CN109806182A - A kind of composition and its preparation method and application containing hyaluronic acid and amino acid - Google Patents
A kind of composition and its preparation method and application containing hyaluronic acid and amino acid Download PDFInfo
- Publication number
- CN109806182A CN109806182A CN201910196216.2A CN201910196216A CN109806182A CN 109806182 A CN109806182 A CN 109806182A CN 201910196216 A CN201910196216 A CN 201910196216A CN 109806182 A CN109806182 A CN 109806182A
- Authority
- CN
- China
- Prior art keywords
- hyaluronic acid
- amino acid
- acid
- composition
- weight
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Landscapes
- Cosmetics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The present invention provides a kind of composition and its preparation method and application containing hyaluronic acid and amino acid, the composition includes hyaluronic acid, basic amino acid and the sulphite or bisulfites that molecular weight is 50,000~2,500,000 dalton, relative to 100 parts by weight of composition, above-mentioned hyaluronic acid is 0.1~5 parts by weight, and above-mentioned basic amino acid is 0.03~7 parts by weight.Composition of the invention and preparation method thereof can largely alleviate solution or the gel unstability that viscosity drastically reduces due to heating containing hyaluronic acid and amino acid by the way that sulphite or bisulfites is added.
Description
Technical field
The present invention relates to hyaluronic acid technical fields, are related specifically to the field of the composition of hyaluronic acid and amino acid.
Background technique
Hyaluronic acid is glued by the macromolecular acidity that D-Glucose aldehydic acid and N-acetylglucosamine dissacharide units form
Polysaccharide is called sodium hyaluronate, it is distributed widely in partes corporis humani position, such as articular cartilage, crystalline lens, dermal layer of the skin tissue,
The hyaluronic acid contained in middle skin accounts for more than half of total hyaluronic acid in human body.With the growth in man-year age, human skin
Interior hyaluronic acid contents are gradually decreasing, and the reduction of hyaluronic acid enables skin gradually lose elasticity, enable pachylosis unglazed.Due to
It can be supplemented without species specificity, the missing of endogenous hyaluronic acid by exogenous hyaluronic acid.Due to hyaluronic acid
Natural water-retaining property, lubricity, viscoplasticity the effects of, make it beauty and skin care, medical cosmetology, medicine and other fields be widely applied.
Amino acid is the general designation of a kind of organic compound containing amino and carboxyl, it is to constitute bioprotein and with raw
The related most basic substance of life activity is the basic unit for constituting protein molecule in vivo, living with the life of biology
Dynamic to have close relationship, it has special physiological function in vivo, is one of indispensable nutritional ingredient in organism.
What natural amino acid had now been found that has more than 300 kinds, and the amino acid that wherein needed by human body is wanted is divided into essential amino acid there are about 22 kinds
(human body itself can not synthesize) and nonessential amino acid.
With advancing age or be commonly exposed to skin under sunlight and become aging and relaxation, it is final present wrinkle increase,
It is dry matt, and cutis laxa and mainly fewer and fewer being drawn by what collagen in skin and elastin laminin became phenomena such as collapse
It rises, and the principal monomer for synthesizing collagen and elastin laminin is amino acid.So in recent years, people are more and more by ammonia
Base acid is introduced into medicine skin care, in beauty product, by approach such as the smearing of skin surface, sprinkling, skin corium injections by ammonia
Base acid is for field of improving looks.Amino acid is as the basic unit for constituting protein and the material base of metabolism, also extensively
It is general to be used for food, medicine trade.
As the hyaluronic acid of the natural water conservation factor and the composition for the amino acid that nutrition can be provided to skin in cosmetics
Exploitation in it is very common, but find that the composition of hyaluronic acid and amino acid is unstable in our test, especially
After the solution or gel of this composition are heated, viscosity is drastically reduced.For this unstable phenomenon, by consulting non-patent
Document 1 and structural analysis, reason may be: hyaluronan molecule is polyanionic compound, contains one in each disaccharide
A carboxyl can react in the solution with cationic compound.Amino acid especially basic amino acid, as lysine, arginine,
Histidine, it contains, and there are two amino, and under solution state, two amino and hyaluronan molecule of amino acid are interior or intermolecular
Two carboxyls are attached by ionic bond, but ionic bond is so stable unlike covalent bond, are easy to disconnect, so amino acid adds
Enter into hyaluronic acid solution, by hyaluronan molecule, original orderly molecules align order is broken in the solution, destroys
Bright matter acid tertiary structure in the solution is reduced from the viscosity for macroscopically, being exactly solution, and heating can be such that this phenomenon aggravates.
So hyaluronic acid and amino acid are unstable under solution or gel state.
When the solution or gel of hyaluronic acid and combination of amino acids preparation are for micro-shapings sides such as medicine skin care, beauty fillings
When face, it is desirable that the rheological property of product is stablized, and cannot change with the variation of the factors such as temperature or time, while also needing this
Product keeps certain viscosity, and therefore, it is necessary to develop a kind of stable composition containing hyaluronic acid and amino acid.
Existing technical literature
Non-patent literature
Non-patent literature 1:Chytil M.Trojan M.Kovalenko A.Study on mutual
interactions and electronic structures of hyaluronan with Lysine,6-
Aminocaproic acid and Arginine[J].Carbohydrate Polymers.2016.142:8-15.
