(2-Hydroxypropyl)-β-cyclodextrin (HP-β-CD)

Synonyms: HP-β-cyclodextrin, Hydroxypropyl betadex, Hydroxypropyl-β-cyclodextrin

(2-Hydroxypropyl)-β-cyclodextrin (HP-β-CD, HP-β-cyclodextrin, Hydroxypropyl betadex, Hydroxypropyl-β-cyclodextrin) is a well-known sugar used in drug delivery, genetic vectors, environmental protection, and the treatment of Niemann-Pick disease type C1 (NPC1). It is an inhibitor of amyloid-β aggregation and widely used drug delivery vehicle to improve stability and bioavailability.

(2-Hydroxypropyl)-β-cyclodextrin (HP-β-CD) Chemical Structure

(2-Hydroxypropyl)-β-cyclodextrin (HP-β-CD) Chemical Structure

CAS No. 128446-35-5

Purity & Quality Control

(2-Hydroxypropyl)-β-cyclodextrin (HP-β-CD) Related Products

Biological Activity

Description (2-Hydroxypropyl)-β-cyclodextrin (HP-β-CD, HP-β-cyclodextrin, Hydroxypropyl betadex, Hydroxypropyl-β-cyclodextrin) is a well-known sugar used in drug delivery, genetic vectors, environmental protection, and the treatment of Niemann-Pick disease type C1 (NPC1). It is an inhibitor of amyloid-β aggregation and widely used drug delivery vehicle to improve stability and bioavailability.
Targets
amyloid-β aggregation [1]
In vitro
In vitro

HP-β-CD molecules were not only nontoxic to cells, but also greatly inhibited Aβ fibrillization and reduced Aβ-induced toxicity in a concentration-dependent manner. Too low concentrations of HP-β-CD caused insufficient interactions with Aβ, while too high concentrations of HP-β-CD caused HP-β-CD to self-aggregate into inactive species. HP-β-CD interacted preferentially with some of the hydrophobic residues of Aβ, which prevented Aβ oligomers from further growing into mature fibrils via peptide elongation and lateral association[1].

Cell Research Cell lines SH-SY5Y cell line
Concentrations 25, 50, 125, and 250 μM
Incubation Time 24 and 48 h
Method

Cells that was cultured at 37 ℃ in the mixture of sterile-filtered Eagle's minimum essential medium and Ham's F-12 medium mixed at a 1 : 1 ratio with 10% fetal bovine serum, 1% penicillin/streptomycin and humidified air with 5% CO2 was employed as a model neuron. Cells were cultured to confluence and harvested using 0.25 mg/mL trypsin/EDTA solution. Before adding Aβ1-42 and HP-β-CD, cells were resuspended in Opti-MEM reduced serum medium and counted using a hemocytometer. Cells were then plated in a 96-well tissue culture plate with approximately 100 000 cells per well in 200 μL medium. To determine the cell viability, colorimetric MTT metabolic activity assay was performed. SH-SY5Y cells were cultured in a 96-well plate at 37 1C. Then, Aβ1-42, HP-β-CD and Aβ1-42-HP-β-CD solutions were individually added to the cultured cells, which were then continually cultured for additional 24 h and 48 h. After removing the supernatant of each well, 20 μL of MTT solution (5 mg/mL in PBS) and 100 mL of medium were then added into the systems. After incubation for another 4 h, the formazan crystals were dissolved in dimethyl sulfoxide (150 μL) and the absorbance intensity was measured using a microplate reader at 570 nm.

In Vivo
In vivo

HP-β-CD, due to its excellent biocompatibility, has been widely used in drug delivery systems, environmental remediation, food additives, and pharmacotherapy. HP-β-CD can readily cross the BBB and target nerve cells[1]. HP-β-CD is well tolerated in the animal species tested (rats, mice and dogs), particularly when dosed orally, and shows only limited toxicity. After a single 200 mg/kg intravenous dose in rats and dogs, 14C-HP-β-CD was eliminated rapidly (more than 90% in 4 h), almost completely as the intact compound and mostly by renal excretion. The excretion in faeces and expired air was minimal. The plasma elimination half-life was 0.4 h in rats and 0.8 h in dogs. After oral administration of HP-β-CD in both rats and dogs, 86% was excreted via the faeces in both species, where as less than 5% was excreted in the urine. The absolute bioavailability was estimated at 3.3% in the dog and less in the rat. In both rats and dogs following intravenous administration, tissue distribution was limited: in rats the highest concentration was found in the kidney and lung and in dogs, the highest concentrations were in the kidney and the liver. Plasma levels of unchanged HP-β-CD declined rapidly and showed a bi-phasic decline after single intravenous and oral dosing in healthy volunteers. The utility of a 45%w/v HP-β-CD aqueous dosing vehicle in preclinical studies is very common. This vehicle is useful with poorly aqueous drugs[2].

NCT Number Recruitment Conditions Sponsor/Collaborators Start Date Phases
NCT02912793 Completed
Niemann-Pick Disease Type C1
Cyclo Therapeutics Inc.
March 20 2017 Phase 1|Phase 2

Chemical Information & Solubility

Molecular Weight 1541.54 Formula

C63H112O42

CAS No. 128446-35-5 SDF Download (2-Hydroxypropyl)-β-cyclodextrin (HP-β-CD) SDF
Smiles CC(COCC1C2C(C(C(O1)OC3C(OC(C(C3O)O)OC4C(OC(C(C4O)O)OC5C(OC(C(C5O)O)OC6C(OC(C(C6O)O)OC7C(OC(C(C7O)O)OC8C(OC(O2)C(C8O)O)COCC(C)O)COCC(C)O)COCC(C)O)COCC(C)O)COCC(C)O)COCC(C)O)O)O)O
Storage (From the date of receipt)

In vitro
Batch:

DMSO : 100 mg/mL ( (64.87 mM) Moisture-absorbing DMSO reduces solubility. Please use fresh DMSO.)

Water : 100 mg/mL

Ethanol : 100 mg/mL


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In vivo
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Tech Support

Answers to questions you may have can be found in the inhibitor handling instructions. Topics include how to prepare stock solutions, how to store inhibitors, and issues that need special attention for cell-based assays and animal experiments.

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