beta-cyclodextrin
beta-cyclodextrin
CAS: 7585-39-9;68168-23-0
Molecular Formula: C42H70O35
beta-cyclodextrin - Names and Identifiers
| Name | beta-cyclodextrin |
| Synonyms | betadex B-Cyclodextrin Beta cyclodextrin BETA BYCLODEXTRIN beta-cyclodextrin cycloheptapentylose Schardinger β-Dextrin b-Cyclodextrin (1.02127) SCHARDINGER BETA-DEXTRIN beta-Cyclodextrin hydrate B-cyclodextrin crystalline B-cyclodextrin cell culture tested 5,10,15,20,25,30,35-heptakis(hydroxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,34-tetradecaoxaoctacyclo[31.2.2.2~3,6~.2~8,11~.2~13,16~.2~18,21~.2~23,26~.2~28,31~]nonatetracontane-36,37,38,39,40,41,42,43,44,45,46,47,48,49-tetradecol (non-preferred name) (1S,3R,5R,6S,8R,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31S,33R,35R,36R,37R,38R,39R,40R,41R,42R,43R,44R,45R,46R,47R,49R)-5,10,15,20,25,30,35-heptakis(hydroxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,34-tetradecaoxaoctacyclo[31.2.2.2~3,6~.2~8,11~.2~13,16~.2~18,21~.2~23,26~.2~28,31~]nonatetracontane-36,37,38,39,40,41,42,43,44,45,46,47,48,49-tetradecol (non-preferred name) (1S,3R,5R,6S,8R,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31S,33R,35R,36R,37R,38R,39R,40R,41R,42R,43R,44R,45R,46R,47R,48R,49R)-5,10,15,20,25,30,35-heptakis(hydroxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,34-tetradecaoxaoctacyclo[31.2.2.2~3,6~.2~8,11~.2~13,16~.2~18,21~.2~23,26~.2~28,31~]nonatetracontane-36,37,38,39,40,41,42,43,44,45,46,47,48,49-tetradecol (non-preferred name) |
| CAS | 7585-39-9 68168-23-0 |
| EINECS | 231-493-2 |
| InChI | InChI=1/C42H70O35.H2O/c43-1-8-29-15(50)22(57)36(64-8)72-30-9(2-44)66-38(24(59)17(30)52)74-32-11(4-46)68-40(26(61)19(32)54)76-34-13(6-48)70-42(28(63)21(34)56)77-35-14(7-49)69-41(27(62)20(35)55)75-33-12(5-47)67-39(25(60)18(33)53)73-31-10(3-45)65-37(71-29)23(58)16(31)51;/h8-63H,1-7H2;1H2 |
beta-cyclodextrin - Physico-chemical Properties
| Molecular Formula | C42H70O35 |
| Molar Mass | 1134.99 |
| Density | 1.2296 (rough estimate) |
| Melting Point | 290-300 °C (dec.) (lit.) |
| Boling Point | 844.96°C (rough estimate) |
| Specific Rotation(α) | [α]D25 +159～+165° (c=1, H2O) (After Drying) |
| Flash Point | 908.5°C |
| Water Solubility | Soluble in water and ammonium hydroxide. |
| Solubility | Soluble in water (10 mg/ml), and 1 M NH4OH (50 mg/ml). |
| Vapor Presure | 0mmHg at 25°C |
| Appearance | White to white-like powder |
| Color | white |
| Merck | 14,2718 |
| BRN | 78623 |
| pKa | 11.73±0.70(Predicted) |
| PH | 5.0-8.0 (1% in solution, Ph Eur) |
| Storage Condition | room temp |
| Stability | Stable. Incompatible with strong oxidizing agents. |
| Refractive Index | 1.7500 (estimate) |
| MDL | MFCD00078139 |
| Physical and Chemical Properties | appearance white crystal powder |
| Use | Widely used in the separation of organic compounds and for organic synthesis, also used as pharmaceutical excipients, food additives |
beta-cyclodextrin - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R20 - Harmful by inhalation |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S24/25 - Avoid contact with skin and eyes. |
| WGK Germany | 2 |
| RTECS | GU2293000 |
| TSCA | Yes |
| HS Code | 29400000 |
beta-cyclodextrin - Nature
Open Data Verified Data
White Crystal or crystalline powder, odorless. Taste sweet, sweetness and sucrose. Soluble in water, at 25 deg lOOmL water solubility of 1. 85g, insoluble in methanol.
Last Update：2024-01-02 23:10:35
beta-cyclodextrin - Preparation Method
Open Data Verified Data
with amylose as raw material, under the action of cyclodextrin glucose translocase, low viscosity starch was formed, and then converted into dextrin under certain conditions, and then concentrated and crystallized, then decolorized and recrystallized.