Summary of the invention
The object of the present invention is to provide a kind of composition and preparation method and application containing hyaluronic acid and amino acid, this
Kind combination can alleviate hyaluronic acid and the degree that viscosity reduces when being heated after combination of amino acids, make the rheological properties of the composition
Matter is more stable.
To achieve the above object, the present invention adopts the following technical scheme that.
1. a kind of composition containing hyaluronic acid and amino acid, which is characterized in that comprising molecular weight be 50,000~2,500,000
Hyaluronic acid, basic amino acid and the sulphite or bisulfites that you pause,
Relative to 100 parts by weight of composition,
The hyaluronic acid is 0.1~5 parts by weight,
The basic amino acid is 0.03~7 parts by weight.
2. the composition according to item 1 containing hyaluronic acid and amino acid, which is characterized in that the basic amino acid choosing
From histidine, lysine, and/or arginine, wherein the basic amino acid is preferably the alkali of its hydrochloride or sulphate form
Acidic amino acid.
3. the composition according to item 1 or 2 containing hyaluronic acid and amino acid, which is characterized in that relative to composition
100 parts by weight,
The lysine is 0.01~2 parts by weight,
The histidine is 0.01~2 parts by weight,
And the arginine is 0.01~3 parts by weight.
4. the composition according to any one of item 1~3 containing hyaluronic acid and amino acid, which is characterized in that described
Composition also includes proline, and the proline is 0.01~3 parts by weight.
5. the composition according to any one of item 1~4 containing hyaluronic acid and amino acid, which is characterized in that described
Hyaluronic acid and all mass ratio of the amino acid are 0.1~12.5:1, the hyaluronic acid and the sulphite or Asia
The mass ratio of disulfate is 1~30:1.
6. the composition according to any one of item 1~5 containing hyaluronic acid and amino acid, which is characterized in that also contain
There are at least one of glycerol, phosphate-buffered salt and sodium chloride.
7. the composition according to any one of item 1~6 containing hyaluronic acid and amino acid, which is characterized in that described
Hyaluronic acid is at least one in the derivative selected from hyaluronic acid metal salt, cross-linking hyaluronic acid polymer or hyaluronic acid
Kind.
8. the composition according to item 7 containing hyaluronic acid and amino acid, which is characterized in that the hyaluronic acid metal
Salt is alkali metal salt, alkali salt or the zinc salt of hyaluronic acid.It is used when cross-linking hyaluronic acid polymer formation
Crosslinking agent is BDDE, DVS, sodium trimetaphosphate, PEGDGE or glutaraldehyde, and the derivative of the hyaluronic acid is acetylation hyalomitome
Sour sodium.
9. the composition according to any one of item 1~8 containing hyaluronic acid and amino acid, which is characterized in that described
Sulphite or bisulfites are alkali metal salt, alkali salt or zinc salt.
10. the composition according to any one of item 1~9 containing hyaluronic acid and amino acid, which is characterized in that it is used
In cosmetics, skin filling or field of food.
11. a kind of preparation method of the composition containing hyaluronic acid and amino acid, is used to manufacture any one of item 1~11
The composition containing hyaluronic acid and amino acid, the preparation method are characterised by comprising following steps:
Step 1: weighing 0.1~5 parts by weight of hyaluronic acid, 0.03~7 weight of basic amino acid of 50,000~2,500,000 dalton
Part is measured, the stirring and dissolving into water is added；With
Step 2: and then 0.05~2 parts by weight of sulphite or bisulfites are added, stirring and dissolving is obtained containing transparent
The composition of matter acid and amino acid.
Step 3: and then use 1M hydrochloric acid solution or 1M sodium hydroxide solution tune pH value to 6.0~8.0.
12. the preparation method of the composition containing hyaluronic acid and amino acid according to item 11, which is characterized in that in step
In rapid 1,0.01~2 parts by weight of lysine hydrochloride, 0.01~2 parts by weight of histidine monohydrochloride, 0.01~3 weight of R-gene are added
Measure part.
13. the preparation method of the composition containing hyaluronic acid and amino acid according to item 11 or 12, which is characterized in that
In step 1, the proline of 0.01~3 parts by weight is added.
14. the preparation method of the composition containing hyaluronic acid and amino acid according to item 11 or 12, which is characterized in that
It further include filtering and/or sterilization steps.
15. the preparation method of the composition containing hyaluronic acid and amino acid according to item 11 or 12, which is characterized in that
Make the hyaluronic acid and all 0.1~12.5:1 of mass ratio of the amino acid in step 1；Make in step 2 described transparent
The mass ratio of matter acid and the sulphite or bisulfites is 1~30:1.
16. the preparation method of the composition containing hyaluronic acid and amino acid according to item 11 or 12, which is characterized in that
Further include the steps that at least one of glycerol, phosphate-buffered salt and sodium chloride is added.
17. the preparation method of the composition containing hyaluronic acid and amino acid according to item 11 or 12, which is characterized in that
The hyaluronic acid be the derivative selected from hyaluronic acid metal salt, cross-linking hyaluronic acid polymer or hyaluronic acid at least
It is a kind of.
18. the preparation method of the composition containing hyaluronic acid and amino acid according to item 17, which is characterized in that described
Hyaluronic acid metal salt is alkali metal salt, alkali salt or the zinc salt of hyaluronic acid.The cross-linking hyaluronic acid polymer shape
At when used crosslinking agent be BDDE, DVS, sodium trimetaphosphate, PEGDGE or glutaraldehyde, the derivative of the hyaluronic acid is
Acetylation Sodium Hyaluronate.
