CN109610180A - A method of improving wool keratin enzymatic modification efficiency - Google Patents
A method of improving wool keratin enzymatic modification efficiency Download PDFInfo
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- CN109610180A CN109610180A CN201811452561.XA CN201811452561A CN109610180A CN 109610180 A CN109610180 A CN 109610180A CN 201811452561 A CN201811452561 A CN 201811452561A CN 109610180 A CN109610180 A CN 109610180A
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- wool
- keratin
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- wool keratin
- amination
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M16/00—Biochemical treatment of fibres, threads, yarns, fabrics, or fibrous goods made from such materials, e.g. enzymatic
- D06M16/003—Biochemical treatment of fibres, threads, yarns, fabrics, or fibrous goods made from such materials, e.g. enzymatic with enzymes or microorganisms
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M11/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising
- D06M11/51—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with sulfur, selenium, tellurium, polonium or compounds thereof
- D06M11/54—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with sulfur, selenium, tellurium, polonium or compounds thereof with sulfur dioxide; with sulfurous acid or its salts
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/325—Amines
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
- D06M2101/02—Natural fibres, other than mineral fibres
- D06M2101/10—Animal fibres
- D06M2101/12—Keratin fibres or silk
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- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Biochemistry (AREA)
- Microbiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Chemical Or Physical Treatment Of Fibers (AREA)
Abstract
The invention discloses a kind of methods for improving wool keratin enzymatic modification efficiency, belong to the biochemical modified technical field of textile material.The characteristics of being intended to using in wool keratin structure rich in disulfide bond, the sulfydryl formed by reduction occurs click chemistry with propargylamine and reacts, amino is introduced into keratin structure, increases the quantity of TGase enzymatic reaction action site, improves the modified efficiency of wool keratin enzymatic.Operation of the present invention reaction efficiency is high, nontoxic, easy to control, and does not have very strong practical value because the problems such as byproduct residue, environmental pollution and fabric strength damage caused by chemically reacting side reaction.
Description
Technical field
The present invention relates to a kind of methods for improving wool keratin enzymatic modification efficiency, belong to the biochemical modified skill of textile material
Art field.
Background technique
Wool is not only play an important role in textile industry as basic raw material, very wide in regrown material field also purposes.
As textile material wool product there is it is some itself the shortcomings that, such as easy felting, it is difficult to nurse, dyeability is poor, easily
And the regrown materiaves containing wool keratin such as mildew must also carry out appropriate modification and can apply.Wool and its keratin regeneration
Material usually utilizes reactive group-COOH ,-NH contained in wool keratin2It is modified, however changes Deng by chemical method
Reaction process is learned to need using a large amount of chemical reagent, and severe reaction conditions, it is larger to the damage of wool fiber；This outer chemical
The residual and discharge of reagent have inevitable toxic side effect, and easily cause serious pollution to environment.
Exist currently, being modified using biological enzyme to wool and its associated materials and being able to solve above-mentioned chemical method
The problem of chemical agent residue and discharge, the modified by biological enzyme method of wool and its associated materials are that utilization can act on wool angle
The enzyme preparation of albumen, if proteases on wool keratin is hydrolyzed, to assign wool fabric good felt proofing, and can
Improve the dyeability of wool.However there is the problems such as reaction is difficult to control, enzyme effect specificity is poor in protease use process, because
And easily cause the excessive damage of wool.
Glutamine transaminage (TGase) can or intramolecular intermolecular with catalytic proteins, protein and contain primary amine groups
The transferase of covalent bond is formed between the compound of group, the amino acid of wool keratin forms (content of glutamic acid 14%, lysine
Content 2.8%) make it theoretically and can be used as the substrate specificity of TGase.Result of study in recent years shows that TGase can be repaired
Again because of chemistry or the strength damage of albumen enzyme pretreatment bring wool fiber, and the felting of fabric is improved to a certain extent
Property, the hydrolysis of dyeability, anti-pilling, antiprotease, hydrophily, feel etc.；Furthermore TGase can be catalyzed wool angle egg
It is white that graft reaction occurs with the active material containing primary amine group, make wool keratin material that there are the functionality such as fire-retardant, antibacterial
Matter.However lysine content is not high in the solid state of wool fiber and wool keratin, so that the TGase enzymatic of wool changes
Property is inefficient.
Summary of the invention
It efficiently, is simply reacted using sulfydryl click chemistry at angle technical problem to be solved by the invention is to provide a kind of
Amino is introduced in albumen, the method for improving wool keratin TGase enzymatic modification efficiency.
