CN108303307A - A method of quantitatively detecting hyaluronic acid contents in skin preparation - Google Patents
A method of quantitatively detecting hyaluronic acid contents in skin preparation Download PDFInfo
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- CN108303307A CN108303307A CN201711421132.1A CN201711421132A CN108303307A CN 108303307 A CN108303307 A CN 108303307A CN 201711421132 A CN201711421132 A CN 201711421132A CN 108303307 A CN108303307 A CN 108303307A
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N1/00—Sampling; Preparing specimens for investigation
- G01N1/28—Preparing specimens for investigation including physical details of (bio-)chemical methods covered elsewhere, e.g. G01N33/50, C12Q
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- G—PHYSICS
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- G01N21/31—Investigating relative effect of material at wavelengths characteristic of specific elements or molecules, e.g. atomic absorption spectrometry
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- G—PHYSICS
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- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
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Abstract
The invention discloses a kind of methods quantitatively detecting hyaluronic acid contents in skin preparation, weigh a certain amount of sample, phase of fetching water, CTAB NaOH solution mixings are added, so that hyaluronic acid and CTAB is generated complex compound CTAB HA, is then centrifuged for, precipitation is taken fully to be dissolved with sodium chloride solution；Dissolved solution is taken again, and glucose in solutions galacturonic acid content is detected using carbazole development process, then calculates hyaluronic acid contents.This method can in exclusion system interfering substance influence, step is succinct, operation is quick, and with higher accuracy, reproducibility；Meet existing professional standard in detection process, is as a result comparable.
Description
Technical field
The invention belongs to stoichiometric detection technique fields, and in particular to a kind of quantitatively to detect hyaluronic acid in skin preparation
The method of content.
Background technology
Hyaluronic acid (Hyaluronic acid, abbreviation HA) is also known as uronic acid, and basic structure is by mono- Portugals (1 one β 1) D
The dissacharide units that uronic acid and one D of (1 one β 1) mono- acetyl group of N, mono- aminoglucoses are constituted repeatedly connect a kind of high score formed
The straight-chain glycosaminoglycans of son amount, are dissolved in water, do not dissolve in organic solvent.Due to its unique physiologically active, make it in skin preparation
The fields such as industry, clinical treatment are widely used.As common effect in cosmetics, clinical preparation and medical instrument
How efficiently, accurately ingredient detects the content of hyaluronic acid in skin preparation, the quality in control product and product development side
Face seems most important.
Currently, the method for measuring HA contents in various product mainly has：HPLC methods, colorimetric method, CTAB turbidimetrys, HA are special
Property protein-bonded HA quantification kits method and carbazole colour developing.But HPLC methods are relatively high to the purity requirement of sample, are not suitable for big
Batch measures hyaluronic acid contents in complex system, and needs dedicated hplc device, and cost is higher；Colorimetric method passes through hyalomitome
Acid generates color reaction with corresponding reagent, calculates hyaluronic acid contents according to light absorption value, but such as deposit when complicated component in system
Small molecule heteroglycan, pigment etc., removed without pretreatment, can generate interference to measurement result lead to testing result not
It is accurate；CTAB turbidimetrys pass through turbidity and hyaluronic acid using the characteristic of itself and hyaluronic acid solution specific binding precipitation
The linear dependence of concentration measures the content of hyaluronic acid, but the impermeable stimulative substance in system and the albumen in system can influence
Specificity and accuracy.HA quantification kits are mostly detected using the specific binding of antibody molecule and hyaluronic acid.Such as
Hyaluronic acid is detected using Chemiluminescence immunoassay in 104698186 A of Chinese patent CN 102692408 A and CN,
It will be combined with the immune response of high specific with highly sensitive chemical luminescent detecting technology, with high sensitivity and accurately
Property good feature, overcome the shortcomings of simple immune response repeatability is undesirable, and detection cycle is long, but such method uses antibody
The molecule synthesis of equal specific bindings is difficult and of high cost, is easily polluted the environment if using radioactive substance.
