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779008

Sigma-Aldrich

α-Cyclodextrin

Produced by Wacker Chemie AG, Burghausen, Germany, Life Science, 98.0-101.0% cyclodextrin basis (HPLC)

Synonym(s):

Cavamax® W6 Pharma, alpha-Cyclodextrin, α-Schardinger dextrin, Cyclohexaamylose, Cyclomaltohexaose

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About This Item

Empirical Formula (Hill Notation):
C36H60O30
CAS Number:
Molecular Weight:
972.84
Beilstein:
79627
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

grade

Produced by Wacker Chemie AG, Burghausen, Germany, Life Science

Quality Level

Assay

98.0-101.0% cyclodextrin basis (HPLC)

form

solid

optical activity

[α]/D 147.0 to 152.0° in H2O (USP)

impurities

≤0.20% reducing substances
≤0.25% β- and γ-cyclodextrin (each)
≤0.5% related substances
≤20 ppm residual solvents
≤5 ppm heavy metals (USP)

ign. residue

≤0.10% (USP)

loss

≤10.0% loss on drying

pH

5.0-8.0 (1% in solution)

mp

>278 °C (dec.) (lit.)

absorption

≤0.05 at 350-750 nm in solution at 1%
≤0.10 at 230-250 nm in solution at 1%

suitability

positive for identity (Ph Eur)

functional group

ether
hydroxyl

SMILES string

OC[C@H]1O[C@@H]2O[C@H]3[C@H](O)[C@@H](O)[C@H](O[C@@H]3CO)O[C@H]4[C@H](O)[C@@H](O)[C@H](O[C@@H]4CO)O[C@H]5[C@H](O)[C@@H](O)[C@H](O[C@@H]5CO)O[C@H]6[C@H](O)[C@@H](O)[C@H](O[C@@H]6CO)O[C@H]7[C@H](O)[C@@H](O)[C@H](O[C@@H]7CO)O[C@H]1[C@H](O)[C@H]2O

InChI

1S/C36H60O30/c37-1-7-25-13(43)19(49)31(55-7)62-26-8(2-38)57-33(21(51)15(26)45)64-28-10(4-40)59-35(23(53)17(28)47)66-30-12(6-42)60-36(24(54)18(30)48)65-29-11(5-41)58-34(22(52)16(29)46)63-27-9(3-39)56-32(61-25)20(50)14(27)44/h7-54H,1-6H2/t7-,8-,9-,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-/m1/s1

InChI key

HFHDHCJBZVLPGP-RWMJIURBSA-N

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Application

α-Cyclodextrin can be used:
  • As a ligand in the complexation of nonionic surfactants and polyethylene glycols. α-cyclodextrin shows strong interaction with the surfactants that contains no benzene group.
  • To protect linoleic acid from oxidation.
  • In the synthesis of binuclear copper(II) complexes with cyclodextrins, which can be further used as a template for the preparation of copper nanoparticles incorporated on mesoporous silica.

Legal Information

Cavasol is a registered trademark of Wacker Chemie AG

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Cucurbituril and α-and β-Cyclodextrins as Ligands for the Complexation of Nonionic Surfactants and Polyethyleneglycols in Aqueous Solutions
Buschmann HJ, et al.
Journal of Inclusion Phenomena and Macrocyclic Chemistry, 37(1-4), 231-236 (2000)
Oxidation-stable linoleic acid by inclusion in α-cyclodextrin
Regiert M, et al.
Journal of Inclusion Phenomena and Macrocyclic Chemistry, 57(1-4), 471-474 (2007)
One-step synthesis of copper nanoparticles containing mesoporous silica by nanocasting of binuclear copper (II) complexes with cyclodextrins.
Han B H and Antonietti M
Journal of Materials Chemistry, 13(7), 1793-1796 (2003)
Hidetoshi Arima et al.
Molecular pharmaceutics, 9(9), 2591-2604 (2012-08-10)
We previously reported that of the various polyamidoamine (PAMAM) STARBURST dendrimer (generation 3, G3) (dendrimer) conjugates with cyclodextrins (CyDs), the dendrimer (G3) conjugate with α-CyD having an average degree of substitution of 2.4 (α-CDE (G3)) has the greatest potential for
Yi Zhou et al.
Molecular pharmaceutics, 9(5), 1067-1076 (2012-04-10)
Safe and effective gene delivery is essential to the success of gene therapy. We synthesized and characterized a novel nonviral gene delivery system in which folate (FA) molecules were functioned as blockers on cationic polyrotaxanes (PR) composed of poly(ethylenimine) (PEI)(600)-grafted

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