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C4805

Sigma-Aldrich

β-Cyclodextrin

powder, BioReagent, suitable for cell culture, ≥97%

Synonym(s):

Caraway, Cycloheptaamylose, Cyclomaltoheptaose, Schardinger β-Dextrin

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About This Item

Empirical Formula (Hill Notation):
C42H70O35
CAS Number:
7585-39-9
Molecular Weight:
1134.98
Beilstein:
78623
EC Number:
231-493-2
MDL number:
MFCD00078139
UNSPSC Code:
12352201
PubChem Substance ID:
24892728
NACRES:
NA.77

sterility

non-sterile

product line

BioReagent

Assay

≥97%

form

powder

optical activity

[α]20/D +162±3°, c = 1.5% in H2O

technique(s)

cell culture | mammalian: suitable

mp

290-300 °C (dec.) (lit.)

solubility

1 M NaOH: 50 mg/mL

shipped in

ambient

storage temp.

room temp

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(β-CD) has been used in the synthesis of mono-6-tosyl-CD. It has also been used as a constituent in the serum-free medium to assess the involvement of cholesterol-dependent mechanisms in the uptake of nanoparticles by rat basophilic leukemia cells.

Biochem/physiol Actions

β-Cyclodextrin is the cyclic α heptamer of glucose. It acts as a host to form inclusion compounds with the guests including derivatives of benzene, cyclohexane, adamantane, other alicyclic guests, and also inorganic molecules or ions. It is generally used to solubilize non-polar compounds such a fatty acids, lipids and cholesterol.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

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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Space filling of beta-cyclodextrin and beta-cyclodextrin derivatives by volatile hydrophobic guests
Fourmentin S, et al.
Beilstein Journal of Organic Chemistry, 9(1), 1185-1191 (2013)
Labeling and exocytosis of secretory compartments in RBL mastocytes by polystyrene and mesoporous silica nanoparticles
Ekkapongpisit M, et al.
International journal of nanomedicine, 7, 1829-1829 (2012)
Synthesis of mono-6-tosyl-beta-cyclodextrin, a key intermediate for the functional cyclodextrin derivatives
Tan T, et al.
Protocol Exchange (2011)
Hanane Messiad et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 926, 21-27 (2013-03-30)
Piceatannol is one of resveratrol derivatives having health promoting potential. However, its low water-solubility and bioavailability could limit its use in both food and pharmaceutical fields. The aim of this work is the study of piceatannol complexation by β-cyclodextrin (β-CD)
Shuye Wang et al.
Journal of chromatography. A, 1277, 84-92 (2013-01-12)
Methoxyethylamine monosubstituted β-cyclodextrin, mono-6(A)-(2-methoxyethyl-1-ammonium)-6(A)-β-cyclodextrin chloride (MEtAMCD), is synthesized and analytically characterized. Bearing a methoxy group in cyclodextrin rim, MEtAMCD exhibits outstanding enantioselectivities toward ampholytic and acidic racemates in capillary electrophoresis. Driven by inclusion complexation, electrostatic interactions and/or hydrogen bonding, the
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