, the exception of low-density lipoprotein (10wdensitylipoprotein.LDL) raises and causes LDL to enter in people's vascular wall therefrom and be oxidized to oxidized low-density lipoprotein (ox-LDL) is cause atherosclerotic principal element.Therefore, reduce low-density lipoprotein white level in blood plasma and become the starting point of prevention and therapy angiocardiopathy, particularly for meals and the invalid familial hyperlipemic patients of drug therapy, because the familial hyperlipemia disease that to be a kind of T-CHOL of being caused by blood fat disorder and low-density lipoprotein too high, that a kind of LDLR mRNA suddenlys change the autosomal dominant inherited disease caused, thus meals and drug therapy invalid to it.
LDL blood purification therapy is widely used in treatment familial high fat of blood in recent years, and have received good result for the treatment of.Through development for many years, be usually used in the blood purification therapy that LDL removes and mainly contain blood replacing and blood/plasma perfusion, this method has the unique effects of lipopenicillinase quickly and efficiently, adaptability, the practical and feature such as wide.Therapeutic plasma exchange is methods for the treatment of the most fast and effectively, but eliminates the problem of the benefit materials in blood plasma while there is blood plasma source, cross-infection, removal morbid substance, thus limits its application.So the LDL adsorption and separation material developing a kind of effective practicality is most important.
Adsorption column at present clinically for removing LDL has 7 kinds, product can be divided into two classes according to suction-operated principle, one class is removed the immunoabsorbent column (LDL-Therasorb, LNP-Lipopak, LNP-300) of LDL, they adopt active biomolecule (heparin, LDL antibody, polypeptide etc.) as aglucon, there is the specificity of height, effectively can remove the LDL in blood, but exist and not easily carry out heat sterilization, easily to infect, expensive and immunogenic problem, thus limits its application; Another kind of, be the anionic adsorption column (as Liposorber L, DALI, Liposorber D and LNP-45) by the electrostatic interaction absorption LDL between aglucon and LDL, they utilize under body fluid acidity is the groups such as electronegative carboxyl, sulfonic group, phosphate, by electrostatic adsorption in electropositive Apo-B, remove all lipoprotein containing Apo-B.Domestic still do not have commercial LDL adsorbent, and above adsorbent is due to price problem, could not be widely used at home.
The preparation thinking of the LDL adsorbent of other reports is also consistent substantially therewith.The current low-density lipoprotein absorbent preparation patent that can inquire has 3.Report one in CN 101224415A with agarose, filament or polyvinyl alcohol for carrier, phosphate is the LDL adsorbent of aglucon.This adsorbent blood compatibility is good, optionally can adsorb LDL, but Small molecular aglucon is easily by the LDL point of sub-covering of adsorbing, and affects it and adsorbs further.There is this problem equally in the adsorbent described in CN 102172515B, although be enriched a large amount of carboxyls and sulfonic group by hydrolysis and sulfonation at adsorbent surface, but the LDL particle of Large stone is once be adsorbed, then can form occlusion effect at adsorbent surface, the further absorption of restriction LDL molecule, greatly reduces adsorption efficiency.This is mainly due to LDL molecule comparatively large (23nm), and existing carrier technology of preparing is difficult to prepare the enough large carrier in aperture to utilize merely the effective absorption of the adsorption capacity in carrier duct realization to LDL; In addition, because LDL molecular volume is large, occlusion effect can be formed at carrier surface after absorption, hinder the further absorption of LDL molecule, thus reduce the adsorption efficiency of LDL molecule, so the aglucon of coupling must have sufficiently long spacerarm, the impact of occlusion effect could be eliminated, effective absorption LDL molecule.CN 1697665A reports the adsorbent of a class simultaneously immobilized tryptophan derivative and polyanionic compound on water-fast porous carrier, can adsorb LDL and fibrinogen simultaneously; Same reason, the function of tryptophan adsorbing fiber proteinogen is very limited, and the carrier adopted is micropore, and absorption relies on aglucon to complete completely, limits the function of carrier.
Summary of the invention
The object of the invention is to overcome existing sorbent preparation method complicated, the shortcoming that adsorption efficiency is low, breaks through existing adsorbent pattern, provides a kind of novel adsorbent for LDL removing based on porous fibre and preparation method thereof.
