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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

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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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.
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
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
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