(2-Hydroxypropyl)-Gamma-Cyclodextrin

(2-Hydroxypropyl)-Gamma-Cyclodextrin

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(2-Hydroxypropyl)-Gamma-Cyclodextrin
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(2-Hydroxypropyl)-Gamma-Cyclodextrin

Abbreviation HPGCD

Catalog CD128446344

CAS Number 128446-34-4

Cyclodextrin Type Substituted cyclodextrins, neutral

Packaging 10 kg

Storage Condition Store at room temperature, in tightly closed container

Availability In stock

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

Description

Parameters

Applications

Related Products

Case Study

Product Description

(2-Hydroxypropyl)-gamma-cyclodextrin, abbreviated as HP-γ-CD or HPGCD, is a cyclic oligosaccharide composed of glucopyranose units and is shaped like a hollow truncated cone. It is a hydroxyalkyl derivative of native γ-CD (8-glucose units). HPGCD is no longer a single pure product, but a mixture of multiple substitutions. As with other CDs, HPGCD has inclusion properties but it has strong anti-crystallization ability and is not easy to form inclusion complex crystals when clathrated with guest molecules. It can encapsulate larger molecules, such as cholesterol. Besides, HPGCD can also cross-link to form long chain polymers and is considered a very useful chemical in supramolecular chemistry. Custom bulk orders of this product are available upon request.

Basic Information

Average Molecular FormulaC48H80-nO40·(C3H7O)n
Average Molecular Weight1297.2 + n·(58.1)
Possible ImpuritiesPropylene glycol, gamma-cyclodextrin, hydroxypropylated linear dextrins
Solubility (in 100 cm3 solvent, at 25 °C)Water: > 33 g
Methanol: > 33 g
DMF: > 33 g

Detailed Information

Physical & Chemical Properties

AppearanceWhite or almost white, amorphous or crystalline powder
ContentMin.95.0%
pH5.0-8.5
Residue on ignitionMax. 0.2%
Loss on dryingMax. 10.0%

Impurities

Residual gamma-cyclodextrin (γ-CD)Max. 1.5%
Residual propylene glycolMax. 0.5%
Heavy metalsMax. 10 ppm

Microorganism

Total aerobic microbial count (TAMC)Max. 1000 cfu/g
Total yeast and mold count (TYMC)Max. 100 cfu/g
Escherichia coliNot detectable

Applications

(2-Hydroxypropyl)-Gamma-Cyclodextrin

One of the most soluble CD derivatives is hydroxypropyl-CDs, which are non-toxic and completely soluble in water. As a type of hydroxypropyl-CD, HPGCD can effectively encapsulate many bulky molecules due to its large cavity diameter and is widely used in the pharmaceutical industry as a pharmaceutical excipient [1]. It can not only include drugs with specific functions to improve the bioavailability of drugs, but also alleviate cholesterol accumulation to provide new treatments for certain diseases. The following are two specific application examples of HPGCD.

  • HPGCD was used to enhance the properties of curcumin by forming an inclusion complex, with curcumin being a drug that accelerates wound healing. A curcumin-HPGCD complex was prepared in sacran (a novel megamolecular polysaccharide)-based hydrogel film (HGF), which not only enhances the antioxidant activity of curcumin, but also helps curcumin delivery. The complex has potential for use as a new transdermal therapeutic system to enhance curcumin's wound healing activity [2].
  • HPGCD was used to alleviate cholesterol accumulation in NPC1-deficient cells. Mutations in the NPC1 gene cause Niemann-Pick type C disease (NPC), a fatal neurological disorder characterized by the accumulation of cholesterol in the lysosomes. It was proven that HPGCD improves cholesterol levels and cellular homeostasis in conditions of NPC1 deficiency by increasing lysosomal function and dynamics, which may contribute to effective NPC and related lysosomal storage disorder therapies [3].

