CN102505453B - Preparation method for modified silk and application thereof in preparation of hemostasis material - Google Patents
Preparation method for modified silk and application thereof in preparation of hemostasis material Download PDFInfo
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Abstract
The invention relates to a hemostasis high molecular material, in particular to modified silk. A preparation method includes the following steps: taking natural silk and conducting sufficient degumming processing on the natural silk through degumming solution to obtain degumming silk; processing the obtained degumming silk through distilled water and/or methanol, ethanol and formic acid, or formaldehyde or trifluoroacetic acid with volume fraction ranging from 1 to 20% at the temperature ranging from 37 to 100 DEG C for at least 4 hours to obtain the modified silk. By means of modification, degree of crystallization of silk fibroin is reduced, a protein secondary structure is mainly a beta-folding structure, an irregular curl structure is reduced, the structure can be favorable for combining blood platelet, thrombus is promoted to be formed fast, stability of the modified silk material is good, and a cruor promoting effect is better.
Description
Technical field
The present invention relates to field of medicaments, particularly a kind of hemostasis macromolecular material.
Background technology
Afield, in natural calamity and in various daily sudden accidents, uncontrollable excessive hemorrhage 50-80% wounded main causes of death that cause often.Effectively Bleeding control becomes the key element of saving patient's injures and deaths.The mulberry silk albumen of new research and development has good biocompatibility, biodegradability, stops blooding rapidly and promote the advantage such as wound healing.
Silk is the natural macromolecular polymer, and natural silk mainly is comprised of fibroin albumen and sericin, and the main component of fibroin albumen has glycine (gly), alanine (ala) and serine (ser)., there is strong hydrophobic interaction in the fibroin fiber surface hydrophobicity between plasma protein and fibroin albumen, thus the crosslinked plasma protein blood coagulation of energy; In addition, clotting factor also can form grumeleuse by crosslinked fibroin albumen.As hemostatic material, natural silk can boil with alkaline suds and sericin be removed to (coming unstuck), only retains fibroin albumen; In addition, fibroin albumen is answered its crystal structure of appropriate change, increases water imbibition, protease absorbs again and blood plasma absorbs, and just can better bring into play hemostatic function.Natural silk is with low cost, raw material are abundant, easy operating, in wet environment intensity also large, for the cell of growth, biocompatibility is arranged, permeable drug, good biocompatibility, the advantages such as degradable, being widely used in biomedicine, biological technical field, is the most potential hemostatic material that can research and develop.
Summary of the invention
One of purpose of the present invention is to provide the preparation method of modified silk and the product of gained, and the method makes silk change in secondary structure, take β-pleated sheet as main, by the method products obtained therefrom, has haemostatic effect preferably.
For achieving the above object, technical scheme of the present invention is:
The preparation method of modified silk specifically comprises the following steps:
The A degumming process
Get natural silk, with the solution that comes unstuck, natural silk is carried out to sufficient degumming process, obtain boiled silk;
The B modification
The organic solvent that is 1-20% by steps A gained boiled silk water and/or volume fraction is processed and is not less than 4 hours under 37-100 ℃ of condition, obtains modified silk; Described organic solvent is any in methyl alcohol, ethanol, formic acid and formaldehyde and trifluoroacetic acid.
Further, the modified silk of gained after step B modification is clean with water rinse, and room temperature is dried or 37 ℃ of oven dry naturally, obtains modified silk.
Further, the degumming process in steps A is specially: get natural silk, with the solution that comes unstuck, natural silk is carried out to sufficient degumming process, after the distillation boiling water boiling is not less than 0.5 hour, obtain boiled silk; The described solution that comes unstuck is the sodium carbonate liquor that the mass fraction anionic surfactant solution that is 0.1%-10% or mass fraction are 0.1%-10%; The mass volume ratio of described natural silk and anionic surfactant solution is counted 1:10-1:1000 with g/ml.
Further, anion surfactant described in steps A is lauryl sodium sulfate or the soap that mass fraction is 0.25%;
Further, the temperature of described sodium carbonate liquor is 90-100 ℃;
Further, in step B, described Treatment Solution is the organic solvent that distilled water, volume fraction are 1-20%.