Carbazole development process detection hyaluronic acid is current the most widely used method, detects hyaluronic acid in pharmacopeia and adopts
With the method, but the poor specificity of carbazole development process.Since skin preparation is with a variety of not jljls of natural synthesis or extraction
Matter, a series of chemical mixing substance being process by production routines.Constituent differs greatly between different product, ingredient
Content is different.When directly using carbazole color developing detection, complicated ingredient in this chemical mixture, such as ingredient therein such as carbohydrate,
Glue class etc. can generate glucuronic acid and the like matter under concentrated sulfuric acid effect, be interfered to measurement result, to influence pair
The selection of ingredient when Formula Development, while the interference of complicated ingredient will certainly influence the detection to finished product quality and control.Cause
This needs to establish a kind of influence that can not only reduce impurity, but also can quickly and accurately detect the simple and feasible of hyaluronic acid contents
Method.
Invention content
It is an object of the invention to overcome the problems, such as that presently, there are provide a kind of row to measurement hyaluronic acid in skin preparation
Except the influence of interfering substance in system, operation is simple, testing result accurately detection method.
Detection method is partially completed by despumation and detection two, is included the following steps：
Step 1, it cleans
A certain amount of sample is weighed, CTAB-NaOH solution mixings are added in phase of fetching water, and hyaluronic acid and CTAB is made to generate complex compound
CTAB-HA is then centrifuged for, and precipitation is taken fully to be dissolved with sodium chloride solution;
Step 2, it detects
Dissolved solution is taken, glucose in solutions galacturonic acid content is detected using carbazole development process, then calculates hyaluronic acid
Content.
If sample is aqua or gel, dilution appropriate is carried out according to the sticky situation of sample, then adds CTAB-
NaOH solution；If sample be oil-containing emulsion, Water-In-Oil paste or oil-in-water paste, after being diluted with water, shake mixing and from
The heart isolates water phase, adds CTAB-NaOH solution.
The features of the present invention also characterized in that：
Preferably, when the sample is aqua, it is directly added into CTAB-NaOH solution；When the sample is gelling agent, dilution
CTAB-NaOH solution is added after 2-20 times；When the sample is emulsion or paste, 2-20 times of first emulsification dilution detaches water
The CTAB-NaOH solution of 2 times of water phase volume is added in phase in water phase；Wherein, CTAB concentration models in the CTAB-NaOH solution
It encloses for 12g/L ~ 27g/L, Na ion concentration is no more than 0.6 mol/L；
Preferably, a concentration of 0.2 ~ 0.35 mol/L of sodium ion in liquor after complex compound CTAB-HA is generated；
Preferably, the concentration of sodium chloride solution of dissolving precipitation is not less than 0.8mol/L；
Preferably, centrifugation rate is 4500 ~ 6000r/min.
The invention has the advantages that detection method can in exclusion system interfering substance influence, it is easy to operate
It is easy, complex device is not needed, has the method for higher accuracy and reproducibility, this method to be carried compared to CTAB in dedoping step
Follow the example of that step is succinct, operation is quick, and with higher accuracy, reproducibility；Meet existing professional standard in detection process,
As a result it is comparable, there is significant application value in terms of the finished product detection of skin preparation, process control.
Description of the drawings
Fig. 1 is the method flow diagram that the present invention quantitatively detects HA contents in skin preparation.
Specific implementation mode
It is as described below provide be the present invention specific implementation example, the present invention can further be well understood, but
It is not limitation of the invention.It should be pointed out that those of ordinary skill in the art on the basis of this innovation and creation design
On, several deformations and variation made, the obvious changes or variations thus amplified out still fall within the protection model of the present invention
It encloses.Raw material used in embodiment can be obtained by commercial sources.
A is the sample of the method for the present invention removal of impurities in following embodiment, and B is the sample for not doing removal of impurities processing.Determination data is equal
For the result being averaged in triplicate.
