Cyclohexapentylose

Gefahreninformationscode (GHS)

• Bildanzeige (GHS)

  

• Alarmwort

  Warnung

• Gefahrenhinweise

  H319：Verursacht schwere Augenreizung.

• Sicherheit

  P305+P351+P338：BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen.

α-Cyclodextrin Chemische Eigenschaften,Einsatz,Produktion Methoden

• R-Sätze Betriebsanweisung:

  R36:Reizt die Augen.
  R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.

• S-Sätze Betriebsanweisung:

  S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
  S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.

• Beschreibung

  α-Cyclodextrine (α-CD) is a cyclic oligosaccharide derived from corn (Trade name: Mirafit fbcx, ArtJen Complexus, Windsor, Ontario, Canada). It has been shown to form a stable complex with dietary fat. This complex is resistant to normal lipolytic hydrolysis by lipases and thereby reduces the absorption and bioavailability of dietary fat[1].

• Chemische Eigenschaften

  Cyclodextrins occur as white, practically odorless, fine crystalline powders, having a slightly sweet taste. Some cyclodextrin derivatives occur as amorphous powders.

• Physikalische Eigenschaften

  α-Cyclodextrin is a cyclic oligosaccharide. It is usually a crystal composed of 6, 7 or 8 glucose units connected by α, 1-→4 bonds. They are called α-, β- or γ-cyclodextrin [α-Cyclodex-trinakCyclohexaamylose, β-Cyclodextrin or Cyclo-heptaamylose, γ-Cyclodextrin or CyclooctaChemicalbookamylose]. Cyclodextrin does not have a reducing end and has a certain stability to acid. It is difficult for ordinary starch acid to hydrolyze them.

• Verwenden

  Alpha-Cyclodextrin, a naturally occurring clathrate and cyclic oligosaccharide composed of six glucose units, is widely used in industries due to its inclusion-complexing ability and unique functional properties.

• Verwenden

  Useful for selective precipitation of enantiomeric, positional or structural isomersα-Cyclodextrin is used as a fiber ingredient, an odor or flavor masking agent. It is also useful for emulsification applications. It is also used as whipping fiber and emulsifying fiber. It finds application in medical, healthcare and food and beverage applications. It is also used to lower blood low-density lipoprotein cholesterol levels and lower blood triglyceride levels. It plays an essential role in fat free or fat containing dessert compositions and also employed for the reduction or the replacement of egg white in confectionary and bakery applications. Further, it acts as a supramolecular carrier, complexing agent and controlled drug release. In addition to this, it is used to increase the insulin and leptin sensitivity.

• Definition

  ChEBI: Alpha-cyclodextrin is a cycloamylose composed of six alpha-(1->4) linked D-glucopyranose units.

• Vorbereitung Methode

  Cyclodextrins are manufactured by the enzymatic degradation of starch using specialized bacteria. For example, β-cyclodextrin is produced by the action of the enzyme cyclodextrin glucosyltransferase upon starch or a starch hydrolysate. An organic solvent is used to direct the reaction that produces β-cyclodextrin, and to prevent the growth of microorganisms during the enzymatic reaction. The insoluble complex of β-cyclodextrin and organic solvent is separated from the noncyclic starch, and the organic solvent is removed in vacuo so that less than 1 ppm of solvent remains in the β-cyclodextrin. The β-cyclodextrin is then carbon treated and crystallized from water, dried, and collected.

• Allgemeine Beschreibung

  Hexagonal plates or blade-shaped needles.

• Reaktivität anzeigen

  Cyclohexapentylose has hydrophobic cavities. Cyclohexapentylose forms inclusion compounds with organic substances, salts, and halogens in the solid state or in aqueous solutions. Cyclohexapentylose is incompatible with strong oxidizing agents.

• Brandgefahr

  Flash point data for Cyclohexapentylose are not available; however, Cyclohexapentylose is probably combustible.