19. the preparation method of the composition containing hyaluronic acid and amino acid according to item 11 or 12, which is characterized in that
The sulphite or bisulfites are alkali metal salt, alkali salt or zinc salt.
20. the preparation method of the composition containing hyaluronic acid and amino acid according to item 11 or 12, which is characterized in that
The concentration of hyaluronic acid in the composition described in composition obtained containing hyaluronic acid and amino acid be 0.1w/v%~
5w/v%.
21. the preparation method of the composition containing hyaluronic acid and amino acid according to item 11 or 12, which is characterized in that
The pH value of solution or gel is 6.0~8.0 in step 3.
22. a kind of cosmetics, containing described in any one of item 1~10 containing hyaluronic acid and amino acid composition or
The composition containing hyaluronic acid and amino acid that person's preparation method as described in any one of item 11~21 obtains.
23. a kind of dermal filler contains the combination described in any one of item 1~10 containing hyaluronic acid and amino acid
The composition containing hyaluronic acid and amino acid that object or the preparation method as described in any one of item 11~21 obtain.
24. a kind of food, containing described in any one of item 1~10 containing hyaluronic acid and amino acid composition or
The composition containing hyaluronic acid and amino acid that the preparation method as described in any one of item 11~21 obtains.
25. containing the composition described in any one of item 1~10 containing hyaluronic acid and amino acid or by item 11~21
Any one of described in the obtained composition containing hyaluronic acid and amino acid of preparation method preparing the purposes in cosmetics.
26. containing the composition described in any one of item 1~10 containing hyaluronic acid and amino acid or by item 12~21
Any one of described in the obtained composition containing hyaluronic acid and amino acid of preparation method preparing the use in dermal filler
On the way.
27. containing the composition described in any one of item 1~10 containing hyaluronic acid and amino acid or by item 11~21
Any one of described in purposes of the obtained composition containing hyaluronic acid and amino acid of preparation method in manufacture food.
The present invention is to provide the preparation method of a kind of hyaluronic acid and the new composition and the composition of amino acid, this hair
It is bright to have the beneficial effect that this composition alleviate the viscosity of hyaluronic acid and amino acid and reduce, particularly viscosity when heated
Reduced degree keeps the rheological property of the composition more stable, and has the value actually utilized.
The specific embodiment of invention
The present invention will be described in detail below.
Composition provided by the invention containing hyaluronic acid and amino acid, which is characterized in that comprising molecular weight be 50,000~
Hyaluronic acid, basic amino acid and the sulphite or bisulfites of 2500000 dalton, relative to 100 weight of composition
Part, above-mentioned hyaluronic acid is 0.1~5 parts by weight, and above-mentioned basic amino acid is 0.03~7 parts by weight.
By the group for containing hyaluronic acid, basic amino acid and sulphite or bisulfites with above-mentioned parts by weight
Object is closed, hyaluronic acid and the amino acid degree that viscosity reduces when heated can be alleviated, keep the rheological property of the composition steady
It is fixed.
Amino acid in the present invention, is not particularly limited, and can be natural amino acid, is also possible to unnatural amino acid,
When the amino acid in the present invention includes basic amino acid, such as when lysine, arginine, histidine, hyaluronic acid and amino acid
Solution or gel it is more unstable, i.e., reduce can be especially violent for viscosity after the heating.
Hyaluronic acid in the present invention is not particularly limited, and the molecular weight of hyaluronic acid is 50,000~2,500,000 dalton.Point
Son amount size is affected to the bioactivity of HA, and the HA of different molecular weight ranges shows completely different physiologic function.
(Mr > 1 × 10 HA of high molecular weight6Dalton) due to preferable viscoplasticity, moisture retention, inhibition inflammatory reaction, lubrication etc.
Function can be applied to high-end cosmetic industry, ophthalmologic operation adhered elastomer and intra-articular injection therapy.The HA of intermediate molecular weight
(between 1 × 105-106Dalton) there is good moisture retention, lubrication and medicament slow release effect, it can be widely used for cosmetics, drop
Ocular fluid, skin burn concrescence and post-operation adhesion preventing.It is living to show very strong biology by the HA and oligomerization hyaluronic acid of low molecular weight
Property, have the effects that inhibit tumour diffusion, promote wound healing, promote bone and angiogenesis, immunological regulation, and is easy to penetrate into
In corium, the activator of immunocyte, cell factor.Therefore, micromolecule hyaluronic acid is in health care of food, cosmetics and clinic
Medical field has broad application prospects.In Cosmetic Manufacture, macromolecular hyaluronic acid (molecular weight ranges 1.8 × 106~
2.2×106Dalton) one layer of ventilative film can be formed in skin surface, it is wet to make skin smooth, and can obstruct external thin
The intrusion of bacterium, dust, ultraviolet light protects the skin from infringement；Middle molecular weight hyaluronic acid (molecular weight ranges 1 × 106~1.8 ×
106Dalton) it can be with compact skin, permanent moisturizing；Micromolecule hyaluronic acid (molecular weight ranges 4 × 105~1 × 106Dalton)
Corium can be penetrated into, there is mild dilation capillary, increases blood circulation, improves intermediate supersession, skin-nourishing absorption is promoted to make
With having the function of stronger wrinkle-chasing, skin elasticity, delay skin aging can be increased.In pharmaceuticals production, macromolecular hyalomitome
Acid is mobile to cell, be proliferated, differentiation and phagocytic function have inhibiting effect, and micromolecule hyaluronic acid then has facilitation.Hyalomitome
Acid can be used as filling out for the operation on joint such as viscoelastic agent, Osteoarthritis and the rheumatoid arthritis of ophthalmology artificial lens implant surgery
Agent is filled, is widely applied in eye drops as medium, prevention of postoperative adhesion is also used to and promotes the healing of skin wound.Hyalomitome
Acid reacts the compound to be formed with other medicines and plays slow releasing function to drug, can reach the purpose of orientation and time controlled released.?