In order to solve the above technical problems, the disulfide bond that the present invention utilizes wool keratin to be rich in, forms sulfydryl after reduction, it should
Sulfydryl can be occurred the property that click chemistry reacts with alkynes or alkene and be introduced in wool keratin structure using propargylamine as reactant
Amino, thus the efficiency of wool and its associated materials TGase enzymatic modification.
To achieve the goals above, the technical solution of the present invention is as follows: a kind of improve wool using the reaction of sulfydryl click chemistry
The method of keratin enzymatic modification efficiency, the disulfide bond reduction in wool keratin is formed sulfydryl by the method, with ynamine
Conjunction object is reactant, and click chemistry occurs with sulfydryl and reacts, amino can be introduced in wool keratin structure, improves TGase
The efficiency of enzymatic modification.
In one embodiment of the invention, the disulfide bond reduction by wool keratin is formed used in sulfydryl
Reducing agent is any solvable reducing agent.
In one embodiment of the invention, the reducing agent is sodium hydrogensulfite, sodium sulfite, mercaptoethanol or half
Any one of cystine.
In one embodiment of the invention, the ynamine compound is propargylamine.
In one embodiment of the invention, the click chemistry reaction is occurred under the action of photoinitiator.
In one embodiment of the invention, when raw material be wool when, the method specifically includes the following steps:
(1) wool is amination modified: the wool after weighing degreasing, immerses the reducing agent aqueous solution containing 15-25mg/L
In, bath raio 1:30-1:50 after pre-processing 0.5-1h in 60-70 DEG C of water bath condition, then presses 40-60 μ L/100mgWoolIt is added
Photoinitiator 10-20 μ L is added in propargylamine, and initiation power is 80-90kJ, reacts 1-2h, passes through after the wool after reaction is taken out
Water washing dries to obtain amination wool；
(2) the amination wool immersion that above-mentioned steps obtain the TGase enzymatic reaction of amination wool: is contained into 20-
30U/gWoolTGase enzyme 10-50mM Tris- hydrochloric acid buffer solution in, in 37-45 DEG C of reaction 10-12h, after reaction,
It takes out wool and washes clean, drying.
In one embodiment of the invention, when raw material is the regrown material containing wool keratin, the method tool
Body the following steps are included:
(1) regrown material containing wool keratin is amination modified: weighing the regrown material containing wool keratin, immerses
In reducing agent aqueous solution containing 15-25mg/L, bath raio 1:30-1:50 pre-processes 0.5-1h in 60-70 DEG C of water bath condition
Afterwards, then by 40-60 μ L/100mgRegrown materialPropargylamine is added, photoinitiator 10-20 μ L is added, initiation power is 80-90kJ, reaction
1-2h dries to obtain amination containing wool keratin through water washing after taking out the regrown material containing wool keratin after reaction
Regrown material；
(2) the TGase enzymatic reaction of regrown material of the amination containing wool keratin: the amination that above-mentioned steps are obtained
Regrown material immersion containing wool keratin contains 20-30U/gRegrown materialTGase enzyme 10-50mM Tris- hydrochloride buffer it is molten
In liquid, in 37-45 DEG C of reaction 10-12h, after reaction, takes out regrown material and wash clean, drying.
The wool being prepared the present invention also provides the above method and the regrown material containing wool keratin, Yi Jishang
State the wool fabric or mixed goods that wool is prepared.
It is that the present invention obtains the utility model has the advantages that
The present invention is reacted by click chemistry by the way that the disulfide group in wool keratin is oxidized to sulfydryl and introduces amino,
Method to improve wool keratin glutamine transaminage enzymatic modification efficiency mentions for the bioanalysis functional modification of wool
New Research Thinking has been supplied, pretreatment appropriate is carried out to wool using physical method or chemical method with conventional method, is passed through
It destroys scale structure to compare come the method for improving the enzymatic modification effect of keratin, modified-reaction condition is simple, reactivity is strong, secondary
It reacts harmless, small to the strong influence of wool keratin material, promotes the efficiency of enzymatic modification to be obviously improved, 28% can be promoted,
With very strong practicability.
Specific embodiment
The characterization of the degree of click chemistry reaction: wool keratin is dissolved, and Ellman ' s reagent method is utilized to measure wool
The variation of sulfhydryl content in keratin can characterize the degree that click chemistry reaction occurs for wool keratin.
