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C4892

Sigma-Aldrich

γ-Cyclodextrin

≥98%

Synonym(s):

gamma-Cyclodextrin, Cyclomaltooctaose, Cyclooctaamylose, Schardinger γ-Dextrin

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About This Item

Empirical Formula (Hill Notation):
C48H80O40
CAS Number:
17465-86-0
Molecular Weight:
1297.12
Beilstein:
78740
EC Number:
241-482-4
MDL number:
MFCD00009595
UNSPSC Code:
12352005
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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sekar Karuppannan et al.
Chemistry, an Asian journal, 6(4), 964-984 (2011-01-29)
The past ten years have seen a spectacular development of chemical sensors based on the monomer-excimer dual luminescence of aromatic systems, such as pyrene. Either in the form of integrated or multicomponent molecular devices these chemosensors have been attracting a
S A A Almeida et al.
Talanta, 85(3), 1508-1516 (2011-08-03)
Solid-contact sensors for the selective screening of sulfadiazine (SDZ) in aquaculture waters are reported. Sensor surfaces were made from PVC membranes doped with tetraphenylporphyrin-manganese(III) chloride, α-cyclodextrin, β-cyclodextrin, or γ-cyclodextrin ionophores that were dispersed in plasticizer. Some membranes also presented a
Phatsawee Jansook et al.
Journal of pharmacy & pharmaceutical sciences : a publication of the Canadian Society for Pharmaceutical Sciences, Societe canadienne des sciences pharmaceutiques, 13(3), 336-350 (2010-11-26)
Study the complexation of dexamethasone in combinations of γ-cyclodextrin (γCD) and 2-hydroxypropyl-γ-cyclodextrin (HPγCD) with emphasis on solid characterization and development of aqueous dexamethasone eye drop suspension for drug delivery through sclera. Dexamethasone/cyclodextrin (dexamethasone/CD) solid complex systems were prepared and characterized
B-G Kim et al.
British journal of pharmacology, 164(6), 1698-1710 (2011-05-19)
Although 3α-hydroxy, 5α-reduced pregnane steroids, such as allopregnanolone (AlloP) and tetrahydrodeoxycorticosterone, are endogenous positive modulators of postsynaptic GABA(A) receptors, the functional roles of endogenous neurosteroids in synaptic transmission are still largely unknown. In this study, the effect of AlloP on
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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Articles

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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