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779105

Sigma-Aldrich

β-Cyclodextrin

produced by Wacker Chemie AG, Burghausen, Germany, ≥95.0% (HPLC)

Synonym(s):

Cavamax® W7, beta-Cyclodextrin, Caraway, Cycloheptaamylose, Cyclomaltoheptaose, Schardinger β-Dextrin

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About This Item

Empirical Formula (Hill Notation):
C42H70O35
CAS Number:
Molecular Weight:
1134.98
Beilstein:
78623
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

grade

produced by Wacker Chemie AG, Burghausen, Germany

Quality Level

Assay

≥95.0% (HPLC)

form

powder

optical activity

[α]20/D +162±3°, c = 1.5% in H2O

loss

≤14.0% loss on drying

mp

290-300 °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]8[C@H](O)[C@@H](O)[C@H](O[C@@H]8CO)O[C@H]1[C@H](O)[C@H]2O

InChI

1S/C42H70O35/c43-1-8-29-15(50)22(57)36(64-8)72-30-9(2-44)66-38(24(59)17(30)52)74-32-11(4-46)68-40(26(61)19(32)54)76-34-13(6-48)70-42(28(63)21(34)56)77-35-14(7-49)69-41(27(62)20(35)55)75-33-12(5-47)67-39(25(60)18(33)53)73-31-10(3-45)65-37(71-29)23(58)16(31)51/h8-63H,1-7H2/t8-,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-,37-,38-,39-,40-,41-,42-/m1/s1

InChI key

WHGYBXFWUBPSRW-FOUAGVGXSA-N

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Application

β-Cyclodextrin, a water-soluble cyclic oligosaccharide consisting of seven α-(1,4)-linked glucopyranose subunits, is used in the preparation of:
  • Linear cationic β-cyclodextrin-based polymers (β-CDPs) and polycationic β-cyclodextrin ‘click clusters′ for gene delivery applications.
  • Multiresponsive supramolecular nanogated ensemble by grafting onto mesoporous silica for controlled release of trapped molecules.
  • EDTA-cross-linked β-cyclodextrin (EDTA-β-CD) bifunctional adsorbent for simultaneous adsorption of metals and dyes.
  • β-Cyclodextrin derived siRNA delivery vector for gene silencing.
  • β-CD chiral stationary phase (CCNCSP) for the enantioseparation of chiral drugs by high-performance liquid chromatography (HPLC).

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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Polycationic β-cyclodextrin ?click clusters?: monodisperse and versatile scaffolds for nucleic acid delivery
Srinivasachari S, et al.
Journal of the American Chemical Society, 130(14), 4618-4627 (2008)
Cyclodextrins
Encyclopedia of Polymer Science and Technology, Concise (2004)
Multiresponsive supramolecular nanogated ensembles
Liu R, et al.
Journal of the American Chemical Society, 131(42), 15128-15129 (2009)
EDTA-cross-linked β-cyclodextrin: an environmentally friendly bifunctional adsorbent for simultaneous adsorption of metals and cationic dyes
Zhao F and Repo E
Environmental Science & Technology, 49(17), 10570-10580 (2015)
Pendant polymer: amino-β-cyclodextrin: siRNA guest: host nanoparticles as efficient vectors for gene silencing
Kulkarni A, et al.
Journal of the American Chemical Society, 134(18), 7596-7599 (2012)

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