Embodiment 1
The method for testing HA in aqua skin preparation：
One, experimental method and process
（1）The preparation of solution and sample
Handle A：25g/L CTAB-NaOH solution：25g CTAB powder accurately is weighed, it is molten with 0.5 mol/L sodium hydroxide solutions
Solution is settled to 1L.
The preparation of sample：It weighs the water sample of 1ml, is added 2ml, 25g/L CTAB-NaOH solution, vortex mixing,
4500r/min centrifuges 10min, reject supernatant, and sediment adds 40ml 0.8mol/L NaCl solutions, and shaking is to dissolving, therefrom
Draw the measurement that 1ml solution carries out glucuronic acid.
Handle B：The water sample for weighing 1ml, does not do pre-treatment, and 1ml is taken after adding the 40 times of dilutions of 0.8mol/L NaCl solutions
Directly measure.
（2）The preparation of glucuronic acid titer series
Glucuronic acid（GA）Standard Stock solutions：100 mg glucuronic acids accurately are weighed in 100 mL volumetric flasks, add water
It is diluted to scale, is shaken up, is stored at 4 DEG C.
50 μ g/mL of GA standard solution：Precision measures 5 mL of GA standard reserving solutions, is diluted with water to 100 mL.According to the form below system
Standby glucuronic acid standard series.
| Test tube is numbered | 0 | 1 | 2 | 3 | 4 | 5 |
| GA standard solution/mL | 0 | 0.2 | 0.4 | 0.6 | 0.8 | 1.0 |
| Water/mL | 1.0 | 0.8 | 0.6 | 0.4 | 0.2 | 0 |
| GA contents/μ g/mL | 0 | 10 | 20 | 30 | 40 | 50 |
（3）The measurement of hyaluronic acid contents
Take step（2）Each 1 mL of glucuronic acid titer series and sample liquid of preparation is in test tube（Each sample does 3 and puts down
Row）, it is placed in ice-water bath, 0.025 mol/L sodium tetraborates sulfuric acid, 5 mL is added into every pipe, is uniformly mixed.It is placed in boiling water
It takes out, is cooled to room temperature after boiling 10 min in bath.0.2 mL of carbazole ethanol solution is added into each test tube, after mixing well,
It is placed in boiling water bath and boils 15 min, be cooled to room temperature.It is compareed with No. 0 pipe, uses spectrophotometer（Microplate reader）Measure 530
The light absorption value of each standard pipe and sample cell at nm.Absorbance-D glucuronic acid concentration curves are drawn with titer（The coefficient of determination,
r2≥0.995）, the concentration of sample cell glucuronic acid is checked according to the linear regression of standard curve, to calculate hyalomitome
The content of sour sodium.
（4）Experimental result
Experimental result see the table below
| Sample handling characteristics | Hyaluronic acid contents |
| Handle A | 2.42±0.04 mg/ml |
| Handle B | 11.71±0.33mg/ml |
Embodiment 2
The method for testing HA in gelling agent skin preparation：
One, experimental method and process
（1）The preparation of solution and sample
Handle A：25g/L CTAB-NaOH solution：25g CTAB powder accurately is weighed, it is molten with 0.5 mol/L sodium hydroxide solutions
Solution is settled to 1L.
The preparation of sample：The gelling agent sample of 5g is weighed, the dilution of 20g purified waters is added, shakes mixing repeatedly, takes dilution
2ml, 25g/L CTAB-NaOH solution, vortex mixing, 5000r/min centrifugation 10min, reject supernatant, precipitation is added in liquid 1ml
Object adds 8ml 0.8mol/L NaCl solutions, and shaking therefrom draws the measurement that 1ml solution carries out glucuronic acid to dissolving.