Further, in step B, the temperature of modification is 65 ℃.
The modified silk that described preparation method makes.
Two of purpose of the present invention is to provide a kind of new application of modified silk, and this is applied as hemostatic technique new approaches are provided.
For achieving the above object, technical scheme of the present invention is:
The application of described modified silk in preparing hemostatic material.
Further, described modified silk hemostasis dosage is 0.01-1g/L.
Beneficial effect of the present invention is: modified silk involved in the present invention, and main component is fibroin albumen, by transformation, has reduced the degree of crystallinity of fibroin albumen; The modified silk haemostatic effect is better than the silk material of Japan and the transformation of American scholar use binary solution.After the treated appropriate modification of fibroin albumen, the albumen secondary structure is mainly the beta sheet structure, has reduced the random coil structure, and this structure can be beneficial to better in conjunction with blood platelet, and then promotes rapidly thrombosis.Its described modified silk stability of material is good; In the situation that use same dose, described modified silk material processes the modified silk material with binary solution and Yunnan Baiyao is compared, short blood coagulation better effects if.
The accompanying drawing explanation
In order to make the purpose, technical solutions and advantages of the present invention clearer, below in conjunction with accompanying drawing, the present invention is described in further detail, wherein:
Fig. 1 is the outer coagulation experiment of the hemostasis silk material bodies of transformation, and wherein: a is the silk rear testing result of directly coming unstuck; B is described modified silk material tests result of the present invention; C is binary solution (10%Ca (No
3)
2Methyl alcohol) process testing result.Various fibroin materials are all got 0.01 gram and are added in anti-freezing rabbit blood, and wherein the phenomenon of condensing just appears in 20 seconds after adding in b, and this figure takes after adding each material in 20 minutes.Result shows that hemostasis silk material of the present invention can promote rapidly blood coagulation in vitro;
Fig. 2 is the hemostasis silk scanning of materials electron microscopic observation collection of illustrative plates of transformation, and wherein a is the silk rear testing result of directly coming unstuck; B is described modified silk material tests result; C is that binary solution (10%Ca (No3) 2 methyl alcohol) is processed testing result;
Fig. 3 is the outer coagulation experiment scanning electron microscopic observation collection of illustrative plates of modified silk material bodies, and a is boiled silk; B is the silk material that the present invention processes; C is binary solution (10%Ca (No
3)
2Methyl alcohol) silk of processing;
Fig. 4 is the hemostasis of hemostasis silk material rat liver.
The specific embodiment
In order to make the purpose, technical solutions and advantages of the present invention clearer, below the preferred embodiments of the present invention are described in detail.Hereinafter with reference to accompanying drawing, the preferred embodiments of the present invention are described in detail.The experimental technique of unreceipted actual conditions in preferred embodiment, usually according to normal condition, or the condition of advising according to manufacturer is carried out.
The preparation of embodiment 1 modified silk
1 degumming process
Mainly comprise two kinds of protein in natural silk: the approximately fibroin albumen of 70-80% and the approximately sericin of 20-28%." impurity " that also has in addition a small amount of (1-2%) to be formed by natural fat, salt and silk-fibroin ash.The purpose of coming unstuck makes silk gum dissolve exactly.Specifically reference of the method for coming unstuck " Zhang Yuqing. the comparative analysis of Degumming Procedures for Silkworm Silk ".Also can adopt the sodium carbonate liquor that anionic surfactant solution that mass fraction is 0.1%-10% or mass fraction are 0.1%-10%, wherein, anion surface active comprises lauryl sodium sulfate, soap etc.When coming unstuck solution, preferably use boiling water when the service property (quality) mark sodium carbonate liquor that is 0.1%-10%.In a word, purpose is to make silk gum fully to dissolve.And go washing to remove silk gum with distillation.
2 modifications
Silk after degumming process is carried out to modification by distilled water and/or organic solution, be specially under 37 ℃ of conditions and process and be not less than 4 hours, its purpose is to change the secondary structure of fibroin albumen.No matter distilled water and under 37 ℃ of conditions, process 4 hours after organic solution is mixed, or distilled water or organic solution are processed 4 hours after mixing under 37 ℃ of conditions, or process and amount to 4 hours under 37 ℃ of conditions respectively by distilled water and organic solution, all can realize increasing the purpose of β-pleated sheet.The present embodiment adopts be distilled water with after organic solution is mixed under 37 ℃ of conditions the processing scheme of 4 hours.
