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M7439

Sigma-Aldrich

Metil-β-ciclodextrina

Sinónimos:

Methyl-beta-cyclodextrin

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About This Item

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

form

powder

Quality Level

200

impurities

<10.0% water (Karl Fischer)

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

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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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

368.6 °F

flash_point_c

187 °C

ppe

Eyeshields, Gloves, type N95 (US)

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Certificados de análisis (COA)

Lot/Batch Number
0000377098
0000375578
0000361819
0000375578
0000361819

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Visite la Librería de documentos

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
Min Jiang et al.
The Journal of biological chemistry, 294(36), 13487-13501 (2019-07-25)
Junctophilins (JPH1-JPH4) are expressed in excitable and nonexcitable cells, where they tether endoplasmic/sarcoplasmic reticulum (ER/SR) and plasma membranes (PM). These ER/SR-PM junctions bring Ca-release channels in the ER/SR and Ca as well as Ca-activated K channels in the PM to
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