In food production, oral hyaluronic acid increases intracorporal content, can supplement the deficiency of hyaluronic acid in human body.Hyaluronic acid is logical
It crosses digestion, absorb, skin moisturizing can be made smooth, soft and flexible；Delaying sanility prevents arthritis, artery sclerosis, arteries and veins
The generation for the illnesss such as disorder and encephalatrophy of fighting.
Hyaluronic acid can be in the derivative selected from hyaluronic acid metal salt, cross-linking hyaluronic acid polymer or hyaluronic acid
At least one.Above-mentioned hyaluronic acid metal salt is preferably the alkali metal salt, alkali salt or zinc salt of hyaluronic acid.It is above-mentioned
Used crosslinking agent is preferably BDDE, DVS, sodium trimetaphosphate, PEGDGE or glutaraldehyde when the formation of bright matter acid cross-linked polymer,
The derivative of above-mentioned hyaluronic acid is preferably acetylation Sodium Hyaluronate or thiolated hyaluronic acid.
Sulphite or bisulfites in the present invention are not particularly limited, preferably alkali metal salt, alkali salt
Or zinc salt.In the prior art, sulphite is usually as antioxidant and antibacterial agent, and sulphite be it is a kind of very early i.e.
Worldwide widely used food additives can be used as food bleaching agent, preservative；It can inhibit non-enzymatic browning and enzymatic
Brown stain prevents food brown stain, makes the unlikely blacking of fruit, moreover it is possible to prevent fresh shrimp from generating blackspot；In acid medium, still extremely have
The antibacterial agent of effect.And the present invention unexpectedly invention by the composition containing hyaluronic acid and amino acid add sulphite or
When bisulfites, particularly its alkali metal salt, alkali salt or zinc salt, the viscosity drop of the composition can be effectively prevented
Viscosity after low, particularly heating reduces phenomenon.
In a specific embodiment, basic amino acid of the invention is selected from histidine, lysine, and/or smart ammonia
Acid, wherein above-mentioned basic amino acid is preferably the basic amino acid of its hydrochloride or sulphate form.
In one preferred embodiment, basic amino acid is lysine, histidine and arginine, wherein relative to
100 parts by weight of composition, above-mentioned lysine are 0.01~2 parts by weight, and above-mentioned histidine is 0.01~2 parts by weight and above-mentioned
Arginine is 0.01~3 parts by weight.
It in a specific embodiment, also include dried meat ammonia in the composition of the invention containing hyaluronic acid and amino acid
Acid.
In one preferred embodiment, above-mentioned transparent in the composition of the invention containing hyaluronic acid and amino acid
The sour mass ratio with all above-mentioned amino acid of matter is 0.1~12.5:1, preferably 0.2~5:1；Above-mentioned hyaluronic acid and above-mentioned Asia
The mass ratio of sulfate or bisulfites is 1~30:1, preferably 10~20:1.By containing hyalomitome with above-mentioned mass ratio
Acid, amino acid and sulphite or bisulfites, can further alleviate hyaluronic acid and amino acid viscosity when heated
Reduced degree keeps the rheological property of the composition more stable.
In a specific embodiment, the composition of the invention containing hyaluronic acid and amino acid also contain glycerol,
At least one of phosphate-buffered salt and sodium chloride.Thus composition of the invention can be preferably applied to cosmetics, skin is filled out
It fills, the fields such as joint injection or food.
In a specific embodiment, the composition of the invention containing hyaluronic acid and amino acid can be used for making up
The fields such as product, skin filling, joint injection or food.
The preparation method of composition provided by the present invention containing hyaluronic acid and amino acid comprising following steps:
Step 1: weighing 0.1~5 parts by weight of hyaluronic acid, 0.03~7 weight of basic amino acid of 50,000~2,500,000 dalton
Part is measured, the stirring and dissolving into water is added；With
Step 2: and then 0.05~2 parts by weight of sulphite or bisulfites are added, stirring and dissolving is obtained containing transparent
The composition of matter acid and amino acid；
Step 3: and then use 1M hydrochloric acid solution or 1M sodium hydroxide solution tune pH value to 6.0~8.0.
By adding hyaluronic acid, amino acid and sulphite or Asia with the ratio limited in preparation method of the invention
Disulfate can prepare the stability preferably composition containing hyaluronic acid and amino acid.
In a specific embodiment, preparation method of the invention further includes filtering and/or sterilization steps.Wherein,
The mode of sterilizing is not particularly limited, preferably heat sterilization, such as in 121 DEG C of 8~15min of sterilizing.It is practical thus, it is possible to obtain
The higher product containing hyaluronic acid and amino acid of property.
In a specific embodiment, in step 1, in step 1,0.01~2 weight of lysine hydrochloride is added
Part, 0.01~2 parts by weight of histidine monohydrochloride, 0.01~3 parts by weight of R-gene.
