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C4767

Sigma-Aldrich

β-Cyclodextrin

≥97%

Synonym(s):

beta-Cyclodextrin, 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:
12352302
PubChem Substance ID:
24892722

biological source

microbial

Quality Level

200

Assay

≥97%

form

powder

optical activity

[α]20/D +162±3°, c = 1.5% in H2O

mp

290-300 °C (dec.) (lit.)

solubility

1 M NH4OH: 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]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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General description

β-Cyclodextrin is a cyclic oligosaccharide consisting of seven glucose subunits joined by α-(1,4) glycosidic bonds forming a truncated conical structure. It is widely used in food, pharmaceutical, cosmetics, and chemicals industries.

Application

β-Cyclodextrin is used as a complexing agent in drug delivery because it forms an inclusion complex with a drug molecule. The complex of cyclodextrin increases the aqueous solubility, dissolution rate and bioavailability of poorly water-soluble drugs, which is useful for the delivery of the medical agent to a biological system.

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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Study to explore the mechanism to form inclusion complexes of beta-cyclodextrin with vitamin molecules
Saha S, et al.
Scientific Reports, 6, 35764-35764 (2016)
Preparation and characterization of microparticles of ?-cyclodextrin/glutathione and chitosan/glutathione obtained by spray-drying
Webber V, et al.
Food Research International, 105, 432-439 (2018)
Mayur Sangwai et al.
International journal of pharmaceutics, 453(2), 423-432 (2012-09-01)
Despite of advancements in dosage form design and use of multifunctional excipients, improvement in dissolution characteristics of molecules like Telmisartan (TEL) having exceedingly pH dependent and poor solubility profile is still challenging. The present research work explores an innovative particle
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
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
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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.

Applications of Glucose Polymers in the Synthesis of Diagnostic and Drug Delivery Nanoparticles

Dmitri Simberg (University of Colorado Anschutz Medical Campus, USA) reviews the used of dextran and cyclodextrin for the synthesis of nanoparticles used in drug delivery applications.

Applications of Glucose Polymers in the Synthesis of Diagnostic and Drug Delivery Nanoparticles

Dmitri Simberg (University of Colorado Anschutz Medical Campus, USA) reviews the used of dextran and cyclodextrin for the synthesis of nanoparticles used in drug delivery applications.

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