The efficiency of enzymatic reaction: wool enzymatic is investigated by the free ammonia content that measurement wool TGase enzymatic reaction generates
The efficiency of reaction.
Embodiment 1
(1) wool is amination modified: the wool after weighing degreasing, immerses the water-soluble of the sodium hydrogensulfite containing 25mg/L
In liquid, bath raio 1:30 adds 60 μ L/100mg of propargylamine after pre-processing 1h in 70 DEG C of water bath conditionsWool, photoinitiator
10 μ L, initiation power are 90kJ, react 2h, dry to obtain amination wool through water washing after taking-up；
Sulfhydryl content in measurement keratin: amination wool is shredded to the sodium hydrogensulfite for immersing urea containing 8M and 25mg/L
Aqueous solution, adjust pH value to 9.5 with 5mol/L sodium hydroxide reagent, be put into 90 DEG C of shaking bath pots and dissolve 6h, filter, thoroughly
It analyses, be concentrated to get keratin solution.With sulfhydryl content in Ellman ' s reagent method measurement keratin than non-modified raw wool
Keratin reduces 15.3%；
(2) wool immersion the TGase enzymatic reaction of amination wool: is contained into 30U/gWoolThe 50mMTris- salt of TGase
In acid buffering solution, in 37 DEG C of reaction 12h, after reaction, takes out wool and sufficiently wash, dry.
The concentration that ammonia is discharged when using ammonia-nitrogen measurement TGase catalysis keratin, through amination modified wool enzyme
Promote the free ammonia content that reaction generates and increases 28.2% than non-modified wool.
Embodiment 2
(1) wool is amination modified: the wool after weighing degreasing, immerses the aqueous solution of the mercaptoethanol containing 25mg/L
In, bath raio 1:50 adds 60 μ L/100mg of propargylamine after pre-processing 1h in 70 DEG C of water bath conditionsWool, 10 μ of photoinitiator
L, initiation power are 90kJ, react 2h, dry to obtain amination wool through water washing after taking-up；With the measurement of Ellman ' s reagent method
Sulfhydryl content reduces 14.5% than non-modified argali feather keratin in keratin；
(2) wool immersion the TGase enzymatic reaction of amination wool: is contained into 20U/gWoolTGase enzyme
In 50mMTris- hydrochloric acid buffer solution, in 37 DEG C of reaction 12h, after reaction, takes out wool and sufficiently wash, dry.
The concentration that ammonia is discharged when using ammonia-nitrogen measurement TGase catalysis keratin, through amination modified wool enzyme
Promote the free ammonia content that reaction generates and increases 27.0% than non-modified wool.
Embodiment 3
(1) wool is amination modified: the wool after weighing degreasing, immerses the water-soluble of the sodium hydrogensulfite containing 15mg/L
In liquid, bath raio 1:30 adds 40 μ L/100mg of propargylamine after pre-processing 0.5h in 70 DEG C of water bath conditionsWool, it is light-initiated
20 μ L of agent, initiation power are 90kJ, react 2h, dry to obtain amination wool through water washing after taking-up；With Ellman ' s reagent
Sulfhydryl content reduces 14.8% than non-modified argali feather keratin in method measurement keratin；
(2) wool the TGase enzymatic reaction of amination wool: is immersed into the 50mMTris- containing 25U/g wool TGase
In hydrochloric acid buffer solution, in 37 DEG C of reaction 12h, after reaction, takes out wool and sufficiently wash, dry.
The concentration that ammonia is discharged when using ammonia-nitrogen measurement TGase catalysis keratin, through amination modified wool enzyme
Promote the free ammonia content that reaction generates and increases 27.2% than non-modified wool.
Comparative example 1 uses other ynamines
The ynamine selected herein is N- methyl propargylamine, remaining steps and operations and embodiment 1 are identical, the sheep being prepared
The free ammonia content that hair enzymatically reacts generation does not change significantly compared with non-modified wool.
Although the present invention has been described by way of example and in terms of the preferred embodiments, it is not intended to limit the invention, any to be familiar with this skill
The people of art can do various change and modification, therefore protection model of the invention without departing from the spirit and scope of the present invention
Enclosing subject to the definition of the claims.
Claims (10)
1. a kind of method for improving wool keratin enzymatic modification efficiency, which is characterized in that the method will be in wool keratin
Disulfide bond reduction formed sulfydryl, be added ynamine compound, with sulfydryl occur click chemistry react, can be in wool keratin knot
Amino is introduced in structure, improves the efficiency of TGase enzymatic modification.
