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17465-86-0

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17465-86-0 Usage

Chemical Properties

White powder or crystal

Uses

Different sources of media describe the Uses of 17465-86-0 differently. You can refer to the following data:
1. A molecule used to solublize non-polar molecules such a cholesterol for use in cell culture.
2. γ-Cyclodextrin can be used as a precursor for the synthesis of: Octakis-(2,3-di-O-methyl-6-O-carboxymethyl)-γ-cyclodextrin sodium salt (ODMCM). ODMCM is used in capillary electrophoresis as a chiral resolving agent.Water-soluble cyclodextrin thioethers derivatives for the transportation of hydrophobic drugs.
3. γ-Cyclodextrin (γ-CD), a water-soluble cyclic oligosaccharide consisting of eight α-(1,4)-linked glucopyranose subunits, can be used in a wide range of applications including:Synthesis of renewable and biocompatible metal-organic frameworks.Formation of inclusion complexes with a variety of guest molecules to increase their solubility in water and other polar solvents.Synthesis of γ-CD based nanogels and dendrimers as carriers and stabilizers for drug delivery applications.

General Description

Cyclodextrins belongs to the family of cyclic α-1,4-glucans and is made of glucose units. This molecule has a shape of a hollow cone. It possesses a hydrophilic external and hydrophobic internal surface, because of which cyclodextrins can form inclusion complexes. γ-Cyclodextrin is extensively used in food and pharmaceutical industries. Cyclodextrins are obtained by the enzymatic conversion of starch/starch derivatives by cyclodextrin glycosyltransferase.

Flammability and Explosibility

Nonflammable

Pharmaceutical Applications

Cyclodextrins are ‘bucketlike’ or ‘conelike’ toroid molecules, with a rigid structure and a central cavity, the size of which varies according to the cyclodextrin type. The internal surface of the cavity is hydrophobic and the outside of the torus is hydrophilic; this is due to the arrangement of hydroxyl groups within the molecule. This arrangement permits the cyclodextrin to accommodate a guest molecule within the cavity, forming an inclusion complex.Cyclodextrins may be used to form inclusion complexes with a variety of drug molecules, resulting primarily in improvements to dissolution and bioavailability owing to enhanced solubility and improved chemical and physical stability.Cyclodextrin inclusion complexes have also been used to mask the unpleasant taste of active materials and to convert a liquid substance into a solid material. γ-cyclodextrin has the largest cavity and can be used to form inclusion complexes with large molecules;it has low toxicity and enhanced water solubility. In parenteral formulations, cyclodextrins have been used to produce stable and soluble preparations of drugs that would otherwise have been formulated using a nonaqueous solvent. In eye drop formulations, cyclodextrins form water-soluble complexes with lipophilic drugs such as corticosteroids. They have been shown to increase the water solubility of the drug; to enhance drug absorption into the eye; to improve aqueous stability; and to reduce local irritation.Cyclodextrins have also been used in the formulation of solutions,suppositories, and cosmetics.

Safety

Cyclodextrins are starch derivatives and are mainly used in oral and parenteral pharmaceutical formulations. They are also used in topical and ophthalmic formulations. Cyclodextrins are also used in cosmetics and food products, and are generally regarded as essentially nontoxic and nonirritant materials. However, when administered parenterally, β-cyclodextrin is not metabolized but accumulates in the kidneys as insoluble cholesterol complexes, resulting in severe nephrotoxicity. Cyclodextrin administered orally is metabolized by microflora in the colon, forming the metabolites maltodextrin, maltose, and glucose; these are themselves further metabolized before being finally excreted as carbon dioxide and water. Although a study published in 1957 suggested that orally administered cyclodextrins were highly toxic, more recent animal toxicity studies in rats and dogs have shown this not to be the case, and cyclodextrins are now approved for use in food products and orally administered pharmaceuticals in a number of countries. Cyclodextrins are not irritant to the skin and eyes, or upon inhalation. There is also no evidence to suggest that cyclodextrins are mutagenic or teratogenic. γ-Cyclodextrin LD50 (rat, IP): 4.6 g/kg LD50 (rat ,IV): 4.0 g/kg LD50 (rat, oral): 8.0 g/kg

Check Digit Verification of cas no

The CAS Registry Mumber 17465-86-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,7,4,6 and 5 respectively; the second part has 2 digits, 8 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 17465-86:
(7*1)+(6*7)+(5*4)+(4*6)+(3*5)+(2*8)+(1*6)=130
130 % 10 = 0
So 17465-86-0 is a valid CAS Registry Number.
InChI:InChI=1/C48H80O40/c49-1-9-33-17(57)25(65)41(73-9)82-34-10(2-50)75-43(27(67)19(34)59)84-36-12(4-52)77-45(29(69)21(36)61)86-38-14(6-54)79-47(31(71)23(38)63)88-40-16(8-56)80-48(32(72)24(40)64)87-39-15(7-55)78-46(30(70)22(39)62)85-37-13(5-53)76-44(28(68)20(37)60)83-35-11(3-51)74-42(81-33)26(66)18(35)58/h9-72H,1-8H2/t9-,10-,11-,12-,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23-,24-,25-,26-,27-,28-,29-,30-,31-,32-,33-,34-,35-,36-,37-,38-,39-,40-,41-,42-,43-,44-,45-,46-,47-,48-/m1/s1

