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M7439

Sigma-Aldrich

Methyl-β-cyclodextrin

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Synonym(s):
Methyl-beta-cyclodextrin
CAS Number:
128446-36-6
NACRES:
NA.22

form

powder

Quality Level

200

impurities

<10.0% water (Karl Fischer)

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 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

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.

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 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

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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
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
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
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
Sara Rodríguez-Acebes et al.
The Biochemical journal, 420(2), 305-315 (2009-03-06)
Cholesterol homoeostasis is critical for cell viability and proliferation. The SREBP (sterol regulatory element-binding protein) pathway is crucial for the maintenance of cholesterol homoeostasis. This pathway is controlled by cholesterol and cholesterol-derived oxysterols. J774 cells cannot convert desmosterol into cholesterol
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