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Sigma-Aldrich

γ-Cyclodextrin

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

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Synonym(s):
Cavamax® W8, gamma-Cyclodextrin, Cyclomaltooctaose, Cyclooctaamylose, Schardinger γ-Dextrin
Empirical Formula (Hill Notation):
C48H80O40
CAS Number:
17465-86-0
Molecular Weight:
1297.12
Beilstein:
78740
EC Number:
241-482-4
MDL number:
MFCD00009595
PubChem Substance ID:
329768038
NACRES:
NA.22

grade

produced by Wacker Chemie AG, Burghausen, Germany

Quality Level

200

Assay

≥90.0% cyclodextrin basis (HPLC)

form

powder

loss

≤11.0% loss on drying

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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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)
Safety assessment of γ-cyclodextrin
Munro IC, et al.
Regulatory Toxicology and Pharmacology, 39, 3-13 (2004)
Synthesis of uniform cyclodextrin thioethers to transport hydrophobic drugs
Becker LF, et al.
Beilstein Journal of Organic Chemistry, 10(1), 2920-2927 (2014)
γ-Cyclodextrin: a review on enzymatic production and applications.
Li, Zhaofeng et al.
Applied Microbiology and Biotechnology, 77(2), 245-245 (2007)
Mirco Zerbetto et al.
The journal of physical chemistry. B, 116(44), 13159-13171 (2012-10-13)
In this work, we address the description of the dynamics of cyclodextrins in relation with nuclear magnetic resonance (NMR) relaxation data collected for hydroxymethyl groups. We define an integrated computational approach based on the definition and parametrization of a stochastic
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