• Flammability and Explosibility

  Non flammable

• Pharmazeutische Anwendungen

  Cyclodextrins (α-Cyclodextrine) are ‘bucketlike’ or ‘conelike’ toroid molecules, with a rigid structure and a central cavity, the size of which varies according to the cyclodextrin type. The internal surface of the cavity is hydrophobic and the outside of the torus is hydrophilic; this is due to the arrangement of hydroxyl groups within the molecule. This arrangement permits the cyclodextrin to accommodate a guest molecule within the cavity, forming an inclusion complex.Cyclodextrins may be used to form inclusion complexes with a variety of drug molecules, resulting primarily in improvements to dissolution and bioavailability owing to enhanced solubility and improved chemical and physical stability.
  Cyclodextrin inclusion complexes have also been used to mask the unpleasant taste of active materials and to convert a liquid substance into a solid material.
  a-Cyclodextrin is used mainly in parenteral formulations. However, as it has the smallest cavity of the cyclodextrins it can form inclusion complexes with only relatively few, small-sized molecules. In contrast, g-cyclodextrin has the largest cavity and can be used to form inclusion complexes with large molecules; it has low toxicity and enhanced water solubility.
  In parenteral formulations, cyclodextrins have been used to produce stable and soluble preparations of drugs that would otherwise have been formulated using a nonaqueous solvent.
  In eye drop formulations, cyclodextrins form water-soluble complexes with lipophilic drugs such as corticosteroids. They have been shown to increase the water solubility of the drug; to enhance drug absorption into the eye; to improve aqueous stability; and to reduce local irritation.
  Cyclodextrins have also been used in the formulation of solutions,suppositories, and cosmetics.
  

• Biochem/physiol Actions

  α-Cyclodextrin is found to form a firm complex with dietary fats. This way it decreases the bioavailability and absorption of fats. It is known to regulate triglyceride and leptin levels in serum. In rat models, α-Cyclodextrin is shown to induce insulin sensitivity and fecal fat excretion. Thus, α-cyclodextrin is considered to be effective for treating obesity and metabolic syndromes.

• Sicherheit(Safety)

  Cyclodextrins are starch derivatives and are mainly used in oral and parenteral pharmaceutical formulations. They are also used in topical and ophthalmic formulations.
  Cyclodextrins are also used in cosmetics and food products, and are generally regarded as essentially nontoxic and nonirritant materials. However, when administered parenterally, β-cyclodextrin is not metabolized but accumulates in the kidneys as insoluble cholesterol complexes, resulting in severe nephrotoxicity.
  Cyclodextrin administered orally is metabolized by microflora in the colon, forming the metabolites maltodextrin, maltose, and glucose; these are themselves further metabolized before being finally excreted as carbon dioxide and water. Although a study published in 1957 suggested that orally administered cyclodextrins were highly toxic, more recent animal toxicity studies in rats and dogs have shown this not to be the case, and cyclodextrins are now approved for use in food products and orally administered pharmaceuticals in a number of countries.
  Cyclodextrins are not irritant to the skin and eyes, or upon inhalation. There is also no evidence to suggest that cyclodextrins are mutagenic or teratogenic.
  α-Cyclodextrin
  LD50 (rat, IP): 1.0 g/kg(15)
  LD50 (rat, IV): 0.79 g/kg

• Lager

  Cyclodextrins should be stored in a tightly sealed container, in a cool, dry place.Cyclodextrins are stable in the solid state if protected from high humidity.

• läuterung methode

  Recrystallise α-cyclodextrin from 60% aqueous EtOH, then twice from water, and dry it for 12hours in a vacuum at 80o. It is also purified by precipitation from water with 1,1,2-trichloroethylene. The precipitate is collected, washed and resuspended in water. This is boiled to steam distil the trichloroethylene. The solution is then freeze-dried to recover the cyclodextrin. [Armstrong et al. J Am Chem Soc 108 1418 1986]. [Beilstein 19/12 V 789.]

• Regulatory Status

  Included in the FDA Inactive Ingredients Database: α-cyclodextrin (injection preparations); β-cyclodextrin (oral tablets, topical gels); γ-cyclodextrin (IV injections).
  Included in the Canadian List of Acceptable Non-medicinal Ingredients (stabilizing agent; solubilizing agent ); and in oral and rectal pharmaceutical formulations licensed in Europe, Japan, and the USA.

• Einzelnachweise

  [1] Kevin B. Comerford. “The Beneficial Effects α-Cyclodextrin on Blood Lipids and Weight Loss in Healthy Humans.” Obesity 19 6 (2012): 1200–1204.
  [2] TOMOYA OGAWA Yukio T. Total synthesis of α-cyclodextrin[J]. Carbohydrate Research, 1985, 138 1: Pages C5-C9. DOI:10.1016/0008-6215(85)85239-3.
  [3] MAKIO TAMURA  Akihiko U Prof Dr De Gao Dr. A Polyrotaxane Series Containing α-Cyclodextrin and Naphthalene-Modified α-Cyclodextrin as a Light-Harvesting Antenna System[J]. Chemistry - A European Journal, 2001, 7 7: 1390-1397. DOI:10.1002/1521-3765(20010401)7:7\<1390::AID-CHEM1390\>3.0.CO;2-L.

α-Cyclodextrin Upstream-Materialien And Downstream Produkte

Cyclohexapentylose Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global(508)Suppliers

10016-20-3, α-Cyclodextrin Verwandte Suche: