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Sigma-Aldrich

α-Cyclodextrin

produced by Wacker Chemie AG, Burghausen, Germany, ≥98.0% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C36H60O30
CAS Number:
10016-20-3
Molecular Weight:
972.84
Beilstein:
79627
EC Number:
233-007-4
MDL number:
MFCD00078207
UNSPSC Code:
12352005
PubChem Substance ID:
329767994
NACRES:
NA.22

grade

produced by Wacker Chemie AG, Burghausen, Germany

Assay

≥98.0% (HPLC)

form

solid

loss

≤11.0% loss on drying

mp

>278 °C (dec.) (lit.)

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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General description

α-Cyclodextrin (α-CD) is a cyclic oligosaccharide that consists of six glucopyranose units linked by α-(1,4) bonds. It is mainly used as a stabilizer for emulsions such as mayonnaise, margarine or butter creams.

Application

α-Cyclodextrin can form host-guest inclusion complexes with a wide variety of organometallics, which can as be used as a template for silica nanocasting to synthesize nanodisperse inorganic-organic hybrid materials. α-CD can undergo cross-linking with poly(ethylene oxide)s to form injectable and bioabsorbable supramolecular hydrogels.

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

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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Cyclodextrins and their uses: a review.
Del V E M M.
Process Biochemistry (Oxford, United Kingdom), 39(9), 1033-1046 (2004)
Injectable drug?delivery systems based on supramolecular hydrogels formed by poly (ethylene oxide) s and α?cyclodextrin.
Li J N X and Leong K W
Journal of Biomedical Materials Research Part A, 65(2), 196-202 (2003)
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)
The Beneficial Effects a-Cyclodextrin on Blood Lipids and Weight Loss in Healthy Humans
Comerford KB, et al
Obesity (Silver Spring, Md.), 19(6), 1200-1204 (2011)
Jing Chang et al.
Nanoscale, 5(2), 813-820 (2012-12-14)
The fabrication and drug delivery of novel polypseudorotaxane micelles with small molecule coumarin derivative as hydrophobic segment were reported. 7-Carboxymethoxy coumarin was immobilized on the terminal hydroxyl groups of poly(ethylene glycol) (PEG). The modified PEG chains were threaded in α-cyclodextrins
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