Distilled water, organic solvent treatment process parameter refer to table 1.
| Solvent | Temperature | Time | |
| Modified silk 1 | Distilled water | 65℃ | Be greater than 4 hours |
| Modified silk 2 | 1% methyl alcohol | 100℃ | 6 hours |
| Modified silk 3 | 20% methyl alcohol | 37℃ | 6.5 hour |
| Modified silk 4 | 1% ethanol | 100℃ | 7 hours |
| Modified silk 5 | 20% ethanol | 37℃ | 7 hours |
| Modified silk 6 | 1% formic acid | 37℃ | 12 hours |
| Modified silk 7 | 10% formic acid | 50℃ | 10 hours |
| Modified silk 8 | 20% formaldehyde | 65℃ | 6.5 hour |
Except table 1, trifluoroacetic acid also can be realized the modification of silk.The purpose of modification is to increase the β-pleated sheet of boiled silk, and reduces its degree of crystallinity.By the modified silk of gained after above-mentioned modification, the boiled silk of same only process degumming process and infrared by Fourier transform through the modified silk of binary solution degumming process--attenuate total reflection spectrum, X-ray diffraction, solid phase nuclear magnetic resonance and ESEM compare.The modified silk of binary solution degumming process specifically refers to 10%Ca (No3) 2 methyl alcohol processes the boiled silk material, refers to " Develop a More Biodegradable/Biocompatible Hemostatic Fabric for Treatment of Bleeding Wouds " literary composition.
3 Fourier transform are infrared--attenuate total reflection spectrum
Sample is from the modified silk of embodiment 1 preparation, and fourier transform infrared spectrometry is all with adopting Bruker TENSOR 27 FT-IR spectrometers.The attenuate total reflection annex is for obtaining the wave spectrum of each fibroin of processing at solvent.All scanning all uses average 32 multiple scannings from 4000-400
-1Cm carries out.
Fibroin albumen mainly is comprised of 18 seed amino acids such as glycine, alanine, serines.Its feature amino acid, with amino (NH) and carboxyl (COOH), has ampholytes character.The conformation of fibroin albumen can be divided into Silk I and Silk II structure.Silk I structure comprises random coil and alpha-helix; Silk II structure is the antiparallel beta sheet.The fibroin albumen structure be take stable antiparallel beta sheet conformation as basis, and Silk I and Silk II conformation can be changed by changing the conditions such as temperature, solvent polarity, pH value, stress.Wherein 3435.7,1630～1655cm
-1Place is the characteristic peak at acyl ammonia I peak, 1520～1557.7 cm
-1Place is acyl ammonia II peak, 1240～1270cm
-1Place is the characteristic peak at acyl ammonia III peak, 625～695 cm
-1For the absworption peak of acyl ammonia V, 1372.6,1016.6,2894.3,3435.7,894.2 cm
-1Place's absworption peak is mainly cellulosic characteristic peak.In addition, absworption peak is at 660 cm
-1Place is mainly random coil; Absworption peak is at 1655,1546,1270,625 cm
-1Be mainly α-helixstructure; Absworption peak is at 1630,1520,1240,695 cm
-1Be mainly the beta sheet structure.
Wherein modified silk of the present invention all has 3282.4(acyl ammonia I peak with the silk by degumming process only), 1619.9(acyl ammonia I peak), 1513.9(acyl ammonia II peak), 1444.4,1222.7(acyl ammonia III peak), 617.1 cm
-1The characteristic peak at (acyl ammonia V peak), the modified silk of embodiment 1 preparation has only passed through more than the silk of degumming process 995.1,696.2 cm
-1Absworption peak.Modified silk material of the present invention and boiled silk main component are silk gum and fibroin, are mainly protein component.Albumen of the present invention is mainly the beta sheet structure.The silk that binary solution is processed is compared with boiled silk, more than 2915.3,2848.4,1463.7,1047.2,719.3 cm
-1Absworption peak, be mainly cellulosic key band, therefore the silk that binary solution is processed is fewer than the boiled silk protein component, cellulose components is many.
