332615

Methyl-β-cyclodextrin

average M_n 1310

• Synonym(s): MβCD, MEBCD, Methyl-β-CD, Methyl-beta-cyclodextrin
• CAS Number: 128446-36-6
• MDL number: MFCD00066764
• UNSPSC Code: 12352201
• NACRES: NA.22

Properties

• form: powder
• Quality Level: 100
• optical activity: [α]25/D +159°, c = 1 in H₂O
• mol wt: average M_n 1310
• extent of labeling: 1.6-2.0 mol CH₃ per unit anhydroglucose
• color: white
• mp: 180-182 °C (lit.)
• SMILES string: 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
• 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

Description

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.[1][2]

Application

Methyl-β-cyclodextrin is a cholesterol-removing agent[3] mainly used for lipid raft disruption.[4] 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.[4]

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.[5]
• A mobile phase additive for the analysis of R,S-naproxen mixtures in commercial tablet formulations by conventional and nano-liquid chromatography (nano-LC).[6]
• An analytical standard for the determination of the analyte in biological samples by high performance liquid chromatography (HPLC).[7]
• A chiral selector for the resolution of repaglinide enantiomers in pharmaceutical formulations by capillary electrophoresis.[8]

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.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): 368.6 °F
• Flash Point(C): 187 °C
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves