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Sigma-Aldrich

β-Cyclodextrin hydrate

99%

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Synonym(s):
beta-Cyclodextrin hydrate, β-Schardinger dextrin, Cycloheptaamylose, Schardinger β-Dextrin hydrate
Empirical Formula (Hill Notation):
C42H70O35 · xH2O
CAS Number:
68168-23-0
Molecular Weight:
1134.98 (anhydrous basis)
EC Number:
231-493-2
MDL number:
MFCD00150811
UNSPSC Code:
12352005
PubChem Substance ID:
329769393
NACRES:
NA.22

Quality Level

200

Assay

99%

form

solid

optical activity

[α]20/D +142°, c = 1 in H2O (Dry basis)

mp

>260 °C (dec.) (lit.)

SMILES string

O.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.H2O/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;1H2/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

JNSAKCOAFBFODP-ZQOBQRRWSA-N

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General description

β-cyclodextrin (β-CD), a well-known macrocyclic oligosaccharide member of the CD family, is composed of seven D-glucose units connected via α(1→4) glycosidic bonds. Its ability to form several inclusion complexes with organic as well as inorganic compounds makes it a potential candidate in solid and solution state determinations.

Application

β-Cyclodextrin hydrate may be used:
  • To form an inclusion complex with norfloxacin for subsequent analysis using high performance liquid chromatography (HPLC).
  • As a precursor of heptakis-(2,3-diacetyl-6-sulfato)-β-cyclodextrin for use as a chiral selector in the enantioseparation of linezolid by capillary electrophoresis (CE).

Forms clathrates. Produces a water-soluble complex with dansyl chloride (cat. no. D143359) for the fluorescent labeling of proteins.

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Katarzyna Michalska et al.
Journal of chromatography. A, 1180(1-2), 179-186 (2008-01-01)
A method for the enantioseparation of linezolid, the first compound of a truly new class of antibiotics-the oxazolidinones, was developed. The elaborated method of linezolid enantiomers separation was successfully performed using an anionic single-isomer cyclodextrin-heptakis-(2,3-diacetyl-6-sulfato)-beta-cyclodextrin (HDAS-beta-CD) as a resolving agent
Cassiana Mendes et al.
Analytical sciences : the international journal of the Japan Society for Analytical Chemistry, 31(10), 1083-1089 (2015-10-16)
The aim of this study was to develop and validate a simple liquid-chromatography method, with good accuracy, reproducibility and sensitivity, for the quantification of norfloxacin in β-cyclodextrin inclusion complexes. In the method validation, the parameters evaluated were linearity, limits of
beta-Cyclodextrin hydration: a calorimetric and gravimetric study
Bilal M, et al.
Thermochimica Acta, 249, 63-73 (1995)
R G Winkler et al.
Journal of computer-aided molecular design, 14(7), 659-667 (2000-09-29)
We study by molecular dynamics simulations the hydration of beta-cyclodextrin. Our simulations show that within these barrel-shaped molecules hydrophobicity dominates, while at the top and bottom sides of the barrel interactions with water are mostly hydrophilic in nature. These results

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