2. a kind of method for improving wool keratin enzymatic modification efficiency according to claim 1, which is characterized in that described
It is sodium hydrogensulfite, sodium sulfite, mercaptoethanol that disulfide bond reduction in wool keratin, which is formed reducing agent used in sulfydryl,
Or any one of cysteine.
3. a kind of method for improving wool keratin enzymatic modification efficiency according to claim 1 or 2, which is characterized in that
The ynamine compound is propargylamine.
4. a kind of method for improving wool keratin enzymatic modification efficiency according to claim 1 to 3, feature exist
In, when raw material be wool when, the described method comprises the following steps:
(1) wool is amination modified: the wool after weighing degreasing, immerses in the reducing agent aqueous solution containing 15-25mg/L, bath
Than adding propargylamine in 60-70 DEG C of water bath condition after pretreatment 0.5-1h for 1:30-1:50, photoinitiator 10- is added
20 μ L, initiation power are 80-90kJ, react 1-2h, dry to obtain amination sheep through water washing after the wool after reaction is taken out
Hair；
(2) the amination wool immersion that above-mentioned steps obtain the TGase enzymatic reaction of amination wool: is contained into 20-30U/gWool
TGase enzyme 10-50mM Tris- hydrochloric acid buffer solution in, in 37-45 DEG C of reaction 10-12h, after reaction, take out sheep
Hair washing is clean, dries.
5. a kind of method for improving wool keratin enzymatic modification efficiency according to claim 4, which is characterized in that described
The additional amount of propargylamine is 40-60 μ L/100mgWool。
6. a kind of method for improving wool keratin enzymatic modification efficiency according to claim 1 to 3, feature exist
In, when raw material is regrown material containing wool keratin, the method specifically includes the following steps:
(1) regrown material containing wool keratin is amination modified: weighing the regrown material containing wool keratin, immersion contains
In the reducing agent aqueous solution of 15-25mg/L, bath raio 1:30-1:50, after pre-processing 0.5-1h in 60-70 DEG C of water bath condition,
40-60 μ L/100mg is pressed againRegrown materialPropargylamine is added, photoinitiator 10-20 μ L is added, initiation power is 80-90kJ, reacts 1-
2h dries to obtain amination containing wool keratin through water washing after taking out the regrown material containing wool keratin after reaction
Regrown material；
(2) the TGase enzymatic reaction of regrown material of the amination containing wool keratin: the amination that above-mentioned steps are obtained contains sheep
The regrown material immersion of feather keratin contains 20-30U/gRegrown materialTGase enzyme 10-50mM Tris- hydrochloric acid buffer solution in,
In 37-45 DEG C of reaction 10-12h, after reaction, takes out regrown material and wash clean, drying.
7. the wool that a kind of method for improving wool keratin enzymatic modification efficiency described in claim 4 or 5 is prepared.
8. including the textile of wool as claimed in claim 7.
9. what a kind of method for improving wool keratin enzymatic modification efficiency described in claim 4 or 5 was prepared contains wool
The regrown material of keratin.
10. a kind of method of any raising wool keratin enzymatic modification efficiency of claim 1-6 is in textile field
Or the application in regrown material field.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111549087A (en) * | 2020-06-02 | 2020-08-18 | 江南大学 | Preparation method and application of high molecular weight keratin |
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| CN104404763A (en) * | 2014-12-04 | 2015-03-11 | 东华大学 | Method for preparing antistatic anti-felting wool fabric with good dyeing property |
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2018
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|---|---|---|---|---|
| JPH03213574A (en) * | 1990-01-10 | 1991-09-18 | Ajinomoto Co Inc | Modification of zootic hair fiber |
| WO2002004739A1 (en) * | 2000-07-10 | 2002-01-17 | The Nottingham Trent University | A method for enzymatic treatment of textiles such as wool |
| WO2011090428A1 (en) * | 2010-01-19 | 2011-07-28 | Organoclick Ab | Heterogeneous thiol-ene click modifications of solid polysaccharide-based materials |
| CN104372613A (en) * | 2014-09-29 | 2015-02-25 | 东华大学 | Method for providing anti-felting function for wool fabric |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111549087A (en) * | 2020-06-02 | 2020-08-18 | 江南大学 | Preparation method and application of high molecular weight keratin |
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