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Merck
CN

C4892

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
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
24892736
EC Number:
241-482-4
Beilstein/REAXYS Number:
78740
MDL number:
MFCD00009595

Key Documents

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Product Name

γ-Cyclodextrin, ≥98%

InChI key

GDSRMADSINPKSL-HSEONFRVSA-N

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

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

biological source

microbial

assay

≥98%

form

powder

technique(s)

HPLC: suitable

solubility

1 M NH4OH: 50 mg/mL

Quality Level

200

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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

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.

Storage Class

13 - Non Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000518528
0000518527
0000518532
0000518531
0000518529

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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
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
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
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.
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环糊精

很多重要的代谢化合物，例如脂溶性维生素和激素，在水溶液中的溶解度很低。很多技术被用于提高这些化合物在组织培养物、细胞培养物或其他水基应用中的溶解度。

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