Handle B：The gelling agent sample of 5g is weighed, the dilution of 20g purified waters is added, shakes mixing repeatedly, adds 0.8mol/L
The measurement that 1ml solution carries out glucuronic acid is therefrom drawn after 8 times of dilutions of NaCl solution；
Step（2）、（3）Ibid.
（4）Experimental result
Experimental result see the table below
| Sample handling characteristics | Hyaluronic acid contents |
| Handle A | 2.72±0.12 mg/ml |
| Handle B | 10.38±0.07mg/ml |
Embodiment 3
The method for testing HA in emulsion skin preparation：
One, experimental method and process
（1）The preparation of solution and sample
Handle A：25g/L CTAB-NaOH solution：25g CTAB powder accurately is weighed, it is molten with 0.5 mol/L sodium hydroxide solutions
Solution is settled to 1L.
The preparation of sample：The emulsion sample of 5g is weighed, 45g purified waters are added and dilute, supersonic oscillations mixing,
15min is centrifuged under 3000r/min, clear liquid 1ml is removed and 2ml, 25g/L CTAB-NaOH solution, vortex mixing, 6000r/ is added
Min centrifuges 10min, reject supernatant, and sediment adds 8ml 0.8mol/L NaCl solutions, shaking therefrom to draw 1ml to dissolving
Solution carries out the measurement of glucuronic acid.
Handle B：The emulsion sample of 5g is weighed, the dilution of 45g purified waters, supersonic oscillations mixing, in 3000r/min is added
Lower centrifugation 15min after adding the 4 times of dilutions of 0.8mol/L NaCl solutions, therefrom draws the measurement that 1ml solution carries out glucuronic acid.
Step（2）、（3）Ibid.
（4）Experimental result
Experimental result see the table below
| Sample handling characteristics | Hyaluronic acid contents |
| Handle A | 2.07±0.02mg/ml |
| Handle B | 4.16±0.39mg/ml |
Embodiment 4
The method for testing HA in oil-in-water paste skin preparation：
One, experimental method and process
（1）The preparation of solution and sample
Handle A：25g/L CTAB-NaOH solution：25g CTAB powder accurately is weighed, it is molten with 0.5 mol/L sodium hydroxide solutions
Solution is settled to 1L.
The preparation of sample：The oil-in-water paste sample of 5g is weighed, 45g purified waters are added and dilute, supersonic oscillations mixing,
15min is centrifuged at 3000r/min, clear liquid 1ml is removed and 2ml, 25g/L CTAB-NaOH solution, vortex mixing, 6000r/ is added
Min centrifuges 10min, reject supernatant, and sediment adds 8ml 0.8mol/L NaCl solutions, shaking therefrom to draw 1ml to dissolving
Solution carries out the measurement of glucuronic acid.
Handle B：The emulsion sample of 5g is weighed, the dilution of 45g purified waters, supersonic oscillations mixing, in 3000r/min is added
Lower centrifugation 15min therefrom draws the measurement that 1ml solution carries out glucuronic acid after adding the 4 times of dilutions of 0.8mol/L NaCl solutions；
Step（2）、（3）Ibid.
（4）Experimental result
Experimental result see the table below
| Sample handling characteristics | Hyaluronic acid contents |
| Handle A | 1.87±0.05mg/ml |
| Handle B | 8.47±0.70mg/ml |
Embodiment 5
The method for testing HA in Water-In-Oil paste skin preparation：
One, experimental method and process
（1）The preparation of solution and sample
Handle A：25g/L CTAB-NaOH solution：25g CTAB powder accurately is weighed, it is molten with 0.5 mol/L sodium hydroxide solutions
Solution is settled to 1L.
The preparation of sample：It weighs 10 g Water-In-Oil paste samples, 10 g atoleines is added, be ground into thick, then add
Enter 10ml Tween 80s 70ml purified waters are added, are sufficiently mixed in 40 DEG C of -44 DEG C of water-baths, under 3000r/min after grinding dissolving
15min is centrifuged, clear liquid 1ml is removed and is added 2ml, 25g/L CTAB-NaOH solution, vortex mixing, 6000r/min centrifuges 10min,
Reject supernatant, sediment add 8ml 0.8mol/L NaCl solutions, and shaking therefrom draws 1ml solution and carry out glucose to dissolving
The measurement of aldehydic acid.