4 transformation hemostasis silk material X-ray diffractions
Sample is from the modified silk of embodiment 1 preparation, filament carding albumin X-x ray diffraction adopts X-ray diffractometer (the general XD-3 polycrystal X ray diffractometer of analysing the production of all purpose instrument Co., Ltd in Beijing) (copper target everywhere, λ=0.15418 nm), voltage 30～36 Kv, electric current 20～25 mA.Sweep limits is 5
o-40
o, with per minute 1
oSpeed scanned.It is large that the X-ray diffraction result is judged as diffraction peak intensity, and assorted peak is less, and degree of crystallinity is higher.The main diffraction maximum of boiled silk and modified silk of the present invention is all in the position of 2 θ=21 left and right, two little diffraction maximums (positions of 2 θ=9,2 θ=24 left and right) are also arranged in addition, and main diffraction maximum is in the position of 2 θ=21 left and right, and little diffraction maximum in 2 θ=9, the position of the 2 θ=24 left and right characteristic peak that is the β-pleated sheet lamellar structure, show that boiled silk and modified silk albumen of the present invention are mainly the beta sheet structure.
In addition, when 2 θ=21 left and right, boiled silk diffraction peak intensity maximum, assorted peak is less, and degree of crystallinity is the highest, the crystal formation perfection; When 2 θ=21 left and right, transformation silk material diffraction peak intensity of the present invention has reduction than the diffraction peak intensity of boiled silk, and a small amount of assorted peak is arranged, and shows little than boiled silk of fibroin degree of crystallinity of the present invention; Binary solution modified silk diffraction maximum almost disappears, the degree of crystallinity minimum.
The hemostasis silk material solid phase nuclear magnetic resonance of 5 transformations
Sample is from the modified silk of embodiment 1 preparation, all samples by the solid state nmr instrument (as
13C CP/MAS NMR (AVANCE III 400, Bruker, Germany) solid state nmr instrument) carry out the evaluation of secondary structure.Native protein comprises the secondary structures such as alpha-helix, beta sheet, β-corner, random coil.Wherein 16～18ppm is Ala C α, and α represents loose-screw, random coil structure.20～22ppm is Ala C β, and β is antiparallel beta sheet lamella structure.
The testing result demonstration, three kinds of antiparallel beta sheet lamella structures of processing material 20～22ppm all exist; The order that loose-screw, random coil structure are processed silk (c) by boiled silk (a), silk material of the present invention (b), binary solution (10%Ca (No3) 2 methyl alcohol) reduces gradually.170.6ppm is Gly C Atomic absorption peak in addition, and result shows that binary solution processes the silk material and compare Gly chemical shift has occurred than boiled silk, silk material of the present invention.Show the secondary structure of fibroin of the present invention or take beta sheet as main.
Show that in conjunction with above X-ray diffraction, fourier transform infrared spectrometry and solid phase nuclear magnetic resonance result 1. modification hemostasis silk (b) albumen of the present invention be mainly the beta sheet structure; But described modified silk is little than boiled silk of albumen degree of crystallinity 2.; Modified silk material of the present invention and boiled silk 3. main component are fibroin albumen.
In the present invention, boiled silk is specially only by the silk of degumming process; Modified silk, be specially after passing through degumming process, then process by organic solvent, and degree of crystallinity is high, the modified silk that β-pleated sheet increases; And the silk that binary solution is processed is specially " Develop a More Biodegradable/Biocompatible Hemostatic Fabric for Treatment of Bleeding Wouds " civilian gained silk.