In a specific embodiment, in step 1, the proline of 0.01~3 parts by weight is added.
In one preferred embodiment, in the step 1 of preparation method of the invention, make above-mentioned hyaluronic acid with it is above-mentioned
The mass ratio of amino acid is 0.1~12.5:1, preferably 0.2~5:1；In step 2, make above-mentioned hyaluronic acid and above-mentioned sulfurous acid
The mass ratio of salt or bisulfites is 1~30:1, preferably 10~20:1.By with above-mentioned mass ratio contain hyaluronic acid,
Amino acid and sulphite or bisulfites, can further alleviate hyaluronic acid and amino acid viscosity when heated reduces
Degree, keep the rheological property of the composition more stable.
In one preferred embodiment, in the composition being made into above-mentioned hyaluronic acid concentration be 0.1w/v%~
5w/v%.Thereby, it is possible to keep the rheological property of composition more stable, and keep composition of the invention more practical.
In one preferred embodiment, the pH value of solution or gel is preferably 6.5~7.5 in step 3.
In addition, the present invention also provides a kind of containing the composition of the invention containing hyaluronic acid and amino acid or by this hair
Cosmetics, dermal filler, the joint injection for the composition containing hyaluronic acid and amino acid that bright above-mentioned preparation method obtains
Agent and food etc..Wherein, cosmetics are not particularly limited as long as the cosmetics containing hyaluronic acid and amino acid, Ke Yiwei
Solution shape, gel, paste, white shape, solid-like etc..As long as dermal filler is filled out containing the skin of hyaluronic acid and amino acid
Agent is filled just to be not particularly limited, such as are as follows: solution, gel.As long as pass of the joint injection agent containing hyaluronic acid and amino acid
Section injection is just not particularly limited, such as are as follows: gel.Food does not have as long as the food containing hyaluronic acid and amino acid
It is particularly limited to, such as are as follows: solution, gel, solid.
The present invention has chosen given hyaluronic acid and combination of amino acids solution or gel rubber system, and by such
Sodium sulfite or sodium hydrogensulfite are added in combination solution or gel rubber system can be relieved the system because of viscosity caused by heating sharply
The phenomenon that reduction.
It is configured to solution or gel rubber system using the composition of the invention containing hyaluronic acid and amino acid, even across more
After secondary freeze thawing treatment, the physical characteristics such as appearance, pH value, viscosity do not occur significantly to change.Using of the invention containing transparent
The composition of matter acid and amino acid is configured to solution or gel rubber system, even across place for a long time its appearance, viscosity, pH value, with
And rheological property etc. does not occur significantly to change.
Following embodiment of the invention is only used to illustrate realization a specific embodiment of the invention, these embodiments cannot
It is not understood as limitation of the present invention.It is other it is any change made by without departing from the spirit and principles of the present invention,
Modification, combination, simplifies substitution, is accordingly to be regarded as equivalent substitute mode, falls within the scope and spirit of the invention.
Embodiment
Experimental method used in following embodiments is such as conventional method without particular/special requirement.
Material as used in the following examples, reagent etc., are commercially available unless otherwise specified.
Embodiment 1
Weighing 5g Sodium Hyaluronate, (molecular weight is 5 × 104Da), 0.1g lysine hydrochloride, 0.1g histidine monohydrochloride, 0.2g
R-gene, 0.5g sodium sulfite, until stirring is complete to dissolving in 100mL purified water.
By the sample of embodiment 1 1M hydrochloric acid solution or 1M sodium hydroxide solution tune pH to 6.5~7.5；It is subsequently placed in 25
Constant temperature 1h in DEG C constant temperature water bath, uses its dynamic viscosity of rotary viscosity design determining；Sample is sterilized (121 DEG C, 8min) again, is gone out
Bacterium is completed, and sample constant temperature measures its dynamic viscosity to 25 DEG C again.Calculate the percentage that viscosity reduces after sterilizing.
Embodiment 2
Weighing 2g Sodium Hyaluronate, (molecular weight is 50 × 104Da), 0.1g lysine hydrochloride, 0.1g histidine monohydrochloride,
0.1g R-gene, 0.2g proline, 0.5g sodium hydrogensulfite, until stirring is complete to dissolving in 100mL purified water.
Dynamic viscosity is measured with embodiment 1.
Embodiment 3
Weighing 0.5g Sodium Hyaluronate, (molecular weight is 250 × 104Da), 2g lysine hydrochloride, 2g histidine monohydrochloride, 1g salt
Sour arginine, 1.0g sodium sulfite, until stirring is complete to dissolving in 100mL purified water.
Dynamic viscosity is measured with embodiment 1.
Embodiment 4
Weighing 1.5g Sodium Hyaluronate, (molecular weight is 100 × 104Da), 0.05g lysine hydrochloride, 0.08g hydrochloric acid group ammonia
Acid, 0.12g R-gene, 0.5g sodium sulfite, until stirring is complete to dissolving in 100mL purified water.
Dynamic viscosity is measured with embodiment 1.
Embodiment 5
Weighing 1.2g zinc hyaluronate, (molecular weight is 60 × 104Da), 0.5g lysine hydrochloride, 0.5g histidine monohydrochloride,
0.2g R-gene, 0.1g sodium sulfite, until stirring is complete to dissolving in 100mL purified water.
Dynamic viscosity is measured with embodiment 1.