Last Update：2022-01-01 10:10:29
beta-cyclodextrin - Standard
Authoritative Data Verified Data
This product is a cyclic oligosaccharide in which 7 glucose is bound by a-l, 4-glycosidic bonds, which is produced by the action of cyclodextrin glucosyltransferase on starch. Calculated as dry product, including (C6H1DOs) 7 should be 98.0% ~ 102.0%.
Last Update：2024-01-02 23:10:35
beta-cyclodextrin - Trait
Authoritative Data Verified Data
- This product is white crystal or crystalline powder; Odorless, slightly sweet taste.
- This product is slightly soluble in water, and almost insoluble in methanol, ethanol, acetone or ether.
specific rotation
take this product, weigh it precisely, add water to dissolve and quantitatively dilute it into a solution containing about 10 mg per lm l, and determine it according to law (General rule 0621), the specific rotation was 159 ° to 164 °.
Last Update：2022-01-01 11:24:36
beta-cyclodextrin - Introduction
There are holes in the molecular ring structure, the inner diameter of the holes is 0-7~0-8nm, and various organic substances can generate embedded compounds.
Last Update：2022-10-16 17:28:27
beta-cyclodextrin - Use
Open Data Verified Data
used as stabilizer, emulsifier, thickener. It is used to eliminate food odor, improve the stability of spices, flavors and pigments, prevent oxidative decomposition, enhance emulsifying ability and moisture resistance, and improve the taste of food. Cyclodextrin is widely used in medicine, food, cosmetics and other fields.
Last Update：2022-01-01 10:10:29
beta-cyclodextrin - Differential diagnosis
Authoritative Data Verified Data
- take about 0.2g of this product, add 2ml of Iodine test solution, heat it in a water bath to dissolve it, and let it cool to produce yellow-brown precipitate.
- in the chromatogram recorded under the content determination item, the retention time of the main peak of the test solution should be consistent with the retention time of the main peak of the control solution. 6
- The infrared absorption spectrum of this product should be consistent with that of the reference product (General rule 0402).
Last Update：2022-01-01 11:24:36
beta-cyclodextrin - Exam
Authoritative Data Verified Data
absorbance of impurities
take this product about l g, precision weighing, add water 100ml to dissolve, according to UV-visible spectrophotometry (General rule 0401) determination, the absorbance in the wavelength range of 230 ~ 350nm should not exceed 0. 10, the absorbance in the wavelength range of 350 ~ 750nm should not exceed 0. 05.
pH
take 0.20g of this product, add 20ml of water to dissolve, add 0.2ml of saturated potassium chloride solution, and determine according to law (General rule 0631),p H value should be 5.0~8.0.
clarity and color of solution
take this product 0. 50g, add 50ml of water to dissolve, check according to law (General rule 0901 and general rule 0902), the solution should be clear and colorless; In case of turbidity, compare with No. 2 Turbidity standard solution (General rule 0902, first method), not more concentrated.
chloride
take this product 0. 39G, checked according to law (General rule 0801), and standard sodium chloride solution 7. O m l should not be more concentrated than the control solution (0.018%).
reducing sugar
take this product l.O g, precision weighing, add water 25ml to dissolve, Add alkaline copper tartrate test solution 40tnl, slowly boil for 3 minutes, place at room temperature overnight, filter with 4# vertical melting funnel, the precipitate was washed with warm water until the washing solution was neutral. The filtrate and washing solution were discarded, while hot with potassium permanganate titration solution (0 .0M o l/L) titration. According to the dry product, the consumption of potassium permanganate titrant (0.02 M o l/l) per L g should not exceed 3. 2ml(1 .0%).
cyclohexane
take about 0.2g of this product, precision weighing, in the top empty bottle, add the internal standard solution (take the right amount of dichloroethylene, add 20% dimethyl sulfoxide solution to make the solution containing about 0.04 in each lm l, (Ready) 10.0ml, as the test solution; Another precision weighing cyclohexane, plus internal standard solution to make about 1 l/l containing cyclohexane 0. 078mg of solution, measure 10.0ml in a top empty bottle as a control solution. According to the test of residual solvent determination (General rule 0861), the capillary column with 100% dimethylpolysiloxane as stationary liquid is used as the chromatographic column; The column temperature is 90°C; The inlet temperature is 200°C; The detector temperature is 250°C; the Headspace bottle equilibration temperature was 70°C and the equilibration time was 20 minutes. Take the reference solution into the headspace, the separation degree between the peaks of each component should be in accordance with the provisions. The test solution and the reference solution are respectively injected in the headspace, the chromatogram is recorded, and the peak area is calculated according to the internal standard method.
loss on drying
take this product, dry to constant weight at 105°C, weight loss shall not exceed 14.0% (General rule 0831).
ignition residue
The l.O g of this product shall be taken for inspection according to law (General rule 0841), and the remaining residue shall not exceed.
Heavy metals
The residue left under the item of taking the ignition residue shall not contain more than 10 parts per million of heavy metal when examined by law (General Principles 0821, Law II).
microbial limit
This product shall be taken and inspected according to law (General Principles 1105 and 1106). The total number of aerobic bacteria per l g of test product shall not exceed lOOcfu, the total number of molds and yeasts shall not exceed lOOcfu, E. Coli should not be detected.
Last Update：2022-01-01 11:24:37
beta-cyclodextrin - Content determination
Authoritative Data Verified Data
measured by high performance liquid chromatography (General 0512).
- chromatographic conditions and system suitability test a Eighteen alkyl silane-bonded silica gel was used as a filler; Water-methanol (85 : 15) was used as a mobile phase; And the measurement was performed with a differential refractive index detector. The theoretical plate number is not less than 1500 calculated as the betal cyclodextrin peak.
- determination method: take about 50mg of this product, weigh it accurately, put it in a 10ml measuring flask, add an appropriate amount of water to dissolve and dilute to the scale, shake well, and use it as a test solution, 10/xl was injected into the liquid chromatograph accurately, and the chromatogram was recorded. Another 50mg of the reference substance of betaloc cyclodextrin was measured accurately, and the same method was used for determination. According to the external standard method to calculate the peak area, that is.
Last Update：2022-01-01 11:24:38
beta-cyclodextrin - Category
Authoritative Data Verified Data
pharmaceutical excipients, packaging agents and stabilizers, etc.
Last Update：2022-01-01 11:24:38
beta-cyclodextrin - Storage
Authoritative Data Verified Data
sealed and stored in a dry place.
Last Update：2022-01-01 11:24:38
beta-cyclodextrin - Reference Information
| FEMA | 4028 | BETA-CYCLODEXTRIN |
| LogP | -9.06 |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Use | as a new type of pharmaceutical excipient, β-cyclodextrin is mainly used to increase the stability of drugs and prevent the oxidation and decomposition of drugs, it is used to improve the dissolution and bioavailability of drugs, to reduce the toxic side effects of drugs, and to mask the odor and odor of drugs. In food manufacturing, mainly used to eliminate odor, improve the stability of flavor and pigment, enhance the ability of emulsification and moisture resistance. To improve the taste of food, it is a good stabilizer and flavor agent in the pharmaceutical, food and cosmetic manufacturing industry. vitamins, spices and other embedding agents (microcapsules); Processing aids; Stabilizer. stabilizer, etc. With the elimination and masking of special odor; Improve and improve the structure of food organization; Reduce and remove the bitter taste; Antioxidant; Maintain and improve flavor and so on. Can be used to package food flavor: make it less volatile. The inclusion of natural pigments and vitamins makes it stable and soluble. Eliminate the special odor of aquatic products, animal products, dairy products, soybean products, etc. Reduce the bitter taste of coffee, cocoa, chocolate, citrus juice. Emulsifiable stabilizers for creamers, ice cream, sauces, cheese, etc. Improve the quality of instant drinks, food, etc. Manufacturing powder oil, powder wine, etc. Enhanced protein foaming. Package preservatives, enhance the effect of anti-corrosion. Orange juice added to 0.5%, heated to 90 deg C to dissolve after cooling to room temperature, can be embedded by the bitter taste caused by hesperidin and white precipitate. as emulsion stabilizer and thickener. The hydrophobic hole structure of CD-CD can contain volatile perfume, mask and eliminate the odor, improve the stability of natural pigment, and increase the solubility of insoluble substances. China's provisions can be used for soup, the maximum use of 100g/kg; In baked goods in the maximum use of 2.5g/kg. The cyclodextrin has a hole in the center of the cyclic structure, and there is an oxygen atom bound by-CH-and glucoside, which is sulfur water, glucose 2, the-OH groups at positions 3 and 6 are hydrophilic, and other molecules can be complexed into inclusions by weak van der Waals forces. Many substances can be encapsulated by cyclodextrin, including rare gases, halogen, dyes, spices, drugs, food, pesticides and preservatives. After encapsulation, the stability, volatility, solubility and reactivity were improved. This special role of cyclodextrin makes it a widely used inclusion material. 1. In the pharmaceutical industry, the use of Cyclodextrin can be formed with the drug inclusion (encapsulation), can make (1) Unstable drug stabilization;(2) deliquescence, adhesion or liquid drug powder;(3) insoluble or insoluble drug soluble (solubilization), etc. 2. Use in the pesticide industry Cyclodextrin Inclusion stabilization, some pesticides can be stored and improve the insecticidal efficacy. 3. Applications in the food industry cyclodextrins are used in the food industry and have the following functions:(1) elimination and masking of specific odors;(2) improvement and improvement of food tissue structure;(3) reduction and removal of bitter taste;(4) antioxidant effect;(5) flavor maintenance and optimization. 4. Use in daily chemical industry Cyclodextrin can also be used as emulsifier and quality improver in cosmetic manufacture. It also has a deodorizing (such as in addition to bad breath) and antiseptic effect, can be used in the manufacture of toothpaste, tooth powder. Other uses in environmental protection can be used as a kind of oily wastewater treatment agent. The aqueous solution of cyclodextrin is used to clean the oil tank, and the waste liquid can be recovered and treated to obtain fuel oil. 6. Use of Cyclodextrins in the chemical field cyclodextrins are valuable chemical reagents. When it is present, the fluorescence intensity of the fluorescent pigment will be significantly increased, so it can be used for protein, amino acid analysis; It can also be used to separate long chain organic compounds, racemates and so on. In addition, an adsorbent made of Cyclodextrin can be used as adsorption for chromatographic analysis. widely used in the field of traditional Chinese medicine preparations, it can increase the solubility of drugs, improve the stability of drugs, powdered liquid drugs, prevent volatile components from volatilization, and reduce the irritation and toxicity of drugs. It is widely used in the separation of organic compounds and organic synthesis, and also used as pharmaceutical excipients, Food Additives and Other complexing agents. Enzyme activity studies. Tissue culture agents. |
| Application | in the food industry, the food preservative, preservative slow release, improve the preservative effect, extend the shelf life of food, to improve the taste of food, in food manufacturing, mainly used to eliminate odor, improve the stability of flavor and pigment, enhance the ability of emulsification and moisture resistance. Widely used in pharmaceutical excipients industry is mainly used to increase the stability of drugs, to prevent drug oxidation and decomposition, to improve the dissolution and bioavailability of drugs, to reduce the toxic and side effects of drugs, used to mask the odor and odor of the drug. In the cosmetics industry, can prevent cosmetic whitening agent damage blood acid oxidation Browning to improve whitening effect, reduce irritation. |
| identification test | add 100ml of water to 1g of sample, mix well, then take 1ml, add 1 drop of trichlorinated alkene, shake strongly, A white precipitate should be produced. Take 1g of sample, add 100ml of water, mix well and then take 1ml on the white porcelain plate, add 1 drop of 0.02mol/L iodine solution, appear light yellow. Slightly soluble in cold water and ethanol, soluble in hot water (01042). Infrared Absorption effect of the sample dispersed in potassium bromide, only a small amount of maximum absorption wavelength appears (compared with the same dispersion of the reference standard), the wave number is also low. The retention time of the main chromatographic peak of the sample solution of high performance liquid chromatography should be similar to that of the standard solution in the chromatography of β-cyclodextrin (see the following content analysis for preparation method). |
| toxicity | ADI O ~ 5(FAO/WHO,2001). |
| usage limit | GB 2760-96(g-/kg): baked food 2.5; Soup stock 100. |
| production method | cyclodextrin was discovered by Villers in 1891, and α and β cyclodextrins were successfully separated at the beginning of this century. The discovery of bacteria producing cyclodextrin enzyme (I. E., cyclodextrin glucose translocase, abbreviated as CGT-ase) in -1973, especially the basophilic bacteria, is of great significance for the large-scale production of cyclodextrin. Using potato, corn, wheat and other processed starch as raw materials, Cyclodextrin can be obtained through the following process: starch suspension [70-80 ℃ liquefaction][60 ℃ reaction with ethanol], heat inactivation, filtration, it was concentrated and dried. amylose was used as raw material. High concentrations. Starch suspension is liquefied into low viscosity starch under the action of cyclodextrin glucose translocation enzyme (cgtase) at 80~85 ℃, it was further converted to cyclodextrin at 65 °c and pH 8.5. The reactants contained approximately 13.4% α-cd3, 7.8% β-CD, 47.3% γ-CD, and other dextrins. After concentration of the reactant, β-CD was easily crystallized due to its small solubility, and the crystals contained 99% of β-CD. The crude crystals were decolorized and recrystallized to obtain the finished product. with potato, corn, wheat and other processed starch as raw material, by an alkaline amylase (CGT-ase, B.macPmnfe) role, filtration, concentration can be obtained in the shape of the product, can also be spray dried to obtain powder products. after Starch Hydrolysis, β-cyclodextrin was purified by the action of β-cyclodextrin trans-glucanase. After separation of the β-cyclodextrin from the solvent containing the impurity compound, the solvent is steam stripped and finally purified. |
Last Update：2024-04-09 22:09:11
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