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Sigma-Aldrich

Methyl-β-cyclodextrin

average Mn 1310

Synonym(s):

MβCD, MEBCD, Methyl-β-CD, Methyl-beta-cyclodextrin

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About This Item

CAS Number:
128446-36-6
UNSPSC Code:
12352201
NACRES:
NA.22

form

powder

optical activity

[α]25/D +159°, c = 1 in H2O

mol wt

average Mn 1310

extent of labeling

1.6-2.0 mol CH3 per unit anhydroglucose

color

white

mp

180-182 °C (lit.)

InChI

1S/C56H98O35/c1-64-15-22-36-29(57)43(71-8)50(78-22)86-37-23(16-65-2)80-52(45(73-10)30(37)58)88-39-25(18-67-4)82-54(47(75-12)32(39)60)90-41-27(20-69-6)84-56(49(77-14)34(41)62)91-42-28(21-70-7)83-55(48(76-13)35(42)63)89-40-26(19-68-5)81-53(46(74-11)33(40)61)87-38-24(17-66-3)79-51(85-36)44(72-9)31(38)59/h22-63H,15-21H2,1-14H3

InChI key

QGKBSGBYSPTPKJ-UHFFFAOYSA-N

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General description

Methyl-β-cyclodextrin (MβCD) is a macrocyclic compound that can form inclusion complexes with a number of guest molecules. It shows higher solubility in aqueous solutions and greater solubilizing and complexing power compared to the parent β-cyclodextrin. MβCD can be used to enhance the enzyme activity and enantioselectivity of subtilizing enzyme in organic solvents.

Application

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.
Methyl-β-cyclodextrin may be used as:
  • A buffer additive for the effective separation of aminophospholipids by modified micellar electrokinetic capillary chromatography (MEKC) coupled with laser-induced fluorescence detection.
  • A mobile phase additive for the analysis of R,S-naproxen mixtures in commercial tablet formulations by conventional and nano-liquid chromatography (nano-LC).
  • An analytical standard for the determination of the analyte in biological samples by high performance liquid chromatography (HPLC).
  • A chiral selector for the resolution of repaglinide enantiomers in pharmaceutical formulations by capillary electrophoresis.

Other Notes

To gain a comprehensive understanding of our extensive range of Polysaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

368.6 °F

flash_point_c

187 °C

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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Andreza Ribeiro et al.
AAPS PharmSciTech, 9(4), 1102-1109 (2008-11-01)
The aim of this study is to confirm the formation of inclusion complexes between miconazole (MCZ) and two derivatives of beta-cyclodextrin, methyl-beta-cyclodextrin (MbetaCD) and 2-hydroxypropyl-beta-cyclodextrin (HPbetaCD) in aqueous solution by phase solubility studies. Inclusion complexes with MbetaCD in the solid
Depletion of membrane cholesterol causes ligand-independent activation of Fas and apoptosis.
Gniadecki R.
Biochemical and Biophysical Research Communications, 320(1), 165-169 (2004)
Tea polyphenol epigallocatechin?3?gallate associates with plasma membrane lipid rafts: Lipid rafts mediate anti?allergic action of the catechin.
Tachibana H, et al.
Biofactors, 21(1?4), 383-385 (2004)
Controlled 2D crystallization of membrane proteins using methyl-?-cyclodextrin.
Signorell GA, et al.
Journal of Structural Biology, 157(2), 321-328 (2007)
Le Zhang et al.
Electrophoresis, 23(17), 3071-3077 (2002-09-11)
Micellar electrokinetic capillary chromatography (MEKC) with laser-induced fluorescence detection is used for the analysis of three classes of aminophospholipids: phosphatidylethanolamine (PE), phosphatidylserine (PS), and lysophosphatidylethanolamine (LPE) molecular species. 3-(2-Furoyl) quinoline-2-carboxaldehyde (FQ), a fluorogenic dye, was employed for labeling of these
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