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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:
Molecular Weight:
1134.98
Beilstein/REAXYS Number:
78623
EC Number:
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.77

sterility

non-sterile

Quality Level

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.

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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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)
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)
Synthesis of mono-6-tosyl-beta-cyclodextrin, a key intermediate for the functional cyclodextrin derivatives
Tan T, et al.
Protocol Exchange (2011)
Xu Zhang et al.
Chemical communications (Cambridge, England), 49(8), 825-827 (2012-12-14)
This work revealed that β-cyclodextrin was attached onto the surface of TiO(2) predominately by its secondary ring side, which caused paradoxical functions of β-cyclodextrin in the photodegradation of the four bisphenols. The equilibrium between the guest adsorbed through β-cyclodextrin onto
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)

Articles

How palmitic acid, other fatty acids and other cell culture components affect the performance of serum-free, protein-free cell culture systems used for biomanufacturing heterologous proteins including monoclonal antibodies.

Cyclodextrin solubilizes fat-soluble vitamins and hormones, enhancing their solubility in water for cell culture applications.

How the unsaturated fatty acid, oleic acid and other cell culture components affect the performance of serum-free, protein-free cell culture systems used for biomanufacturing heterologous proteins including monoclonal antibodies.

Techniques for solubilizing metabolically important compounds in aqueous solutions are reviewed.

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