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M7439

Sigma-Aldrich

Methyl-β-cyclodextrin

Synonym(s):

Methyl-beta-cyclodextrin

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About This Item

CAS Number:
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.)

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
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
Laurie Hamtiaux et al.
PloS one, 6(10), e26823-e26823 (2011-11-03)
The antitumoral properties of endocannabinoids received a particular attention these last few years. Indeed, these endogenous molecules have been reported to exert cytostatic, apoptotic and antiangiogenic effects in different tumor cell lines and tumor xenografts. Therefore, we investigated the cytotoxicity
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