Handle B：It weighs 10 g Water-In-Oil paste samples, 10 g atoleines is added, be ground into thick, add 10ml
Tween 80 is added 70ml purified waters, is sufficiently mixed in 40 DEG C of -44 DEG C of water-baths, is centrifuged under 3000r/min after grinding dissolving
15min therefrom draws the measurement that 1ml lower clear liquids carry out glucuronic acid after adding the 4 times of dilutions of 0.8mol/L NaCl solutions.
Step（2）、（3）Ibid.
（4）Experimental result
Experimental result see the table below
| Sample handling characteristics | Hyaluronic acid contents |
| Handle A | 1.87±0.05mg/ml |
| Handle B | 8.47±0.70mg/ml |
Comparative example 1
Interfering substance is mainly carbohydrate and glue class in skin preparation, and routinely dosage, takes 2% trehalose, 0.3% xanthan respectively
Glue, 3% aloe extract, as test sample, removal of impurities mode according to the invention does not measure HA contents again after being handled, and not
The result directly measured that cleans is compared.
（1）The preparation of solution and sample
Handle A：25g/L CTAB-NaOH solution：25g CTAB powder accurately is weighed, it is molten with 0.6 mol/L sodium hydroxide solutions
Solution is settled to 1L.
The preparation of sample：It weighs the test sample of 1ml, is added 2ml, 25g/L CTAB-NaOH solution, vortex mixing,
4500r/min centrifuges 10min, reject supernatant, and sediment adds 40ml 0.8mol/L NaCl solutions, and shaking is to dissolving, therefrom
Draw the measurement that 1ml solution carries out glucuronic acid.
Handle B：The test sample for weighing 1ml, does not do pre-treatment, and 1ml is taken after adding the 40 times of dilutions of 0.8mol/L NaCl solutions
Directly measure.
Step（2）、（3）Ibid.
（4）Experimental result
Experimental result see the table below
By above-described embodiment, it could be assumed that, the product hyaluronic acid contents detected value handled using the method for the present invention is significantly lower than
The hyaluronic acid contents value directly detected using carbazole development process, embodiment contain aqua common in skin preparation, gel
The multiple types such as agent, emulsion, paste, Water-In-Oil paste, it is extensive to show application range of products.Simultaneously comparative example the results show that
In the solution without containing hyaluronic acid, the hyalomitome of very high concentration is but detected without the test sample of removal of impurities processing
Acid, it is seen that carbazole color developing detection went out is the impurity that can be developed the color with carbazole sulfuric acid.And pass through pretreated containing mixture solution
The content of carbazole color developing detection hyaluronic acid is almost 0, is illustrated containing mixture solution after pretreatment, almost can be by shadow in sample
Ring the impurity removal of carbazole color developing detection hyaluronic acid.Therefore, hyaluronic acid contents are measured using the method for the present invention processing sample,
As a result more reliable linear more preferable.
Claims (5)
1. a kind of method quantitatively detecting hyaluronic acid contents in skin preparation, which is characterized in that include the following steps：
Step 1, it cleans
A certain amount of sample is weighed, CTAB-NaOH solution mixings are added in phase of fetching water, and hyaluronic acid and CTAB is made to generate complex compound
CTAB-HA is then centrifuged for, and precipitation is taken fully to be dissolved with sodium chloride solution；
Wherein, if sample is aqua or gel, dilution appropriate is carried out according to the sticky situation of sample, then adds CTAB-
NaOH solution；If sample be oil-containing emulsion, Water-In-Oil paste or oil-in-water paste, after being diluted with water, shake mixing and from
The heart isolates water phase, adds CTAB-NaOH solution；
Step 2, it detects
Dissolved solution is taken, glucose in solutions galacturonic acid content is detected using carbazole development process, then calculates hyaluronic acid
Content.
