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Key Documents

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:
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.

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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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)
Sameena Yousuf et al.
Carbohydrate research, 365, 46-51 (2012-12-04)
Naringenin-7-O-glucoside [Prunin (Pru)] was isolated from the fruit shell of Bixa orellana L. The binding of Pru with calf thymus DNA (ctDNA) and the influence of cyclomaltoheptaose (β-cyclodextrin, β-CD) on the binding were studied by absorption and fluorescence spectroscopic techniques.
Srinivasan Damodaran et al.
Annual review of food science and technology, 4, 327-346 (2013-01-10)
Off-flavors remain a major hurdle in expanding the use of soy protein isolate (SPI) in mainstream food applications. The complexity in solving this problem arises from the presence of protein-bound precursors in SPI. Among the most predominant sources of off-flavors

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.

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

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

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