First aspect of the present invention is to provide a kind of adsorbent removed for LDL, described adsorbent is porous composite fibre, the hydrophilic carrier that its composition comprises as adsorbent matrix and the chain polyglutamic acid as aglucon, the aperture of described porous composite fibre is 30 ~ 80nm, this pore diameter range is 1.5 ~ 3 times of LDL microsphere diameter, LDL can be allowed to enter fibrous inside, make full use of the aglucon on each inner surface, only can allow entering of LDL relatively specifically again.
Preferably, described hydrophilic carrier is polyvinyl butyral resin.
Preferably, the mass ratio of described hydrophilic carrier and polyglutamic acid is (6 ~ 10): (1 ~ 2).
Preferably, the number-average molecular weight of described hydrophilic carrier is 50000 ~ 100000.
Preferably, the number-average molecular weight of described polyglutamic acid is 20000 ~ 50000.
Preferably, the fibre diameter of described adsorbent is 100 ~ 500nm.
Preferably, the porosity of described adsorbent is 30 ~ 50m
2/ g.
Second aspect of the present invention is to provide the preparation method of the adsorbent for LDL removing described in the present invention first aspect, comprises the following steps:
Step 1, preparation mixed solvent: be (50 ~ 80) by volume ratio: (5 ~ 20): the good solvent of (5 ~ 45), poor solvent and water mix;
Step 2, preparation spinning solution: by hydrophilic carrier, polyglutamic acid and water soluble salt, add in mixed solvent, stirring and dissolving, be mixed with spinning solution, wherein, containing hydrophilic carrier 6 ~ 10g, polyglutamic acid 1 ~ 2g, water soluble salt 1 ~ 2g in every 100ml spinning solution;
Step 3, makes tunica fibrosa by spinning solution by electrostatic spinning;
Step 4, by tunica fibrosa vacuum drying;
Step 5, by the water soluble salt in dried tunica fibrosa water treatment removing tunica fibrosa;
Step: 6, dry, both.
Good solvent described in the present invention refers to the solubility >=15g/100ml to hydrophilic carrier at 25 DEG C, and the solvent of boiling point≤120 DEG C, such as oxolane (THF), DMF, 1-METHYLPYRROLIDONE.
Poor solvent described in the present invention refers to the solubility < 15g/100ml to hydrophilic carrier at 25 DEG C, containing hydrophilic radical and the solvent of boiling point≤120 DEG C, and such as alcohol, aldehyde etc.Be preferably the organic solvent of C1 ~ C4, such as methyl alcohol, ethanol, normal propyl alcohol, isopropyl alcohol, n-butanol, isobutanol, 2-isobutanol, the tert-butyl alcohol, acetone, MEK, carrene, chloroform, dimethyl sulfoxide (DMSO), acetic acid etc.
Water soluble salt described in the present invention refers at 25 DEG C, solubility in water >=5g/100g water, and the salt of stable in properties, comprise 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, in step 3, the process conditions of electrostatic spinning are: voltage 10 ~ 20 kilovolts, and flow velocity is 0.8 ~ 1.5ml/h, and receiving range is 10 ~ 25cm.
Preferably, step 4 is: tunica fibrosa is put into 40 ~ 60 DEG C of vacuum drying chambers, vacuum drying 2 ~ 4 hours.
Wherein, in step 5, specifically can adopting with the water soluble salt in water treatment removing tunica fibrosa and be soaked in water or the mode such as shower, can be aided with when being soaked in water ultrasonic, to accelerate the dissolving of water soluble salt.
Preferably, step 5 is: tunica fibrosa is put into deionized water and soak and ultrasonic 1 ~ 2 hour.
Preferably, in step 6, drying adopts freeze drying 4 ~ 8 hours.
In preparation method of the present invention, good solvent and the formation of poor solvent ratio on porous have important impact.Soluble-salt add the loose structure that can increase further in fiber.Fiber aperture prepared by preparation method of the present invention is large, LDL molecule can be allowed to enter fibrous inside, considerably increase effective adsorption area of adsorbent.The elecrtonegativity carboxyl of the pGlu strand in composite fibre on surfaces externally and internally catches LDL molecule by Electrostatic Absorption, reaches the object that relative specificity removes LDL molecule.
