Succinyl-Beta-Cyclodextrin
INQUIRY
Succinyl-Beta-Cyclodextrin
Abbreviation SuBCD
Catalog CD-DR05
Cyclodextrin Type Cyclodextrin Derivatives
Packaging 1 g, 10 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
Succinyl-Beta-Cyclodextrin (SBCD) represents a versatile derivative of beta-cyclodextrin. It is synthesized through the modification of beta-cyclodextrin by introducing succinyl groups (-CO-CH2-CH2-COOH) to the primary and secondary hydroxyl groups on the cyclodextrin ring. This structural alteration significantly enhances the molecule's physicochemical properties, making it a powerful agent for various complexation and solubilization applications.
Basic Information
| Molecular Formula | C42H70-nO35·(C4H5O3)n |
| Formula Weight | 1135.0+n·(100.1) |
| Possible Impurities | Beta-cyclodextrin, succinic acid |
| Solubility (in 100 cm3 solvent, at 25 °C) | Water: >50 g, Methanol: >50 g, Chloroform:<1 g |
Detailed Information
Physical & Chemical Properties
| Appearance | white to slight yellow powder |
| Average degree of substitution (n) | 2.0-5.0 |
| Purity | >90% |
| Loss on drying | <10% |
Impurities
| Residual succinic acid | <3% |
| Residual beta-cyclodextrin | <5% |
Key Properties
- The introduction of succinyl groups increases the hydrophilicity of the molecule, leading to improved solubility in aqueous systems.
- SBCD has a remarkable capacity to form inclusion complexes with hydrophobic molecules, enhancing their solubility, stability, and bioavailability.
- Exhibits low toxicity and high biocompatibility, making it suitable for pharmaceutical and biomedical applications.
- Improved thermal and chemical stability compared to native beta-cyclodextrin.
Synthesis of Succinyl-Beta-Cyclodextrin
The synthesis of Succinyl-Beta-Cyclodextrin involves the reaction of beta-cyclodextrin with succinic anhydride under controlled conditions. This process typically includes:
A. Activation of Cyclodextrin: Beta-cyclodextrin is dissolved in an appropriate solvent (e.g., dimethyl sulfoxide or water).
B. Succinylation Reaction: Succinic anhydride is added to the solution under alkaline conditions, promoting the nucleophilic substitution of hydroxyl groups by succinyl groups.
C. Purification: The product is purified through precipitation, dialysis, or chromatographic techniques to remove unreacted reagents and by-products.
Figure 1. Synthetic route to Suc-β-CD[1].
Applications
Pharmaceutical Industry
SBCD is widely utilized in the formulation of advanced drug delivery systems due to its superior ability to enhance the solubility, stability, and bioavailability of poorly water-soluble drugs. It is particularly valuable in:
- Oral Drug Delivery - Enhances the dissolution rate of hydrophobic drugs, leading to improved absorption and therapeutic efficacy.
- Parenteral Formulations - Used in injectable formulations to stabilize and solubilize drugs that are otherwise challenging to deliver intravenously.
- Controlled Release Systems - Facilitates the design of controlled and targeted release formulations, allowing for sustained drug action.
Case Study: Anticancer Drugs
SBCD has been effectively employed in the solubilization of anticancer drugs such as paclitaxel and docetaxel, which are notoriously difficult to deliver due to their low solubility. SBCD complexes improve drug bioavailability, reduce systemic toxicity, and enhance therapeutic outcomes.
Food and Beverage Industry
SBCD's ability to form inclusion complexes extends to food and beverage applications, where it is used as an encapsulating agent for flavors, fragrances, and essential oils. This modification:
- Enhances the stability of sensitive compounds against oxidation and light degradation.
- Improves the solubility of hydrophobic additives in aqueous-based products.
- Acts as a carrier for active ingredients, improving their release profile.
Cosmetics and Personal Care
In the cosmetics industry, SBCD is utilized in formulations to enhance the stability and delivery of active ingredients such as vitamins, antioxidants, and fragrances. Its inclusion capabilities help protect sensitive compounds from degradation, ensuring longer-lasting efficacy in products.
Environmental Applications
SBCD's complexation properties are harnessed in environmental applications for the removal of contaminants such as pesticides, heavy metals, and organic pollutants. Its ability to form stable complexes with hydrophobic pollutants enhances their solubility and facilitates easier removal through various remediation processes.
Related Products
Alfa Chemistry offers high-purity succinyl-alpha-cyclodextrin manufactured under stringent quality control processes, ensuring reliable performance and consistency in every batch. For further inquiries or product details, please contact Alfa Chemistry, your trusted partner in chemical innovation.
Reference
- Shinde, V.V.; et al. Succinyl-β-cyclodextrin-driven synthesis of a nitrogen-fused five-ring heterocycle using GBB-based [4+1] cycloaddition via supramolecular host-guest interactions. Tetrahedron. 2019, 75(6): 778-783.
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