17465-86-0 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (C0869)  γ-Cyclodextrin  >99.0%(HPLC)

  • 17465-86-0

  • 5g

  • 480.00CNY

  • Detail
  • TCI America

  • (C0869)  γ-Cyclodextrin  >99.0%(HPLC)

  • 17465-86-0

  • 25g

  • 1,280.00CNY

  • Detail
  • TCI America

  • (C0869)  γ-Cyclodextrin  >99.0%(HPLC)

  • 17465-86-0

  • 100g

  • 3,890.00CNY

  • Detail
  • Sigma

  • (C4892)  γ-Cyclodextrin  ≥98%

  • 17465-86-0

  • C4892-1G

  • 3,309.93CNY

  • Detail
  • Sigma

  • (C4892)  γ-Cyclodextrin  ≥98%

  • 17465-86-0

  • C4892-5G

  • 12,671.10CNY

  • Detail
  • Sigma-Aldrich

  • (G0150000)  Gammacyclodextrin  

  • 17465-86-0

  • G0150000

  • 1,880.19CNY

  • Detail
  • USP

  • (1154591)  GammaCyclodextrin  United States Pharmacopeia (USP) Reference Standard

  • 17465-86-0

  • 1154591-200MG

  • 4,326.66CNY

  • Detail

17465-86-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name γ-cyclodextrin

1.2 Other means of identification

Product number -
Other names cyclomaltooctaose

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. CBI
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:17465-86-0 SDS

17465-86-0Relevant articles and documents

Synthesis and supramolecular properties of regioisomers of mononaphthylallyl derivatives of v-cyclodextrin

Bláhová, Markéta,Filippov, Sergey K.,Ková?ik, Lubomír,Horsky, Ji?í,Hybelbauerová, Simona,Syrová, Zdenka,K?í?ek, Tomá?,Jind?ich, Jind?ich

, p. 2509 - 2520 (2017)

Monosubstituted derivatives of γ-cyclodextrin (γ-CD) are suitable building blocks for supramolecular polymers, and can also serve as precursors for the synthesis of other regioselectively monosubstituted γ-CD derivatives. We prepared a set of monosubstituted 2I-O-, 3I-O-, and 6I-O-(3-(naphthalen-2-yl)prop-2-en-1-yl) derivatives of γ-CD using two different methods. A key step of the first synthetic procedure is a cross-metathesis between previously described regioisomers of mono-O-allyl derivatives of γ-CD and 2-vinylnaphthalene which gives yields of about 16-25% (2-5% starting from γ-CD). To increase the overall yields, we have developed another method, based on a direct alkylation of γ-CD with 3-(naphthalen-2-yl)allyl chloride as the alkylating reagent. Highly regioselective reaction conditions, which differ for each regioisomer in a used base, gave the monosubstituted isomers in yields between 12-19%. Supramolecular properties of these derivatives were studied by DLS, ITC, NMR, and Cryo-TEM.

A novel cyclodextrin glucanotransferase from alkaliphilic Bacillus pseudalcaliphilus 20RF: Purification and properties

Atanasova, Nikolina,Kitayska, Tsvetina,Bojadjieva, Ivanka,Yankov, Dragomir,Tonkova, Alexandra

, p. 116 - 122 (2011)

A new cyclodextrin glucanotransferase (CGTase, EC 2.4.1.19) from the obligated alkaliphile Bacillus pseudalcaliphilus 20RF, isolated from Bulgarian soils, was purified up to 18-fold by ultrafiltration and starch adsorption with a recovery of 63% activity. The enzyme was a monomer with a molecular weight 70 kDa estimated by SDS-PAGE. The CGTase exhibited two pH optima at pH 6.0 and 9.0 and was optimally active at 60 °C. The enzyme could be effectively used for conversion of raw starch into cyclodextrins (CDs) in a wide pH range, from 5.0 to 10.0 and temperatures 60-70 °C. The enzyme was more heat resistant after its pretreatment in alkaline pH 9.0 at high temperatures 65-70 °C, than at pH 6.0 under the same reaction conditions. The CGTase showed a significant stability in the presence of 15 mM various metal ions and reagents after 30 min incubation at 25 °C. The purified CGTase could be used for an efficient cyclodextrin production without any additives which is of an industrial interest. The achieved high conversion of an insoluble raw commercial corn starch into cyclodextrins (47%) with production of only two types of cyclodextrins, β- and γ-CD (80%:20%) in alkaline pH 9.0, makes B. pseudalcaliphilus 20RF CGTase industrially desired for cyclodextrin manufacture.

Altered product specificity of a cyclodextrin glycosyltransferase by molecular imprinting with cyclomaltododecaose

Kaulpiboon, Jarunee,Pongsawasdi, Piamsook,Zimmermann, Wolfgang

experimental part, p. 480 - 485 (2011/12/02)

Cyclodextrin glycosyltransferases (CGTases), members of glycoside hydrolase family 13, catalyze the conversion of amylose to cyclodextrins (CDs), circular α-(1,4)-linked glucopyranose oligosaccharides of different ring sizes. The CD containing 12 α-D-gluc

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