The porous composite fibre of the removing LDL of blood perfusion of the present invention, can provide enough large loose structure, gives full play to the absorption property of carrier itself.Meanwhile, glutamic acid is essential amino acid, and without potential safety hazard, and the pGlu long-chain of chain contains a large amount of carboxyls, and for LDL absorption provides abundant binding site, the principle by electrostatical binding removes the LDL in blood.Aglucon and carrier act on simultaneously, substantially increase the absorption property of material.Its technique preparing porous composite fibre of the present invention is simple, suitably can regulate the ratio of spinning solution as required, increase the content of reactive group, and process conditions are gentle, the blending strand entered in composite fibre carrier is also less likely to occur to come off, thus decreases the safety problem that conventional method (carrier conjugation aglucon) causes because aglucon comes off.
Detailed description of the invention
Of the present inventionly provide a kind of adsorbent removed for LDL, described adsorbent is porous composite fibre, and it forms the hydrophilic carrier that comprises as adsorbent matrix and the chain polyglutamic acid as aglucon, and the aperture of described porous composite fibre is 30 ~ 80nm.Preferably, described hydrophilic carrier is polyvinyl butyral resin.Preferably, the mass ratio of described hydrophilic carrier and polyglutamic acid is (6 ~ 10): (1 ~ 2).Preferably, the number-average molecular weight of described hydrophilic carrier is 50000 ~ 100000.Preferably, the number-average molecular weight of described polyglutamic acid is 20000 ~ 50000.Preferably, the fibre diameter of described adsorbent is 100 ~ 500nm.Preferably, the porosity of described adsorbent is 30 ~ 50m
2/ g.Described adsorbent adopts electrostatic spinning technique to be prepared from, and is specifically prepared from according to following step:
Step 1, preparation mixed solvent: be (50 ~ 80) by volume ratio: (5 ~ 20): the good solvent of (5 ~ 45), poor solvent and water mix; Wherein, described good solvent refers to the solubility >=15g/100ml to hydrophilic carrier at 25 DEG C, and the solvent of boiling point≤120 DEG C, such as oxolane (THF) etc.; Wherein, described poor solvent refers to the solubility < 15g/100ml to hydrophilic carrier at 25 DEG C, containing hydrophilic radical and the solvent of boiling point≤120 DEG C, and such as alcohol, aldehyde etc.Be preferably the organic solvent of C1 ~ C4, such as methyl alcohol, ethanol, normal propyl alcohol, isopropyl alcohol, n-butanol, isobutanol, 2-isobutanol, the tert-butyl alcohol, acetone, MEK, carrene, chloroform, dimethyl sulfoxide (DMSO), acetic acid etc.;
Step 2, preparation spinning solution: by hydrophilic carrier, polyglutamic acid and water soluble salt, add in mixed solvent, stirring and dissolving, be mixed with spinning solution, wherein, containing hydrophilic carrier 6 ~ 10g, polyglutamic acid 1 ~ 2g, water soluble salt 1 ~ 2g in every 100ml spinning solution; Wherein, described water soluble salt refers at 25 DEG C, the solubility in water >=5g/100g water, and the salt of stable in properties, comprise 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, makes tunica fibrosa 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 receiving range is 10 ~ 25cm.
Step 4, by tunica fibrosa vacuum drying; Preferably, tunica fibrosa is put into 40 ~ 60 DEG C of vacuum drying chambers, vacuum drying 2 ~ 4 hours;
Step 5, by the water soluble salt in dried tunica fibrosa water treatment removing tunica fibrosa; Wherein, specifically can adopting with the water soluble salt in water treatment removing tunica fibrosa and be soaked in water or the mode such as shower, can be aided with when being soaked in water ultrasonic, to accelerate the dissolving of water soluble salt; Preferably, tunica fibrosa is put into deionized water to soak and ultrasonic 1 ~ 2 hour;
Step 6, dry, both.Preferably, dry employing freeze drying 4 ~ 8 hours.
Below in conjunction with specific embodiment, the present invention is described further, to understand the present invention better.
Embodiment 1
In 8ml oxolane, add 1.5ml ethanol and 0.5ml deionized water, obtain the mixed solution that THF, ethanol and water volume ratio are 8:1.5:0.5; Accurate weighing polyvinyl alcohol butyral 1.0mg, polyglutamic acid 0.10mg, sodium chloride 0.1mg, stir and add above-mentioned mixed solution successively, sealing, and 25 DEG C of stirrings are spent the night, and obtain the spinning solution of clear; Spinning solution is injected 10ml syringe, connect No. 5 stainless pins (internal diameter 0.5mm), regulate high voltage source output voltage to be 10kv, regulate syringe pump flow velocity to be 0.8ml/h, receiving range is 15cm, with the aluminium-foil paper of ground connection as receiving system; After spinning completes, the aluminium-foil paper of tunica fibrosa associating bottom is put into 60 DEG C of vacuum drying chambers together, and vacuum drying 4 hours, makes solvent fully volatilize; Tunica fibrosa is peeled off from aluminium-foil paper, adds deionized water and soak and ultrasonic 2 hours; Ultrasonic complete after tunica fibrosa was placed in cooling driers freeze drying after 4 hours, be stored in drier for subsequent use, obtain PVB/pGlu porous composite fibre, fiber diameter is about 200nm, and on fiber, porous average pore size is about 35nm, and the porosity of fiber is 14m
2/ g.
