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C4892

Sigma-Aldrich

γ-Cyclodextrin

≥98%

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C48H80O40
Numéro CAS:
17465-86-0
Poids moléculaire :
1297.12
Numéro Beilstein :
78740
Numéro CE :
241-482-4
Numéro MDL:
MFCD00009595
Code UNSPSC :
12352005
ID de substance PubChem :
24892736
Nomenclature NACRES :
NA.22

Source biologique

microbial

Pureté

≥98%

Forme

powder

Technique(s)

HPLC: suitable

Solubilité

1 M NH4OH: 50 mg/mL

Chaîne SMILES 

[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

Clé InChI

GDSRMADSINPKSL-HSEONFRVSA-N

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Description générale

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.

Caractéristiques et avantages

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

Code de la classe de stockage

13 - Non Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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
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
Jin Wang et al.
Macromolecular rapid communications, 33(13), 1143-1148 (2012-04-12)
A polypseudorotaxane (PPR) comprising γ-cyclodextrin (γ-CD) as host molecules and poly(N-isopropylacrylamide) (PNIPAM) as a guest polymer is prepared via self-assembly in aqueous solution. Due to the bulky pendant isopropylamide group, PNIPAM exhibits size-selectivity toward self-assembly with α-, β-, and γ-CDs.
Victoria Klang et al.
European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V, 79(1), 58-67 (2011-02-01)
Nanoemulsions aimed at dermal drug delivery are usually stabilised by natural lecithins. However, lecithin has a high tendency towards self-aggregation and is prone to chemical degradation. Therefore, the aim of this study was to develop nanoemulsions with improved structure and
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