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779431

Sigma-Aldrich

γ-Cyclodextrin

produced by Wacker Chemie AG, Burghausen, Germany, ≥90.0% cyclodextrin basis (HPLC)

Synonym(s):

Cavamax® W8, gamma-Cyclodextrin, Cyclomaltooctaose, Cyclooctaamylose, Schardinger γ-Dextrin

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About This Item

Empirical Formula (Hill Notation):
C48H80O40
CAS Number:
Molecular Weight:
1297.12
Beilstein:
78740
EC Number:
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.22

grade

produced by Wacker Chemie AG, Burghausen, Germany

Quality Level

Assay

≥90.0% cyclodextrin basis (HPLC)

form

powder

loss

≤11.0% loss on drying

functional group

ether
hydroxyl

SMILES string

[H][C@]1(O[C@H](COC(C)=O)[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O)O[C@@H]2[C@@H](COC(C)=O)O[C@H](OC(C)=O)[C@H](OC(C)=O)[C@H]2OC(C)=O

InChI

1S/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

InChI key

GDSRMADSINPKSL-HSEONFRVSA-N

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General description

Gamma-cyclodextrin (γ-CD) is a cyclic α-1,4-glucan linked oligosaccharide that is widely used in the food and pharmaceutical industries. In drug delivery, γ-CD can be used as a complexing agent because it forms an inclusion complex with a drug molecule. The complex of cyclodextrin increases the aqueous solubility and dissolution rate of the drug, which is useful for the delivery of the medical agent to a biological system.

Application

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.

Legal Information

Cavasol is a registered trademark of Wacker Chemie AG

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Synthesis of uniform cyclodextrin thioethers to transport hydrophobic drugs
Becker LF, et al.
Beilstein Journal of Organic Chemistry, 10(1), 2920-2927 (2014)
Safety assessment of γ-cyclodextrin
Munro IC, et al.
Regulatory Toxicology and Pharmacology, 39, 3-13 (2004)
Single-isomer carboxymethyl-γ-cyclodextrin as chiral resolving agent for capillary electrophoresis
Benkovics G, et al.
Journal of Chromatography A, 1467(2), 445-453 (2016)
γ-Cyclodextrin: a review on enzymatic production and applications.
Li, Zhaofeng et al.
Applied Microbiology and Biotechnology, 77(2), 245-245 (2007)
Bin Chen et al.
Chemical communications (Cambridge, England), 48(45), 5638-5640 (2012-04-26)
Novel supramolecular hydrogels were formed between pyrene-terminated poly(ethylene glycol) star polymers and γ-cyclodextrin (γ-CD), through the inclusion complexation of dimers of the pyrene terminals with γ-CD, where γ-CD was directly used as a supramolecular cross-linking reagent without any modification.

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