As one of the leading CD companies, Alfa Chemistry has a dedicated team which has accumulated extensive expertise in the field of CD chemistry. We offer high quality HPGCD in multi-kilogram quantities tailored to the special needs of the pharmaceutical and other industries. We do our best to provide customers with first-class products and services. For more information, please feel free to contact us.

References

  1. Veiga, M. D.; Ahsan, F. Hydroxypropyl gamma cyclodextrin as a solubiliser and dissolution enhancing agent: the case of tolbutamide—a poorly water-soluble drug. Proceedings of the Ninth International Symposium on Cyclodextrins. Conference paper. 321-324.
  2. Wathoni, N; et al. Enhancement of curcumin wound healing ability by complexation with 2-hydroxypropyl-γ-cyclodextrin in sacran hydrogel film. International Journal of Biological Macromolecules. 2017, 98: 268-276.
  3. Singhal, A.; et al. 2-Hydroxypropyl-gamma-cyclodextrin overcomes NPC1 deficiency by enhancing lysosome-ER association and autophagy. Scientific Reports. 2020, 10(1): 8663.

Case Study

(2-Hydroxypropyl)-Gamma-Cyclodextrin Facilitates Nanofiber Fabrication via Electrospinning for Luteolin Delivery

Direct electrospinning for producing multiple activity nanofibers consisting of aggregated luteolinhydroxypropyl-gamma-cyclodextrin inclusion complexFeng W, et al. International Journal of Biological Macromolecules, 2024, 270, 132344.

(2-Hydroxypropyl)-Gamma-Cyclodextrin (HPγCD) was utilized to enhance the electrospinning process for fabricating luteolin-loaded nanofibers, demonstrating its role in drug solubilization and controlled release. A physical mixture of luteolin (Lut) and HPγCD was initially prepared in an equimolar ratio, followed by grinding and vacuum drying. To improve the solubility and dispersion of Lut, an inclusion complex (Lut/HPγCD-IC) was formed by dissolving HPγCD in water and mixing it with Lut at a 1:4 molar ratio. The resulting complex was stirred at 25°C for 12 hours, yielding an electrospinning solution.

Electrospinning was performed with a metal needle injector at a controlled flow rate of 8 μL/s, a voltage of 15-20 kV, and a collection distance of 15-17 cm. The process successfully generated HPγCD nanofibers (HPγCD-NF) and Lut/HPγCD-IC nanofibers (Lut/HPγCD-IC-NF), which were stored at 3°C before further characterization. The study highlights HPγCD's efficacy in forming stable inclusion complexes and facilitating electrospinning for advanced pharmaceutical applications.

Intracerebroventricular Administration of 2-Hydroxypropyl-γ-Cyclodextrin for Attenuating Hepatic Dysfunction in Niemann-Pick Disease Type C

Intracerebroventricular 2-hydroxypropyl-y-cyclodextrin alleviates hepatic manifestations without distributing to the liver in a murine model of Niemann-Pick disease type CYamada Y, et al. Life Sciences, 2024, 350, 122776.

2-Hydroxypropyl-γ-cyclodextrin (HP-γ-CD), a cyclic octasaccharide, has demonstrated therapeutic potential in treating Niemann-Pick disease type C (NPC). In a murine model, HP-γ-CD exhibited superior biocompatibility compared to 2-hydroxypropyl-β-cyclodextrin (HP-β-CD), a related cyclic heptasaccharide under clinical investigation. Experimental results revealed that HP-γ-CD effectively modulated cholesterol homeostasis within hours post-exposure, with sustained effects lasting several days. Biodistribution studies indicated that systemically administered HP-γ-CD exhibited limited penetration into peripheral organs, including the brain and liver. Notably, while subcutaneous administration failed to alleviate neurological symptoms due to its poor blood-brain barrier permeability, intracerebroventricular administration significantly mitigated hepatic dysfunction despite the absence of detectable HP-γ-CD in the liver. These findings suggest that central administration of HP-γ-CD may exert indirect systemic benefits, potentially mediated through neurological pathways.