Embodiment 2
In 6.0ml oxolane, add 3.0ml ethanol and 1.0ml deionized water, obtain the mixed solution that THF, ethanol and water volume ratio are 6:3:1; Accurate weighing polyvinyl alcohol butyral 0.8mg, polyglutamic acid 0.15mg, sodium chloride 0.2mg, stir and add above-mentioned mixed solution successively, sealing, and 25 DEG C of stirrings are spent the night, and obtain the spinning solution of clear; Spinning solution is injected 10ml syringe, connect No. 5 stainless pins (internal diameter 0.5mm), regulate high voltage source output voltage to be 16kv, regulate syringe pump flow velocity to be 1.2ml/h, receiving range is 20cm, with the aluminium-foil paper of ground connection as receiving system; After spinning completes, the aluminium-foil paper of tunica fibrosa associating bottom is put into 60 DEG C of vacuum drying chambers together, and vacuum drying 4 hours, makes solvent fully volatilize; Tunica fibrosa is peeled off from aluminium-foil paper, adds deionized water and soak and ultrasonic 2 hours; Ultrasonic complete after tunica fibrosa was placed in cooling driers freeze drying after 4 hours, be stored in drier for subsequent use, obtain PVB/pGlu porous composite fibre, fiber diameter is about 200nm, and on fiber, porous average pore size is about 35nm, and the porosity of fiber is 37m
2/ g.
Embodiment 3
In 5ml oxolane, add 3ml ethanol and 2ml deionized water, obtain the mixed solution that THF, ethanol and water volume ratio are 5:3:2; Accurate weighing polyvinyl alcohol butyral 0.6mg, polyglutamic acid 0.2mg, sodium chloride 0.20mg, stir and add above-mentioned mixed solution successively, sealing, and 25 DEG C of stirrings are spent the night, and obtain the spinning solution of clear; Spinning solution is injected 10ml syringe, connect No. 6 stainless pins (internal diameter 0.6mm), regulate high voltage source output voltage to be 20kv, regulate syringe pump flow velocity to be 1.5ml/h, receiving range is 25cm, with the aluminium-foil paper of ground connection as receiving system; After spinning completes, the aluminium-foil paper of tunica fibrosa associating bottom is put into 60 DEG C of vacuum drying chambers together, and vacuum drying 4 hours, makes solvent fully volatilize; Tunica fibrosa is peeled off from aluminium-foil paper, adds deionized water and soak and ultrasonic 2 hours; Ultrasonic complete after tunica fibrosa was placed in cooling driers freeze drying after 4 hours, be stored in drier for subsequent use, obtain PVB/pGlu porous composite fibre, fiber diameter is about 450nm, and on fiber, porous average pore size is about 60nm, and the porosity of fiber is 42m
2/ g.
Adsorbent detects LDL adsorbance
Adsorbent physiological saline fully balances.Consistent with LDL concentration in human serum by Tris-HCl cushioning liquid (pH value 7.6) the adjustment LDL solution concentration of the 0.02mol/L of NaCI content 0.9%, i.e. 110mg/dL.The adsorbent that precise 5mg embodiment 1 ~ 3 provides, rinses twice with water for injection, blots surface moisture, add in the LDL solution of 10ml, and in 37 ± 1 DEG C, 140 ± 10 revs/min, shake absorption 2h.The adsorption rate of adsorbent is calculated as follows after having adsorbed.Get 3 sample determinations at every turn, average, to reduce experimental error.
A＝(C
0-C
1)/C
0×100％
In formula, A is adsorption rate; C
0lDL concentration (mg/dL) before absorption; C
1for adsorbing rear LDL concentration (mg/dL).
According to the testing result of upper table, can find out that the adsorbent for LDL removing prepared by the inventive method has good adsorptivity for LDL, effectively can remove the LDL in blood.
