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C4642

Sigma-Aldrich

α-Cyclodextrin

≥98%

Synonym(s):

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:
24892708
NACRES:
NA.22

Quality Level

300

Assay

≥98%

form

powder

mp

>278 °C (dec.) (lit.)

solubility

H2O: 50 mg/mL

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:
  • In fabricating reversible supramolecular assemblies.
  • As a modifier to enhance the solubility of oleic acid stabilized nanoparticles.
  • In the preparation of polyrotaxanes with ply(ethylene glycol).
  • In the synthesis of cationic star polymers with oligoethylenimine.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Precautionary Statements

P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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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Photocontrolled reversible supramolecular assemblies of an azobenzene-containing surfactant with α-cyclodextrin
Wang Y, et al.
Angewandte Chemie (International ed. in English), 46(16), 2823-2826 (2007)
?Pulling? nanoparticles into water: phase transfer of oleic acid stabilized monodisperse nanoparticles into aqueous solutions of α-cyclodextrin.
Wang, Y, et al.
Nano Letters, 3(11), 1555-1559 (2003)
Efficient production of polyrotaxanes from ?-cyclodextrin and poly (ethylene glycol).
Araki J, et al.
Macromolecules, 38(17), 7524-7527 (2005)
Cationic star polymers consisting of ?-cyclodextrin core and oligoethylenimine arms as nonviral gene delivery vectors.
Yang C, et al.
Biomaterials, 28(21), 3245-3254 (2007)
Andrew C Warden et al.
Micromachines, 10(7) (2019-07-25)
Chemosensory protein based olfactory biosensors are expected to play a significant role in next-generation volatile organic compound (VOC) detection systems due to their ultra-high sensitivity and selectivity. As these biosensors can perform most efficiently in aqueous environments, the detection systems
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Articles

Cyclodextrins

Many metabolically important compounds, such as lipid-soluble vitamins and hormones, have very low solubilities in aqueous solutions. Various techniques have been used to solubilize these compounds in tissue culture, cell culture, or other water-based applications.

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