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| | beta-Cyclodextrin methyl ethers Basic information |
| | beta-Cyclodextrin methyl ethers Chemical Properties |
| Melting point | 180-182 °C(lit.) | | alpha | +159°(25℃, c=1, H2O) | | Fp | 187 °C | | storage temp. | room temp | | solubility | H2O: soluble50mg/mL | | form | powder | | color | White to off-white | | biological source | synthetic (organic) | | Optical Rotation | [α]25/D +159°, c = 1 in H2O | | Water Solubility | Soluble in water | | Cosmetics Ingredients Functions | CHELATING | | Cosmetic Ingredient Review (CIR) | beta-Cyclodextrin methyl ethers (128446-36-6) | | InChIKey | YZOUYRAONFXZSI-SBHWVFSVSA-N | | SMILES | O1C2OC(C(OC3OC(C(OC4OC(C(OC5OC(C(OC6OC(C(OC7OC(C(OC8OC(C1C(C8OC)O)COC)C(C7OC)O)COC)C(C6OC)O)COC)C(C5OC)O)COC)C(C4OC)O)COC)C(C3OC)O)COC)C(C2OC)O)COC | | LogP | -2.566 (est) | | EPA Substance Registry System | .beta.-Cyclodextrin, methyl ethers (128446-36-6) | | Absorption | ≤0.10 at 350-600nm in solution at 10%
≤1.00 at 220-350nm in solution at 10% |
| Safety Statements | 22-24/25 | | WGK Germany | 3 | | TSCA | TSCA listed | | HS Code | 35051000 | | Storage Class | 11 - Combustible Solids |
| | beta-Cyclodextrin methyl ethers Usage And Synthesis |
| Description | Methyl-β-cyclodextrin is a randomly methylated form of the cyclic oligosaccharide β-cyclodextrin . Methyl-β-cyclodextrin contains seven D-(+)-glucopyranose units that contain randomized hydrogen or methyl groups. Methyl-β-cyclodextrin has been used to improve the aqueous solubility of various compounds and to extract cholesterol from lipid membranes. Methyl-β-cyclodextrin (5 mM) reduces α-synuclein levels in the membrane and detergent-insoluble fractions from B103 neuroblastoma cells transfected with human α-synuclein. It also reduces α-synuclein levels in mouse brain in a transgenic model of α-synucleinopathy. | | Chemical Properties | White powder | | Uses | substrate for laminarinase and other glucanases | | Uses | Cavity size is the major determinant as to which cyclodextrin is used in complexation. The cavity diameter of β-cyclodextrins or β-glucopyranose unit compounds is well-suited for use with molecules the size of hormones, vitamins and many compounds frequently used in tissue and cell culture applications. For this reason, β-cyclodextrin is most commonly used as a complexing agent. It is used to increase the solubility of non-polar substances such as fatty acids, lipids, vitamins and cholesterol for use in cell culture applications. Methyl-β-cyclodextrin is used to remove cholesterol from cultured cells and is employed to remove lipid rafts. | | Uses | Methyl-β-cyclodextrin is a cholesterol-removing agent mainly used for lipid raft disruption. It may also be used for detergent removal from protein-lipid-detergent ternary mixture to produce 2D membrane protein crystals due to its high solubility and affinity for detergents generally used in membrane protein chemistry. | | General Description | Methyl-β-cyclodextrin is a small cyclic heptasaccharide. | | Biochem/physiol Actions | Methyl-β-cyclodextrin participates in increasing the permeability of cells. It also plays a role in depolymerizing the actin cytoskeleton in cells. Methyl-β-cyclodextrin is involved in attracting cholesterol from the plasma. It participates in activating extracellular receptor kinase in certain cells. | | References | [1] MOJCA PODLESNIK BESENIAR . Kinetics of cholesterol extraction from lipid membranes by methyl-β-cyclodextrin—A surface plasmon resonance approach[J]. Biochimica et biophysica acta. Biomembranes, 2008, 1778 1: Pages 175-184. DOI: 10.1016/j.bbamem.2007.09.022
[2] PAZIT BAR-ON. Effects of the cholesterol-lowering compound methyl-β-cyclodextrin in models of α-synucleinopathy[J]. Journal of Neurochemistry, 2006, 98 4: 1032-1045. DOI: 10.1111/j.1471-4159.2006.04017.x |
| | beta-Cyclodextrin methyl ethers Preparation Products And Raw materials |
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