B-cyclodextrin (c4805) - general information

ProductInformation
Cell Culture Tested Water-Soluble Complexes
CHLORAMPHENICOL - WATER SOLUBLE
With approx. 100 mg hydrocortisone per gram; balance 2- hydroxypropyl - $ - cyclodextrin.
Product Number: C3175
Sold on the basis of mg of hydrocortisone With approx. 100 mg chloramphenicol per gram; balance2 - hydroxypropyl - $- cyclodextrin. Sold on the basis ofmg of chloramphenicol.
LINOLEIC ACID - WATER SOLUBLE
Product Number: L5900
CHOLESTEROL - WATER SOLUBLE
With approx. 30 mg of linoleic acid per gram; balance Product Number: C4951
With approx. 40 mg of cholesterol per gram; balancemethyl - $ - cyclodextrin.
OLEIC ACID - WATER SOLUBLE
Sold on the basis of mg of cholesterol.
Product Number: O1257
With approx. 30 mg oleic acid per gram; balance methyl DEXAMETHASONE - WATER SOLUBLE
Product Number: D2915
(Cyclodextrin encapsulated dexamethasone) PROGESTERONE - WATER SOLUBLE
With approx. 65 mg dexamethasone per gram; balance Product Number: P7556
2 - hydroxypropyl - $ - cyclodextrin.
(Cyclodextrin - encapsulated progesterone) Sold on the basis of mg of dexamethasone.
With approx. 70 mg progesterone per gram; balance 2 -hydroxypropyl - $ - cyclodextrin.
ERGOCALCIFEROL - WATER SOLUBLE
Sold on the basis of mg of progesterone.
Product Number: E8014
RETINOL ACETATE - WATER SOLUBLE
With approx. 7 mg ergocalciferol per gram; balance Product Number: R0635
methyl - $ - cyclodextrin. Sold on the basis of mg of With a minimum of 5 mg retinol acetate per gram;balance methyl - $ - cyclodextrin. Sold on the basis of mg $ - ESTRADIOL - WATER SOLUBLE
Product Number: E4389
(Cyclodextrin - encapsulated 17$ - estradiol) TESTOSTERONE - WATER SOLUBLE
With approx. 45 mg estradiol per gram; balance 2 - Product Number: T5035
(Cyclodextrin - encapsulated testosterone) Sold on the basis of mg of estradiol.
With approx. 109 mg testosterone per gram; balance 2 -hydroxypropyl - $ - cyclodextrin.
HYDROCORTISONE - WATER SOLUBLE
Sold on the basis of mg of testosterone.
Product Number: H0396
(Cyclodextrin - encapsulated hydrocortisone) PRODUCT SOLUBILITY
Water-soluble complexes are soluble in water; difficulty may be encountered when attempting to solubilize in saltsolutions or buffers. Typical stock solutions can be prepared at concentrations of 50 – 500 mg solid (powder) in 1 mlwater. Solutions can be sterile filtered using a 0.2 :m membrane; the powders are not sterile. Solutions should bestored in working aliquots at -20ºC. When calculating molar (e.g., :M, mM, etc.) solutions, the molecular weight ofthe cyclodextrin component of the complex is typically disregarded and the solution is prepared considering theamount of the hormone in the preparation and its respective molecular weight (printed in the alphabetical listings ofthe Sigma catalog).
CYCLODEXTRINS - WHAT ARE THEY?
Many metabolically important compounds, such as, fat- Cavity size is the major determinant as to which soluble vitamins and hormones have very low solubilities cyclodextrin is used in complexation. >>Fit== is critical to in aqueous solutions. Various approaches have been achieving good incorporation of cyclodextrins. Six- taken to utilize these compounds in tissue and cell glucopyranose unit compounds or α-cyclodextrins have culture applications. Two most frequently used small cavities which are not capable of accepting many approaches are: (1) predissolving the compounds in molecules. Eight-glucopyranose unit compounds or γ- organic solvents and (2) using >>carrier== molecules to cyclodextrins have much larger cavities than many facilitate the dissolution of these compounds. One such molecules to be incorporated and cyclodextrin class of >>carrier== molecules is the cyclodextrins or
hydrophobic charges can=t effectively interact to facilitate complexation. The cavity diameter of b-cyclodextrins or Cyclodextrins are cyclic oligosaccharides consisting of 6, ß-glucopyranose unit compounds is well-suited for use 7, or 8 glucopyranose units, usually referred to as α-, ß-, with molecules the size of hormones, vitamins and many or γ-cyclodextrins, respectively. These naturally occurring compounds frequently used in tissue and cell cultureapplications. For this reason, ß-cyclodextrin is most compounds have relatively rigid doughnut-shaped commonly used as a complexing agent.
structures, and have attracted interest as possiblenatural complexing agents. The unique structures of Hydrophobic molecules are incorporated into the cavity these compounds owe their stability to intramolecular of cyclodextrins by displacing water. This reaction is hydrogen bonding between the C2- and C3-hydroxyl favored by the repulsion of the molecule by water. This groups of neighboring glucopyranose units. The effectively encapsulates the molecule of interest within molecule takes on the shape of a torus with the C2- and the cyclodextrin, rendering the molecule water soluble.
C3-hydroxyls located around the larger opening and the When the water soluble complex is diluted in a much more reactive C6-hydroxyl aligned around the smaller larger volume of aqueous solvent, the process is opening. The arrangement of C6-hydroxyls opposite the reversed, thereby releasing the molecule of interest into hydrogen bonded C2- and C3-hydroxyls forces the oxygen bonds into close proximity within the cavity, SIGMA=S product line of water-soluble complexes leading to an electron rich, hydrophobic interior. The size includes host cyclodextrins and cyclodextrin- of this hydrophobic cavity is a function of the number of encapsulated forms of many components commonly glucopyranose units forming the cyclodextrin.
used in tissue and cell culture applications. For product The solubility of natural cyclodextrins is very poor and listings, see the REAGENTS section of this catalog.
initially this prevented cyclodextrins from becoming REFERENCES
effective complexing agents. In the late 1960=s, it wasdiscovered that chemical substitutions at the 2,3, and 6 1. The Source. (1991). Water-Soluble Complexes, Part 1: hydroxyl sites would greatly increase solubility. The CyclodextrinsCWhat are they? Vol. 7 No. 3.
degree of chemical substitution, as well as, the nature of 2. The Source. (1992). Water-Soluble Complexes, Part 2: the groups used for substitution, determine the final Cyclodextrins and Cell Culture. Vol. 8 No. 1.
maximum concentration of cyclodextrin in an aqueousmedium. Most chemically modified cyclodextrins are ableto achieve a 50% (w/v) concentration in water.
CYCLODEXTRINS
"- CYCLODEXTRIN
2 - HYDROXYPROPYL - $ - CYCLODEXTRIN
Product Number: C4680
Product Number: C0926
(Schardinger " - Dextrin; Cyclohexaamylose) Mean degree of substitution: 4 - 10 determined by $ - CYCLODEXTRIN
Product Number: C4805
METHYL - $- CYCLODEXTRIN
(Schardinger $- Dextrin; Cycloheptaamylose) Product Number: C4555
( - CYCLODEXTRIN
Product Number: C4930
(Schardinger (- Dextrin; Cyclooctaamylose)
Molecular Formula: C48 H80 O40
Formula Weight: 1297.1
CAS Number: 17465-86-0
Solubility: 50 mg/ml in 1N NaOH

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