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Principaux documents

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M7439

Sigma-Aldrich

Méthyl-β-cyclodextrine

Synonyme(s) :

Methyl-beta-cyclodextrin

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About This Item

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

Forme

powder

Impuretés

<10.0% water (Karl Fischer)

Couleur

white

Pf

180-182 °C (lit.)

Chaîne 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

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

Clé InChI

QGKBSGBYSPTPKJ-UHFFFAOYSA-N

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Catégories apparentées

Description générale

Methyl-β-cyclodextrin is a small cyclic heptasaccharide.

Application

Methyl-β-cyclodextrin has been used as a cholesterol chelator:
  • to study its effects on mice cardiomyocytes
  • to study its effects on human corneal stromal fibroblasts
  • to study its effects on the junctophilin-2 (JPH2) pool

Actions biochimiques/physiologiques

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.

Autres remarques

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

368.6 °F

Point d'éclair (°C)

187 °C

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

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Certificats d'analyse (COA)

Lot/Batch Number
0000377098
0000375578
0000361819
0000375578
0000361819

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

M Awasthi-Kalia et al.
Biochemical and biophysical research communications, 287(1), 77-82 (2001-09-11)
Methyl-beta-cyclodextrin and filipin are cholesterol-binding reagents often used interchangeably to investigate functional requirements for lipid rafts in receptor-mediated signal transduction. Recently, contradictory results were reported by two groups using these reagents in different model systems to investigate the role of
Yanqi Zhu et al.
Journal of molecular and cellular cardiology, 97, 204-212 (2016-06-04)
Low serum cholesterol levels are associated with cardiac arrhythmias and poor prognosis in patients with chronic heart failure. However, the underlying mechanisms by which decreases in cholesterol content lead to cardiac dysfunction remain unclear. Multiple studies have implicated damage to
Rajiv R Mohan et al.
Experimental eye research, 180, 200-207 (2019-01-07)
Decorin (Dcn), a small leucine-rich proteoglycan, is involved in the regulation of corneal wound healing. Epidermal growth factor receptor (EGFR) plays a critical role in corneal fibroblasts proliferation, migration and extracellular matrix (ECM) modulation upon injury or infection. The present
Nikita Mundhara et al.
Scientific reports, 9(1), 7638-7638 (2019-05-23)
Methyl-β-cyclodextrin (MCD), an established pharmacological excipient, depolymerizes the actin cytoskeleton. In this work, we investigated the effect of MCD-mediated actin depolymerization on various cellular phenotypes including traction force, cell stiffness, focal adhesions, and intracellular drug accumulation. In addition to a
Mario Menschikowski et al.
Cancer cell international, 11, 4-4 (2011-02-16)
Increasing evidences show that beyond its role in coagulation, endothelial protein C receptor (EPCR) interferes with carcinogenesis. Pro-carcinogenic effects of EPCR were linked with a raised generation of activated protein C (aPC) and anti-apoptotic signalling. This study was carried out
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