Embodiment 6
Weighing 1.0g acetylation hyaluronic acid, (molecular weight is 5 × 104Da), 0.02g lysine hydrochloride, 0.02g hydrochloric acid group
Propylhomoserin, 0.06g R-gene, 0.05g sodium sulfite, until stirring is complete to dissolving in 100mL purified water.
Dynamic viscosity is measured with embodiment 1.
(sodium sulfite is not added) in comparative example 1
Weighing 5g Sodium Hyaluronate, (molecular weight is 5 × 104Da), 0.1g lysine hydrochloride, 0.1g histidine monohydrochloride, 0.2g
R-gene, until stirring is complete to dissolving in 100mL purified water.
Dynamic viscosity is measured with embodiment 1.
Comparative example 2
Weighing 5g Sodium Hyaluronate, (molecular weight is 5 × 104Da), 0.1g lysine hydrochloride, 0.1g histidine monohydrochloride, 0.2g
R-gene, 0.1g sodium chloride, until stirring is complete to dissolving in 100mL purified water.
Dynamic viscosity is measured with embodiment 1.
2 sample of table sterilizing front and back viscosity and viscosity change situation
Compared by embodiment and comparative example in table 2 it is found that in hyaluronic acid and combination of amino acids solution or gel rubber system
Sodium sulfite is added or sodium hydrogensulfite can be relieved the phenomenon that system is drastically reduced because of heating viscosity.
Embodiment 8
Facial treatment essence liquid is prepared by table 3-a, is 6.5~7.5 with 1M salt acid for adjusting pH value, viscous liquid is obtained by filtration,
By freezing-thawing test (3 circulations, every 1 circulation includes: at -20~0 DEG C 2 days at 2 days, 40 DEG C), its appearance, viscosity, pH are investigated
Variation, freezing-thawing test the results are shown in Table 3-b.From table 3-b test data it is found that the facial treatment essence liquid is after freeze thawing 3 times circulations, outside
Sight, pH value, viscosity are basically unchanged.
The facial treatment essence liquid of table 3-a hyaluronic acid and combination of amino acids
Appearance, viscosity, pH value situation of change after table 3-b freezing-thawing test
| Project | Appearance | PH value | Viscosity/mPa.s |
| 0th day | Colorless viscous solution | 7.05 | 870 |
| 4th day | Colorless viscous solution | 7.03 | 850 |
| 8th day | Colorless viscous solution | 7.00 | 830 |
| 12nd day | Colorless viscous solution | 6.95 | 840 |
Embodiment 9
It is gel filled by table 4-a preparation beauty, pH value is adjusted to 6.5~7.5, is then sterilized (121 DEG C, 12min), this is solidifying
Glue places 5 days, 10 days, appearance, viscosity, pH value situation of change such as table 4-b, from stability data it is found that the gel at 60 DEG C
It places 10 days appearances, viscosity, pH value at 60 DEG C to be basically unchanged, rheological property is more stable.Corium can be filled in the gel
Layer, hyaluronic acid provide moisture for skin corium, enable skin more water tender, and amino acid is that the synthesis of collagen and elastin laminin mentions
For raw material, after skin synthesizes new collagen and elastin laminin, skin just can more high resilience, more aobvious rejuvenation state.
The combined gels of table 4-a hyaluronic acid and amino acid
5 days, 10 days appearances, viscosity, pH value situation of change are placed at 60 DEG C of table 4-b
Embodiment 10
Solution is prepared by table 5-a, solution ph is adjusted to 6.0~7.0, is obtained after filtering (5 μm of filter membranes).This solution is 60
5 days, 10 days, appearance, viscosity, pH value situation of change such as table 5-b, from stability data it is found that the solution is at 60 DEG C are placed at DEG C
Lower placement 10 days appearances, viscosity, pH value are basically unchanged, and rheological property is more stable.Zinc hyaluronate as macromolecular polysaccharide,
It can be formed about layer protecting film in stomach lining, have the function of renovating tummy mucous membrane damage, while the amino acid added in solution
Amino acid supplements are provided to need to mend food amino acid crowd.
The combination solution of table 5-a hyaluronic acid and amino acid
| Component | Content/% |
| Zinc hyaluronate (Mw:1 × 106Da) | 0.5 |
| Lysine hydrochloride | 0.05 |
| R-gene | 0.02 |
| Histidine monohydrochloride | 0.02 |
| Tryptophan | 0.05 |
| Valine | 0.06 |
| Sodium hydrogensulfite | 0.2 |
| Potassium sorbate | 0.04 |
| Purified water | To 100 |
5 days, 10 days appearances, viscosity, pH value situation of change are placed at 60 DEG C of table 5-b
| Project | Appearance | PH value | Viscosity/mPa.s |
| 0 day | Colorless and transparent thick liquid | 6.00 | 850 |
| 5 days | Colorless and transparent thick liquid | 6.05 | 900 |
| 10 days | Colorless and transparent thick liquid | 6.06 | 860 |
Claims (10)
1. a kind of composition containing hyaluronic acid and amino acid, which is characterized in that comprising molecular weight be 50,000~2,500,000 dalton
Hyaluronic acid, basic amino acid and sulphite or bisulfites,
Relative to 100 parts by weight of composition,
The hyaluronic acid is 0.1~5 parts by weight,
The basic amino acid is 0.03~7 parts by weight.