6 hemostasis silk scanning of materials electron microscopic observations
Fibroin albumen content in silk accounts for 70%～80 % of silk, is the main material that develops silk.The macromolecular chain of fibroin albumen mainly is comprised of glycine (Gly, G), alanine (Ala, A) and 3 kinds of simple amino acid of serine (Ser, S), and becomes the comparatively segment of rule with series arrangement according to certain ratio.Fibroin albumen be take β-pleated sheet as basis, form the microfiber that diameter is approximately 10 nm, countless microfibers are approximately the fine fibre of 1 μ m closely in conjunction with the composition diameter, about 100 fine fibres are arranged and formed the filament that diameter is approximately 10～18 μ m, i.e. fibroin fiber along major axis.The hemostasis silk direct ESEM of material (HITACHI, S-3400N) of transformation is observed to collection of illustrative plates, and as shown in Figure 2, wherein: a is the silk rear testing result of directly coming unstuck, and phenotype is normal, and silk is cylindrical, smooth surface, evenly; B is that silk material phenotype of the present invention presents and loosely exposes thin fibril or be irregular flat; C is that binary solution (10%Ca (No3) 2-methyl alcohol) is processed testing result, and the nature shape is lost on surface, presents irregular.
The application of embodiment 2 modified silks in preparing hemostatic material
The outer coagulation experiment of 1 hemostasis silk material bodies
Pre-installing filament carding fibroin equivalent everywhere adds in test tube, add equivalent liquaemin anti-freezing rabbit blood (fibroin albumen and anti-freezing rabbit blood mass volume ratio example are 0.5%(w/v)), wherein the phenomenon of condensing just appears in 20 seconds after adding in fibroin albumen of the present invention (b), and Fig. 1 takes after adding each material in 20 minutes.Modified silk (b) has hemostasis effect preferably, and the short blood coagulation of the binary solution of American scholar (c) minute quantity, boiled silk (a) is without hemostasis effect.As shown in Figure 1, result shows that modified silk of the present invention (b) material can promote rapidly blood coagulation in vitro.
The 2 hemostasis silk material bodies scanning electron microscopic observation that condenses outward
As shown in Figure 3, (wherein: a is the silk rear testing result of directly coming unstuck equivalent respectively to be processed to silk; B is silk material tests result of the present invention; C is that binary solution (10%Ca (No3) 2-methyl alcohol) is processed) equivalent add physiological saline 2-10 doubly to dilute rabbit blood 1h after, add fixedly 2-10h of 2.5% glutaraldehyde; PBS washes 2-3 time; 35%, in 50%, 75%, 85% ethanol, respectively wash 1 time, 95% ethanol is washed 2 times; Absolute ethyl alcohol is washed 2 times; 50%, 75%, 85%, 95% tert-butyl alcohol is respectively processed 1 time; 100% tert-butyl alcohol is processed 2 times, vacuumizes, gold-plated, and ESEM (HITACHI, S-3400N) is observed.Result shows: boiled silk (a) silk is cylindrical, smooth surface, only can be in conjunction with a small amount of red blood cell.The modified silk the present invention relates to (b) phenotype present loose expose thin fibril, being irregular flat silk can be in conjunction with more red blood cell.The silk (c) of processing through binary solution (10%Ca (No3) 2-methyl alcohol) is also only in conjunction with a small amount of red blood cell.Result shows that the modified silk that the present invention processes has increased and erythrocytic binding ability greatly.
3 hemostasis silk material rat liver hemostasis model
Set up the rat liver Hemorrhage Model, the specific operation process of reference is as follows: in the rat liver wound model, use physiological saline preparation yellow Jackets to become 3% concentration, after implementing intraperitoneal injection of anesthesia with 30mg/kg dosage, the rat dorsal position, 70% ethanol disinfection belly preserved skin, open abdominal cavity and find liver, make the 10mm left and right same size surface of a wound with special mould at left lobe of liver, add rapidly equivalent (as 10～20mg) Yunnan Baiyao, each silk hemostatic material is to liver, record separately the hemostatic material bleeding stopping period, as shown in Figure 4: the Yunnan Baiyao bleeding stopping period is 70 ± 10 seconds, boiled silk (a) bleeding stopping period is 180 ± 20 seconds, transformation silk bleeding stopping period of the present invention is (b) 50 ± 10 seconds, it is 90 ± 10 seconds that binary solution (10%Ca (No3) 2 methyl alcohol) is processed silk material (c) bleeding stopping period.The liver amount of bleeding that transformation silk of the present invention (b) is processed is few than boiled silk and binary solution processing silk amount of bleeding.Result shows that transformation silk material of the present invention can promote rapidly the internal organs thrombosis, thus hemostasis rapidly.