Be described in detail specific embodiments of the invention above, but it is just as example, the present invention is not restricted to specific embodiment described above.To those skilled in the art, any equivalent modifications that the present invention is carried out and substituting also all among category of the present invention.Therefore, equalization conversion done without departing from the spirit and scope of the invention and amendment, all should contain within the scope of the invention.
Claims (10)
1., for the adsorbent that LDL removes, it is characterized in that, described adsorbent is porous composite fibre, and its composition comprises the hydrophilic carrier as adsorbent matrix and the polyglutamic acid as aglucon, and the aperture of described porous composite fibre is 30 ~ 80nm.
2. adsorbent according to claim 1, is characterized in that, described hydrophilic carrier is polyvinyl butyral resin.
3. adsorbent according to claim 1 and 2, is characterized in that, the mass ratio of described hydrophilic carrier and polyglutamic acid is (6 ~ 10): (1 ~ 2).
4. adsorbent according to claim 1 and 2, is characterized in that, the number-average molecular weight of described hydrophilic carrier is 50000 ~ 100000, and the number-average molecular weight of described polyglutamic acid is 20000 ~ 50000.
5. adsorbent according to claim 1 and 2, is characterized in that, the fibre diameter of described adsorbent is 100 ~ 500nm.
6. adsorbent according to claim 1 and 2, is characterized in that, the porosity of described adsorbent is 10 ~ 50m
2/ g.
7. a preparation method for the adsorbent for LDL removing in claim 1 ~ 6 described in any one, is characterized in that, comprise the following steps:
Step 1, preparation mixed solvent: be (50 ~ 80) by volume ratio: (5 ~ 20): the good solvent of (5 ~ 45), poor solvent and water mix; Wherein, described good solvent refers to the solubility >=15g/100ml to hydrophilic carrier at 25 DEG C, and the solvent of boiling point≤120 DEG C, described poor solvent refers to the solubility < 15g/100ml to hydrophilic carrier at 25 DEG C, containing hydrophilic radical and the solvent of boiling point≤120 DEG C;
Step 2, preparation spinning solution: by hydrophilic carrier, polyglutamic acid and water soluble salt, add in mixed solvent, stirring and dissolving, be mixed with spinning solution, wherein, containing hydrophilic carrier 6 ~ 10g, polyglutamic acid 1 ~ 2g, water soluble salt 1 ~ 2g in every 100ml spinning solution; Wherein, described water soluble salt refers at 25 DEG C, the salt of the solubility in water >=5g/100g water;
Step 3, makes tunica fibrosa by spinning solution by electrostatic spinning;
Step 4, by tunica fibrosa vacuum drying;
Step 5, by the water soluble salt in dried tunica fibrosa water treatment removing tunica fibrosa;
Step 6, dry, both.
8. preparation method according to claim 7, is characterized in that, good solvent described in step 1 is one or more in oxolane, DMF and 1-METHYLPYRROLIDONE, and described poor solvent is the organic solvent of C1 ~ C4.
9. preparation method according to claim 7, the water soluble salt in step 2 be selected from sodium chloride, potassium chloride, ammonium chloride, ammonium nitrate, sodium nitrate, potassium nitrate, silver nitrate, sodium acetate, magnesium sulfate and barium nitrate one or more.
10. preparation method according to claim 7, is characterized in that, the process conditions of electrostatic spinning: voltage 10 ~ 20 kilovolts, and flow velocity is 0.8 ~ 1.5ml/h, and receiving range is 10 ~ 25cm.
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN106669630A (en) * | 2016-12-29 | 2017-05-17 | 珠海健帆生物科技股份有限公司 | Enveloped DNA immunosorbent and preparation method thereof |
| CN108855002A (en) * | 2018-06-27 | 2018-11-23 | 佛山市博新生物科技有限公司 | A kind of adsorbent and preparation method thereof for removing blood lipoprotein |
| CN109174022A (en) * | 2018-08-22 | 2019-01-11 | 武汉瑞法医疗器械有限公司 | A kind of process for fixation of blood purification adsorbent material |
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| CN106669630A (en) * | 2016-12-29 | 2017-05-17 | 珠海健帆生物科技股份有限公司 | Enveloped DNA immunosorbent and preparation method thereof |
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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 |
| CN109174022A (en) * | 2018-08-22 | 2019-01-11 | 武汉瑞法医疗器械有限公司 | A kind of process for fixation of blood purification adsorbent material |
| 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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