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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/REAXYS Number:
79627
EC Number:
233-007-4
MDL number:
MFCD00078207
UNSPSC Code:
12352005
PubChem Substance ID:
24892708
NACRES:
NA.22

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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