Finally explanation is, above embodiment is only unrestricted in order to technical scheme of the present invention to be described, although by with reference to the preferred embodiments of the present invention, invention has been described, but those of ordinary skill in the art is to be understood that, can make various changes to it in the form and details, and not depart from the spirit and scope of the present invention that appended claims limits.
Claims (7)
1. the preparation method of modified silk, is characterized in that, specifically comprises the following steps:
The A degumming process
Get natural silk, with the solution that comes unstuck, natural silk is carried out to sufficient degumming process, obtain boiled silk; Described degumming process is specially: get natural silk, with the solution that comes unstuck, natural silk is carried out to sufficient degumming process, after the distillation boiling water boiling is not less than 0.5 hour, obtain boiled silk; The described solution that comes unstuck is the sodium carbonate liquor that the mass fraction anionic surfactant solution that is 0.1%-10% or mass fraction are 0.1%-10%; The mass volume ratio of described natural silk and anionic surfactant solution is counted 1:10-1:1000 with g/ml;
The B modification
The organic solvent that is 1-20% by steps A gained boiled silk water and/or volume fraction is processed and is not less than 4 hours under 37-100 ℃ of condition, obtains modified silk; Described organic solvent is any in formic acid and formaldehyde and trifluoroacetic acid.
2. the preparation method of modified silk according to claim 1, is characterized in that, the modified silk of gained after step B modification is clean with water rinse, and room temperature is dried or 37 ℃ of oven dry naturally, obtains modified silk.
3. the preparation method of modified silk according to claim 1, is characterized in that, anion surfactant described in steps A is lauryl sodium sulfate or the soap that mass fraction is 0.25%.
4. the preparation method of modified silk according to claim 3, is characterized in that, the temperature of described sodium carbonate liquor is 90-100 ℃;
5. the preparation method of modified silk according to claim 3, is characterized in that, in step B, the solution of modification is the organic solvent that water or volume fraction are 10%.
6. the preparation method of modified silk according to claim 1, is characterized in that, in step B, the temperature of modification is 65 ℃.
7. the modified silk that the described preparation method of claim 1-6 any one makes.
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| CN103497240A (en) * | 2013-06-21 | 2014-01-08 | 浙江理工大学 | Preparation method of a silk fibroin peptide powder hemostatic material |
| CN106729959A (en) * | 2016-12-13 | 2017-05-31 | 宁波芸生纺织品科技有限公司 | A kind of fibroin fiber antiseptic dressing and preparation method thereof |
| CN107163261B (en) * | 2017-05-04 | 2019-12-06 | 苏州大学 | Silk fibroin emulsion droplet and preparation method thereof |
| CN108385383A (en) * | 2018-02-07 | 2018-08-10 | 嘉兴市桑田新材料科技有限公司 | A kind of silk is scouringed and bleaching degumming tech |
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| CN1546183A (en) * | 2003-12-17 | 2004-11-17 | 北京理工大学 | Method for improving anticoagulant capability of silk and other macromolecule materials |
| CN1583836A (en) * | 2004-05-27 | 2005-02-23 | 复旦大学 | Preparation of porous sericin sponge material |
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| EP0920875A1 (en) * | 1997-06-18 | 1999-06-09 | JAPAN as repr. by DIR. GENERAL of NATIONAL INST. OF SERICULTURAL & ENTOMOLOGICAL SCIENCE MINISTRY OF AGR, FORESTRY & FISHERI | Wound covering material containing silk fibroin and silk sericin as the main components and process for producing the same |
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| CN1546183A (en) * | 2003-12-17 | 2004-11-17 | 北京理工大学 | Method for improving anticoagulant capability of silk and other macromolecule materials |
| CN1583836A (en) * | 2004-05-27 | 2005-02-23 | 复旦大学 | Preparation of porous sericin sponge material |
Non-Patent Citations (3)
| Title |
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| Develop a More Biodegradable/Biocompatible Hemostatic Fabric for Treatment of Bleeding Wounds;Maria Ina;《NCSU LIBRARIES》;20100402;摘要 * |
| Maria Ina.Develop a More Biodegradable/Biocompatible Hemostatic Fabric for Treatment of Bleeding Wounds.《NCSU LIBRARIES》.2010, |
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