2. the composition according to claim 1 containing hyaluronic acid and amino acid, which is characterized in that the basic amino acid
Selected from histidine, lysine, and/or arginine, wherein the basic amino acid is preferably its hydrochloride or sulphate form
Basic amino acid.
3. the composition according to claim 1 or 2 containing hyaluronic acid and amino acid, which is characterized in that relative to combination
100 parts by weight of object,
The lysine is 0.01~2 parts by weight,
The histidine is 0.01~2 parts by weight,
And the arginine is 0.01~3 parts by weight.
4. the composition described in any one of claim 1 to 3 containing hyaluronic acid and amino acid, which is characterized in that institute
Stating composition also includes proline, and the proline is 0.01~3 parts by weight.
5. the composition according to any one of claims 1 to 4 containing hyaluronic acid and amino acid, which is characterized in that institute
State hyaluronic acid and all the mass ratio of the amino acid be 0.1~12.5:1, the hyaluronic acid and the sulphite or
The mass ratio of bisulfites is 1~30:1.
6. the composition according to any one of claims 1 to 5 containing hyaluronic acid and amino acid, which is characterized in that also
Contain at least one of glycerol, phosphate-buffered salt and sodium chloride.
7. the composition described according to claim 1~any one of 6 containing hyaluronic acid and amino acid, which is characterized in that institute
Stating hyaluronic acid is at least one in the derivative selected from hyaluronic acid metal salt, cross-linking hyaluronic acid polymer or hyaluronic acid
Kind.
8. the composition according to claim 7 containing hyaluronic acid and amino acid, which is characterized in that the gold hyaluronic acid
Belong to alkali metal salt, alkali salt or the zinc salt that salt is hyaluronic acid.It is used when cross-linking hyaluronic acid polymer formation
Crosslinking agent be BDDE, DVS, sodium trimetaphosphate, PEGDGE or glutaraldehyde, the derivative of the hyaluronic acid is that acetylation is transparent
Matter acid sodium.
9. the composition described according to claim 1~any one of 8 containing hyaluronic acid and amino acid, which is characterized in that institute
It states sulphite or bisulfites is alkali metal salt, alkali salt or zinc salt.
10. the composition described according to claim 1~any one of 9 containing hyaluronic acid and amino acid, which is characterized in that its
For cosmetics, skin filling or field of food.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910196216.2A CN109806182B (en) | 2019-03-15 | 2019-03-15 | Composition containing hyaluronic acid and amino acid and preparation method and application thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910196216.2A CN109806182B (en) | 2019-03-15 | 2019-03-15 | Composition containing hyaluronic acid and amino acid and preparation method and application thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN109806182A true CN109806182A (en) | 2019-05-28 |
| CN109806182B CN109806182B (en) | 2022-02-11 |
Family
ID=66609086
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201910196216.2A Active CN109806182B (en) | 2019-03-15 | 2019-03-15 | Composition containing hyaluronic acid and amino acid and preparation method and application thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN109806182B (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110339398A (en) * | 2019-07-18 | 2019-10-18 | 王月玲 | One kind Amvisc containing amino acid and preparation method thereof |
| CN111297727A (en) * | 2019-12-25 | 2020-06-19 | 华熙生物科技股份有限公司 | Beautifying and plasticizing treatment composition and application thereof |
| CN112007048A (en) * | 2019-05-30 | 2020-12-01 | 财团法人工业技术研究院 | Biomedical composition for caring and/or maintaining skin and delaying and/or inhibiting skin aging and application thereof |
| CN114787199A (en) * | 2019-12-19 | 2022-07-22 | 克罗马药品有限责任公司 | Thiol-modified hyaluronic acid and hydrogel comprising cross-linked hyaluronic acid |
| CN114845726A (en) * | 2019-10-22 | 2022-08-02 | 国际保健科学有限责任公司 | Composition for treating epithelial lesions |
Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2002326918A (en) * | 2001-05-01 | 2002-11-15 | Dhc Co | Bleaching cosmetic |
| CN101257888A (en) * | 2005-09-05 | 2008-09-03 | 株式会社资生堂 | Sun-shading cosmetics |
| CN102871882A (en) * | 2012-10-12 | 2013-01-16 | 苏州谷力生物科技有限公司 | Hair dyeing remover |
| CN103417463A (en) * | 2013-08-09 | 2013-12-04 | 广州市博卡利生物科技有限公司 | High-permeability emulsification mask |
| US20160243259A1 (en) * | 2013-09-13 | 2016-08-25 | Moderna Therapeutics, Inc. | Polynucleotide compositions containing amino acids |
| CN107126373A (en) * | 2017-05-14 | 2017-09-05 | 佛山文森特知识产权服务有限公司 | A kind of pik woods physical sunscreen emulsion |
| US10076479B1 (en) * | 2018-05-08 | 2018-09-18 | Avon Products, Inc. | Methods for treating skin |
-
2019
- 2019-03-15 CN CN201910196216.2A patent/CN109806182B/en active Active
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2002326918A (en) * | 2001-05-01 | 2002-11-15 | Dhc Co | Bleaching cosmetic |
