Alpha-Cyclodextrin Phosphate Sodium Salt

Alpha-Cyclodextrin Phosphate Sodium Salt

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Alpha-Cyclodextrin Phosphate Sodium Salt
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Alpha-Cyclodextrin Phosphate Sodium Salt

Abbreviation PACD26

Catalog CD199684601

CAS Number 199684-60-1

Cyclodextrin Type Cyclodextrin Derivatives

Packaging 1 g, 3 g

Quality Fine chemical grade

Storage Condition Store in an airtight container at room temperature.

Availability In stock

*On-demand pack size is available, please contact us for multi-kilograms pack sizes.

Product Description

Alpha-Cyclodextrin Phosphate Sodium Salt (α-CDPSS) represents a unique and highly specialized derivative of alpha-cyclodextrin, engineered to enhance the inherent properties of cyclodextrins through phosphorylation. The molecule retains the toroidal shape characteristic of cyclodextrins, with an outer hydrophilic surface and a relatively hydrophobic cavity. Phosphate groups are typically attached at the hydroxyl positions of the glucose units, influencing both the internal cavity environment and the external solubility profile.

Basic Information

Molecular FormulaC36H60-nO30·(NaHPO3)n
Formula Weight972.9+n·(102.0)
Possible ImpuritiesAlpha-cyclodextrin, disodium hydrogen phosphate
Solubility (in 100 cm3 solvent, at 25 °C)Water: >50 g, Methanol:<1 g, Chloroform: <1 g

Detailed Information

Physical & Chemical Properties

Appearancewhite to slight yellow powder
Average degree of substitution (n)2.0-6.0
Purity>95%
Loss on drying<20%

Impurities

Residual disodium hydrogen phosphate<3%
Residual alpha-cyclodextrin<2%

Features

Phosphorylation of alpha-cyclodextrin introduces additional functional groups that significantly expand its versatility, especially in aqueous environments where solubility, stability, and reactivity can be fine-tuned for specific applications.

  • Phosphorylation improves water solubility and stability compared to unmodified alpha-cyclodextrin. The sodium salt form further enhances its ionic nature, making it highly soluble in aqueous environments, even under varying pH conditions.
  • The phosphorylation does not significantly alter the inclusion complex formation ability, allowing α-CDPSS to encapsulate a broad range of hydrophobic molecules, including drugs, fragrances, and pesticides.
  • The presence of phosphate groups imparts unique binding properties, increases reactivity towards cationic species, and provides potential sites for further chemical modification, such as cross-linking or conjugation with bioactive compounds.

Synthesis Pathways

The synthesis of Alpha-Cyclodextrin Phosphate Sodium Salt involves controlled phosphorylation of alpha-cyclodextrin, typically using phosphorous oxychloride (POCl3) or sodium trimetaphosphate as phosphorylating agents. Below is a typical synthetic route:

A. The hydroxyl groups of alpha-cyclodextrin are activated under alkaline conditions, usually in the presence of sodium hydroxide (NaOH).

B. The phosphorylating agent is slowly added to the activated cyclodextrin solution under controlled temperature to prevent side reactions. The reaction is typically carried out under a nitrogen atmosphere to avoid hydrolysis of phosphorylating agents.

C. The reaction mixture is neutralized, often using acetic acid, and the product is precipitated out using ethanol or acetone.

D. The crude product is purified through dialysis or ion exchange chromatography to remove unreacted phosphorylating agents and by-products. The sodium salt form is obtained by treating the product with sodium ions.

E. The purified product is dried, usually through lyophilization, and characterized using NMR, FTIR, and Mass Spectrometry to confirm the degree of phosphorylation and the structural integrity of the cyclodextrin core.

Applications

The unique chemical structure of α-cyclodextrin sodium phosphate makes it widely used in various industries and is a versatile and valuable compound.

  • Drug Delivery Systems.
  • Stabilization of Active Pharmaceutical Ingredients (APIs).
  • Encapsulation of Flavors and Nutraceuticals.
  • Fat Replacers.
  • Preservatives.
  • Fragrance Encapsulation.
  • Heavy Metal Removal.

Related Products

Alfa Chemistry leverages over two decades of expertise in cyclodextrin chemistry to offer high-quality, customizable alpha-cyclodextrin phosphate sodium salt tailored to your application needs. Our state-of-the-art production facilities and rigorous quality control ensure consistent performance and compliance with the highest industry standards. For more information or to request a quote, please contact us.

It should be noted that our our products and services are for research use only, not for clinical use.