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332615

Sigma-Aldrich

Methyl-β-cyclodextrin

average Mn 1310

Sinonimo/i:

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

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5 G
CHF 95.60
25 G
CHF 196.00

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5 G
CHF 95.60
25 G
CHF 196.00

About This Item

Numero CAS:
128446-36-6
Numero MDL:
MFCD00066764
Codice UNSPSC:
12352201
NACRES:
NA.22

CHF 95.60

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Stato

powder

Livello qualitativo

100

Attività ottica

[α]25/D +159°, c = 1 in H2O

PM

average Mn 1310

Grado di funzionalizzazione

1.6-2.0 mol CH3 per unit anhydroglucose

Colore

white

Punto di fusione

180-182 °C (lit.)

Stringa SMILE

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
QGKBSGBYSPTPKJ-UHFFFAOYSA-N

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Categorie correlate

Descrizione generale

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]

Applicazioni

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]

Altre note

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

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

368.6 °F

Punto d’infiammabilità (°C)

187 °C

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

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Certificati d'analisi (COA)

Lot/Batch Number
STBL4111
STBL1244
STBK8343
STBK7715
STBH9769

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Controlled 2D crystallization of membrane proteins using methyl-?-cyclodextrin.
Signorell GA, et al.
Journal of Structural Biology, 157(2), 321-328 (2007)
L O Healy et al.
Journal of chromatography. A, 924(1-2), 459-464 (2001-08-28)
Chiral separations of R,S-naproxen mixtures were obtained on an achiral column (ODS) with methyl-beta-cyclodextrin as a mobile phase additive using conventional and nano-LC. The optimised mobile phase composition was 20 mmol l(-1) methyl-beta-cyclodextrin, 20% (v/v) acetonitrile, and 50 mmol l(-1)
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
P Y Grosse et al.
Journal of chromatography. B, Biomedical sciences and applications, 694(1), 219-226 (1997-06-20)
This paper describes a high-performance liquid chromatographic method with fluorescence detection for the analysis of methyl-beta-cyclodextrin (MEBCD) in plasma and cell lysate, after in situ complexation with 1-naphthol. The size-exclusion HPLC column packed with TSK 3000 SW gel, was equilibrated
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)
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Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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