| CN101257888A (en) * | 2005-09-05 | 2008-09-03 | 株式会社资生堂 | Sun-shading cosmetics |
| CN102871882A (en) * | 2012-10-12 | 2013-01-16 | 苏州谷力生物科技有限公司 | Hair dyeing remover |
| CN103417463A (en) * | 2013-08-09 | 2013-12-04 | 广州市博卡利生物科技有限公司 | High-permeability emulsification mask |
| US20160243259A1 (en) * | 2013-09-13 | 2016-08-25 | Moderna Therapeutics, Inc. | Polynucleotide compositions containing amino acids |
| CN107126373A (en) * | 2017-05-14 | 2017-09-05 | 佛山文森特知识产权服务有限公司 | A kind of pik woods physical sunscreen emulsion |
| US10076479B1 (en) * | 2018-05-08 | 2018-09-18 | Avon Products, Inc. | Methods for treating skin |
Non-Patent Citations (3)
| Title |
|---|
| MEHDI TRIKI: "Storage stability of low-fat sodium reduced fresh merguez sausage prepared with", 《MEAT SCIENCE》 * |
| 华熙生物科技股份有限公司: "Aqualuna润致臻活驻颜动能素", 《国产非特殊用途化妆品备案服务平台》 * |
| 杨先会: "库拉索芦荟凝胶汁的稳定性研究", 《食品科技》 * |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112007048A (en) * | 2019-05-30 | 2020-12-01 | 财团法人工业技术研究院 | Biomedical composition for caring and/or maintaining skin and delaying and/or inhibiting skin aging and application thereof |
| US11246822B2 (en) | 2019-05-30 | 2022-02-15 | Industrial Technology Research Institute | Biomedical composition for skin care and/or maintenance and delaying and/or inhibiting skin aging and the use thereof |
| CN110339398A (en) * | 2019-07-18 | 2019-10-18 | 王月玲 | One kind Amvisc containing amino acid and preparation method thereof |
| CN114845726A (en) * | 2019-10-22 | 2022-08-02 | 国际保健科学有限责任公司 | Composition for treating epithelial lesions |
| CN114845726B (en) * | 2019-10-22 | 2023-10-31 | 比奥法尔玛有限责任公司 | Composition for treating epithelial lesions |
| CN114787199A (en) * | 2019-12-19 | 2022-07-22 | 克罗马药品有限责任公司 | Thiol-modified hyaluronic acid and hydrogel comprising cross-linked hyaluronic acid |
| CN111297727A (en) * | 2019-12-25 | 2020-06-19 | 华熙生物科技股份有限公司 | Beautifying and plasticizing treatment composition and application thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| CN109806182B (en) | 2022-02-11 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN109806182A (en) | A kind of composition and its preparation method and application containing hyaluronic acid and amino acid | |
| KR102015676B1 (en) | Dermal filler compositions including antioxidants | |
| Ullah et al. | Applications of bacterial cellulose in food, cosmetics and drug delivery | |
| Fakhari et al. | Applications and emerging trends of hyaluronic acid in tissue engineering, as a dermal filler and in osteoarthritis treatment | |
| AU2004261752B2 (en) | Complex matrix for biomedical use | |
| KR102483607B1 (en) | Dermal filler based on crosslinked hyaluronic acid and carboxymethyl cellulose lubricant | |
| ES2935887T3 (en) | Silk and hyaluronic acid based tissue fillers and methods of using the same | |
| CA2672495C (en) | Novel injectable chitosan mixtures forming hydrogels | |
| JP2021100603A (en) | Dermal filler compositions comprising antioxidant | |
| KR101554758B1 (en) | Polysaccharide gel formulation | |
| RU2683286C2 (en) | Method for crosslift of hyaluronic acid, method for preparation of injection hydrogel, hydrogel and use thereof | |
| KR102265076B1 (en) | Dermal filler compositions | |
| US9822223B2 (en) | Method of preparing a composition based on hyaluronic acid | |
| KR20180064390A (en) | In situ cross-linkable polysaccharide compositions and uses thereof | |
| CN106137786A (en) | A kind of anti-ageing compositions of hyaluronic acid and its preparation method and application | |
| KR100828494B1 (en) | A composition of a cosmetic essense and the method of prepating it for improvenent of wrinkle | |
| CN110339398A (en) | One kind Amvisc containing amino acid and preparation method thereof | |
| CN107189119A (en) | A kind of preparation method and applications of compound sodium hyaluronate collagen hydrogels | |
| CN110655662B (en) | Method for preparing sodium hyaluronate gel by oleuropein crosslinking and sodium hyaluronate gel | |
| US20180228703A1 (en) | Improved Hyaluronan and Modified-Hyaluronan in Biomedical Applications | |
| CN115068688A (en) | Absorbable face filling material and preparation method and application thereof | |
| US20190240379A1 (en) | Novel compositions active on adipocytes | |
| Weidmann | New hyaluronic acid filler for Subdermal and long-lasting volume restoration of the face | |
| CN113350568A (en) | Biocompatible polymer dressing based on gelatin | |
| RU2750382C1 (en) | Method for producing immobilized enzyme preparation based on collagenase, hyaluronic acid and polysaccharides modified with vinyl monomers |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant | ||
| TR01 | Transfer of patent right |
Effective date of registration: 20230627 Address after: Tianchen Avenue, Ji'nan hi tech Development Zone of Shandong Province, No. 678 250101 Patentee after: BLOOMAGE BIOTECH Co.,Ltd. Address before: No. 678, Tianchen street, high tech Zone, Jinan City, Shandong Province Patentee before: BLOOMAGE BIOTECH Co.,Ltd. Patentee before: SHANDONG BLOOMAGE HYINC BIOPHARM Corp.,Ltd. |
|
| TR01 | Transfer of patent right |