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C4892

Sigma-Aldrich

γ-Cyclodextrin

≥98%

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Synonym(s):
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:
24892736
NACRES:
NA.22

biological source

microbial

Quality Level

200

Assay

≥98%

form

powder

technique(s)

HPLC: suitable

solubility

1 M NH4OH: 50 mg/mL

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

γ-Cyclodextrin is a cyclic oligosaccharide containing eight glucose units linked by α-1,4-glycosidic bonds. It can form host-guest or inclusion complexes in aqueous solutions with various organic molecules. As a result, cyclodextrins are widely used in the food and pharmaceutical industries for the microencapsulation of sensitive fine chemicals.

Application

γ-Cyclodextrin can be used as:
  • A catalyst to synthesize substituted isoxazolidines via 1,3-dipolar cycloaddition of nitrones with styrenes and cinnamates.
  • An organic ligand to synthesize cyclodextrin-based metal-organic frameworks using biocompatible metal ions.
  • A reactant to synthesize O-perallylated cyclodextrins via perallylation with allyl halides in the presence of NaH.

Features and Benefits

  • Green and environment-friendly
  • No biological toxicity
  • Biodegradable

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
Jong S Park et al.
Chemical communications (Cambridge, England), 47(16), 4736-4738 (2011-03-17)
We describe a novel anisotropic supramolecular gel made of cyclodextrin-dye, in which physical gelation is completed by lithium salt. Rheological experiment reveals the elastic behaviors of the hydrogel, and high ionic conductivity represents a good mobility of ions inside the
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.
A K Mishra et al.
International journal of biological macromolecules, 49(4), 504-512 (2011-06-22)
The synthesis of chitosan-graft-γ-cyclodextrin (Ch-g-γ-CD) using persulfate/ascorbic acid redox system was done and characterized by FTIR, XRD, TGA and SEM/EDX. The optimum yield of the copolymer was obtained using 16×10(-3) M γ-cyclodextrins (γ-CD), 2.8×10(-2) M ascorbic acid (AA), 1.8×10(-2) M
Takaaki Harada et al.
The journal of physical chemistry. B, 115(5), 1268-1274 (2011-01-05)
Diamide linked γ-cyclodextrin (γ-CD) dimers are used to capture curcumin and suppress its decomposition in water. In this study, succinamide and urea linked γ-CD dimers joined through the C6(A) carbon on each γ-CD are used. The γ-CD dimers, 66γCD(2)su and
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Cyclodextrins

Many metabolically important compounds, such as lipid-soluble vitamins and hormones, have very low solubilities in aqueous solutions. Various techniques have been used to solubilize these compounds in tissue culture, cell culture, or other water-based applications.

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