Methyl-β-cyclodextrin [128446-36-6]

Référence HY-101461-500mg

Conditionnement : 500mg

Marque : MedChemExpress

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Methyl-β-cyclodextrin (Methyl-beta-cyclodextrin) is a cyclic heptasaccharide used to deliver hydrophobic agents based on its property of solubilizing non-polar substances. Methyl-β-cyclodextrin is also extensively used as a cholesterol-depleting reagent. Methyl-β-cyclodextrin strongly reduces clathrin-dependent endocytosis. Methyl-β-cyclodextrin blocks cell migrasome formation.

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Methyl-β-cyclodextrin Chemical Structure

Methyl-β-cyclodextrin Chemical Structure

CAS No. : 128446-36-6

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Based on 43 publication(s) in Google Scholar

    Methyl-β-cyclodextrin purchased from MedChemExpress. Usage Cited in: J Med Virol. 2022 Nov 1.  [Abstract]

    Pretreatment with AY9944 (15, 30 µM), U18666A (5, 10 µM), lovastatin (5, 10 µM) and Methyl-β-cyclodextrin (MβCD; 5, 10 mM) for 2 h can all significantly reduce the level of EV-A71 VP1 protein in HCT-8 cell.
    Description

    Methyl-β-cyclodextrin (Methyl-beta-cyclodextrin) is a cyclic heptasaccharide used to deliver hydrophobic agents based on its property of solubilizing non-polar substances. Methyl-β-cyclodextrin is also extensively used as a cholesterol-depleting reagent[1]. Methyl-β-cyclodextrin strongly reduces clathrin-dependent endocytosis[2]. Methyl-β-cyclodextrin blocks cell migrasome formation[3].

    In Vitro

    Methyl-β-cyclodextrin is extensively used to increase the permeability of cells, and thereby increase the uptake of small molecules such as glucose and nano-particles[4].
    Cyclodextrins are a family of cyclic oligosaccharides with a hydrophilic outer surface and a lipophilic central cavity. Cyclodextrins molecules are relatively large with a number of hydrogen donors and acceptors and, thus in general, they do not permeate lipophilic membranes. In the pharmaceutical industry, cyclodextrins have mainly been used as complexing agents to increase aqueous solubility of poorly soluble drugs and to increase their bioavailability and stability. Cyclodextrins are used in pharmaceutical applications for numerous purposes, including improving the bioavailability of drugs[4].
    Methyl-β-cyclodextrin quickly induces caspase-dependent apoptosis in PEL cells via cholesterol depletion from the plasma membrane. Methyl-β-cyclodextrin inhibits the growth of all PEL cell lines in a dose-dependent manner. The IC50 is 3.33-4.23 mM in each cell line[5].
    Methyl-β-cyclodextrin is a highly water soluble cyclic heptasaccharide consisting of a β-glucopyranose unit, has been reported as the most effective agent for the depletion of cholesterol from cells among the various cholesterol-depleting agents[5].

    MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

    In Vivo

    In a PEL xenograft mouse model, Methyl-β-cyclodextrin significantly inhibits the growth and invasion of PEL cells without apparent adverse effects. Methyl-β-cyclodextrin-treated mice appears to be healthy, whereas non-treated mice has a distended abdominal region. The body weights of control are significantly higher than those of Methyl-β-cyclodextrin treated mice. Methyl-β-cyclodextrin-treated mice has a significantly lower volume of ascites than that of non-treated mice[4].
    Studies in both humans and animals have shown that cyclodextrins can be used to improve drug delivery from almost any type of drug formulation. Currently, there are approximately 30 different pharmaceutical products worldwide containing drug/cyclodextrins complexes in the market[6].

    MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

    Masse moléculaire

    1310 (Average)

    CAS No.

    128446-36-6

    Appearance

    Solid

    Color

    White to off-white

    SMILES

    CO[C@@H]1[C@H](O[R])[C@H](O[R])[C@@H](C)C(CO[R])O1.[7].[R=H or -CH3]

    Livraison

    Room temperature in continental US; may vary elsewhere.

    Stockage
    Powder -20°C 3 years
    4°C 2 years
    Solvant et solubilité
    In Vitro: 

    DMSO : ≥ 100 mg/mL

    H2O : ≥ 50 mg/mL

    *"≥" means soluble, but saturation unknown.

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    This product has good water solubility, please refer to the measured solubility data in water/PBS/Saline for details.
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    Pureté et documentation

    Purity: 99.95%

    Références
    • [1]. Mundhara N, et al. Methyl-β-cyclodextrin, an actin depolymerizer augments the antiproliferative potential of microtubule-targeting agents. Sci Rep. 2019 May 21;9(1):7638.  [Content Brief]

      [2]. Rodal SK, et al. Extraction of cholesterol with methyl-beta-cyclodextrin perturbs formation of clathrin-coated endocytic vesicles. Mol Biol Cell. 1999;10(4):961-974.  [Content Brief]

      [3]. Yuwei Huang, et al. Migrasome formation is mediated by assembly of micron-scale tetraspanin macrodomains. Nat Cell Biol. 2019 Aug;21(8):991-1002.  [Content Brief]

      [4]. Chen X, et al. Cholesterol depletion from the plasma membrane triggers ligand-independent activation of the epidermal growth factor receptor. J Biol Chem. 2002 Dec 20;277(51):49631-7.  [Content Brief]

      [5]. Gotoh K, et al. The antitumor effects of methyl-β-cyclodextrin against primary effusion lymphoma via the depletion of cholesterol from lipid rafts. Biochem Biophys Res Commun. 2014 Dec 12;455(3-4):285-9.  [Content Brief]

      [6]. Tiwari G, et al. Cyclodextrins in delivery systems: Applications. J Pharm Bioallied Sci. 2010 Apr;2(2):72-9.  [Content Brief]

    Test cellulaire
    [1]

    PEL cells are incubated in triplicate in a 96-well microculture plate in the presence of different concentrations of methyl-β-cyclodextrin (0-10 mM) in a final volume of 0.1 mL for 24 h at 37°C. Subsequently, MTT (0.5 mg/mL final concentration) is added to each well. After 3 h of additional incubation, 100 μL of a 0.04 N HCl is added to dissolve the crystals. Absorption values at 570 nm are determined[1].

    MCE n'a pas confirmé de manière indépendante l'exactitude de ces méthodes. Ils sont pour référence seulement.

    Administration animale
    [1]

    Mice: Female NRJ mice are intraperitoneally inoculated with BCBL-1 cells suspended in PBS. The mice are then treated with intraperitoneal injections of PBS or methyl-β-cyclodextrin (500 mg/kg per day). Tumor burdens are evaluated by measuring body weights and ascites[1].

    MCE n'a pas confirmé de manière indépendante l'exactitude de ces méthodes. Ils sont pour référence seulement.

    Références
    • [1]. Mundhara N, et al. Methyl-β-cyclodextrin, an actin depolymerizer augments the antiproliferative potential of microtubule-targeting agents. Sci Rep. 2019 May 21;9(1):7638.  [Content Brief]

      [2]. Rodal SK, et al. Extraction of cholesterol with methyl-beta-cyclodextrin perturbs formation of clathrin-coated endocytic vesicles. Mol Biol Cell. 1999;10(4):961-974.  [Content Brief]

      [3]. Yuwei Huang, et al. Migrasome formation is mediated by assembly of micron-scale tetraspanin macrodomains. Nat Cell Biol. 2019 Aug;21(8):991-1002.  [Content Brief]

      [4]. Chen X, et al. Cholesterol depletion from the plasma membrane triggers ligand-independent activation of the epidermal growth factor receptor. J Biol Chem. 2002 Dec 20;277(51):49631-7.  [Content Brief]

      [5]. Gotoh K, et al. The antitumor effects of methyl-β-cyclodextrin against primary effusion lymphoma via the depletion of cholesterol from lipid rafts. Biochem Biophys Res Commun. 2014 Dec 12;455(3-4):285-9.  [Content Brief]

      [6]. Tiwari G, et al. Cyclodextrins in delivery systems: Applications. J Pharm Bioallied Sci. 2010 Apr;2(2):72-9.  [Content Brief]

    • [1]. Mundhara N, et al. Methyl-β-cyclodextrin, an actin depolymerizer augments the antiproliferative potential of microtubule-targeting agents. Sci Rep. 2019 May 21;9(1):7638.

      [2]. Rodal SK, et al. Extraction of cholesterol with methyl-beta-cyclodextrin perturbs formation of clathrin-coated endocytic vesicles. Mol Biol Cell. 1999;10(4):961-974.

      [3]. Yuwei Huang, et al. Migrasome formation is mediated by assembly of micron-scale tetraspanin macrodomains. Nat Cell Biol. 2019 Aug;21(8):991-1002.

      [4]. Chen X, et al. Cholesterol depletion from the plasma membrane triggers ligand-independent activation of the epidermal growth factor receptor. J Biol Chem. 2002 Dec 20;277(51):49631-7.

      [5]. Gotoh K, et al. The antitumor effects of methyl-β-cyclodextrin against primary effusion lymphoma via the depletion of cholesterol from lipid rafts. Biochem Biophys Res Commun. 2014 Dec 12;455(3-4):285-9.

      [6]. Tiwari G, et al. Cyclodextrins in delivery systems: Applications. J Pharm Bioallied Sci. 2010 Apr;2(2):72-9.

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    Methyl-β-cyclodextrin128446-36-6Methyl-beta-cyclodextrinBiochemical Assay ReagentsInhibitorinhibitorinhibit

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