2. the method according to claim 1 for quantitatively detecting hyaluronic acid contents in skin preparation, which is characterized in that work as institute
State sample be aqua when, be directly added into CTAB-NaOH solution；When the sample is gelling agent, added after 2-20 times of dilution
CTAB-NaOH solution；When the sample is emulsion or paste, 2-20 times of first emulsification dilution detaches water phase, is added in water phase
The CTAB-NaOH solution of 2 times of water phase volume；Wherein, CTAB concentration ranges are 12g/L ~ 27g/ in the CTAB-NaOH solution
L, Na ion concentration are no more than 0.6 mol/L.
3. the method according to claim 2 for quantitatively detecting hyaluronic acid contents in skin preparation, which is characterized in that generate
A concentration of 0.2 ~ 0.35 mol/L of sodium ion in liquor after the complex compound CTAB-HA.
4. the method according to claim 1 for quantitatively detecting hyaluronic acid contents in skin preparation, which is characterized in that step
The concentration of sodium chloride solution of the 1 dissolving precipitation is not less than 0.8mol/L.
5. the method according to claim 1 for quantitatively detecting hyaluronic acid contents in skin preparation, which is characterized in that described
Centrifugation rate is 4500 ~ 6000r/min.
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Cited By (5)
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|---|---|---|---|---|
| CN109580428A (en) * | 2018-12-26 | 2019-04-05 | 华熙福瑞达生物医药有限公司 | A kind of method of hyaluronan molecule amount in simplicity Accurate Determining solution |
| CN112697561A (en) * | 2020-12-08 | 2021-04-23 | 烟台正海生物科技股份有限公司 | Sample pretreatment method for determining content of sodium hyaluronate in electrospinning membrane material |
| CN112945946A (en) * | 2021-01-27 | 2021-06-11 | 青岛琛蓝海洋生物工程有限公司 | Method for measuring hyaluronic acid gel in-vitro enzyme degradation rate |
| JP2021147446A (en) * | 2020-03-17 | 2021-09-27 | 日清食品ホールディングス株式会社 | Method for preparing hyaluronic acid and method for detecting hyaluronic acid, and kit therefor |
| CN113917011A (en) * | 2021-09-29 | 2022-01-11 | 泉州海关综合技术服务中心 | Detection method of sodium hyaluronate content and application thereof |
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Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109580428A (en) * | 2018-12-26 | 2019-04-05 | 华熙福瑞达生物医药有限公司 | A kind of method of hyaluronan molecule amount in simplicity Accurate Determining solution |
| JP2021147446A (en) * | 2020-03-17 | 2021-09-27 | 日清食品ホールディングス株式会社 | Method for preparing hyaluronic acid and method for detecting hyaluronic acid, and kit therefor |
| JP7370909B2 (en) | 2020-03-17 | 2023-10-30 | 日清食品ホールディングス株式会社 | Method for preparing hyaluronic acid, method for detecting hyaluronic acid, and kits thereof |
| CN112697561A (en) * | 2020-12-08 | 2021-04-23 | 烟台正海生物科技股份有限公司 | Sample pretreatment method for determining content of sodium hyaluronate in electrospinning membrane material |
| CN112945946A (en) * | 2021-01-27 | 2021-06-11 | 青岛琛蓝海洋生物工程有限公司 | Method for measuring hyaluronic acid gel in-vitro enzyme degradation rate |
| CN113917011A (en) * | 2021-09-29 | 2022-01-11 | 泉州海关综合技术服务中心 | Detection method of sodium hyaluronate content and application thereof |
| CN113917011B (en) * | 2021-09-29 | 2024-07-02 | 泉州海关综合技术服务中心 | Sodium hyaluronate content detection method and application thereof |
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Application publication date: 20180720 |