(2-Hydroxypropyl)-Gamma-Cyclodextrin Facilitates Electrospun Nanofiber Formation for Hexaconazole Delivery

Preparation and characterization of hexaconazole/hydroxypropyl-gamma-cyclodextrin inclusion complex nanofibers for sustainable agriculture: Improved physicochemical properties and antifungal activity of hexaconazoleLiu B, et al. Journal of Molecular Structure, 2024, 1299, 137195.

(2-Hydroxypropyl)-Gamma-Cyclodextrin (HPγCD) was utilized to improve the solubility and antifungal efficacy of hexaconazole (HEZ) through the fabrication of HEZ/HPγCD inclusion complex nanofibers (HEZ/HPγCD-IC-NF). The preparation involved first dissolving HPγCD in distilled water (180%, w/v) and subsequently mixing it with HEZ powder at a 1:1 stoichiometric ratio. The solution was stirred at 25 °C for 12 h to form the HEZ/HPγCD-IC solution. Electrospinning was then performed using a sterile syringe loaded with the solution, maintaining a flow rate of 0.5 mL h⁻¹, a needle-to-collector distance of 18 cm, and an applied voltage of 15 kV at 25 °C and 30% humidity. The resulting nanofibers demonstrated complete encapsulation of HEZ, leading to enhanced thermal stability, water solubility, and a 1.92-fold increase in antifungal activity against Botrytis cinerea compared to free HEZ. This study highlights HPγCD's role in electrospinning-mediated drug delivery, offering a promising approach for improving the bioavailability and efficacy of hydrophobic agrochemicals.

(2-Hydroxypropyl)-Gamma-Cyclodextrin Facilitates Electrospinning of Antifungal Nanofibers

Electrospinning for producing antifungal nanofibers consisting of prochloraz/hydroxypropyl-γ-cyclodextrin inclusion complexYang G, et al. Industrial Crops and Products, 2024, 211, 118282.

(2-Hydroxypropyl)-γ-cyclodextrin (HPγCD) plays a crucial role in the electrospinning synthesis of antifungal nanofibers incorporating prochloraz. In this study, HPγCD was employed to enhance the solubility and stability of prochloraz by forming an inclusion complex, enabling its efficient incorporation into nanofibers via electrospinning. The preparation involved dissolving 1.6 g of HPγCD in 1 mL of distilled water, followed by the addition of 0.381 g of prochloraz (molar ratio 1:1). The resulting solution underwent 12 hours of stirring at 600 rpm before being electrospun at 15-20 kV under controlled conditions (25°C, 20% RH). The electrospun nanofibers, deposited on an aluminum foil receiving plate, demonstrated potential as an effective antifungal delivery system.

HPγCD for the synthesis of Perillaldehyde/Hydroxypropyl-γ-Cyclodextrin Inclusion Complex Nanofibers via Electrospinning

Antibacterial perillaldehyde/hydroxypropyl-y-cyclodextrin inclusion complex electrospun polymer-free nanofiber: Improved water solubility, thermostability, and antioxidant activityGao S, et al. Industrial Crops and Products, 2022, 176, 114300.

This study investigates the use of (2-Hydroxypropyl)-Gamma-Cyclodextrin (HPγCD) in the preparation of an inclusion complex with perillaldehyde (PA), synthesized into nanofibers through electrospinning. The preparation of the PA/HPγCD inclusion complex (PA/HPCD-IC) involved dissolving 2 g of HPγCD in 1 mL of distilled water, followed by mixing with an equimolar amount of PA and stirring for 24 hours at room temperature to form the PA/HPγCD-IC solution. This solution was then subjected to electrospinning, where the inclusion complex nanofibers were produced without blending the HPγCD with a polymer matrix. The electrospinning process was performed using a syringe pump at a voltage of 15-17 kV and a spray rate of 0.5 mL/h, with a collector distance of 15-17 cm. The resulting nanofibers were stored at 4°C for further analysis.

The experiment highlights the effective role of HPγCD in enhancing the solubility and stability of PA through the formation of inclusion complexes, which are then successfully fabricated into nanofiber membranes.

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