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Merck

T8543

Sigma-Aldrich

O-Tricyclo[5.2.1.02,6]dec-9-yl dithiocarbonate potassium salt

≥95%, solid

Synonym(e):

D609

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About This Item

Empirische Formel (Hill-System):
C11H15KOS2
CAS-Nummer:
Molekulargewicht:
266.46
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
41106300
PubChem Substanz-ID:
NACRES:
NA.77

Biologische Quelle

synthetic (organic)

Assay

≥95%

Form

solid

Farbe

off-white to yellow

Löslichkeit

H2O: soluble 50 mg/mL, clear to slightly hazy, colorless to faintly yellow
acetone: easily soluble
diethyl ether: insoluble
hydrocarbons: insoluble

SMILES String

[K]SC(=S)OC1CC2CC1C3CCCC23

InChI

1S/C11H16OS2.K/c13-11(14)12-10-5-6-4-9(10)8-3-1-2-7(6)8;/h6-10H,1-5H2,(H,13,14);/q;+1/p-1/t6-,7?,8?,9-,10?;/m1./s1

InChIKey

IGULCCCBGBDZKQ-HJPGVBIPSA-M

Anwendung

D609 has been used as a phosphatidylcholine-specific phospholipase C (PC-PLC) inhibitor in mouse bone marrow derived monocytes. D609 has also been reported to significantly reduce the elevated levels of phosphatidylethanolamine binding protein 1 (PEBP1) in apolipoprotein E-/- mice.

Biochem./physiol. Wirkung

D609 can block the production of diacylglycerol (DAG) in the cell. D609 functions by inhibiting the phospholipase C-mediated hydrolysis of the phosphate bond present in phosphatidylcholine and other glycerophospholipids.
Phosphatidylcholine-specific phospholipase C (PLC) and HIV-1 inhibitor. Xanthogenate derivative with in vitro anti-tumor activity.

Angaben zur Herstellung

O-Tricyclo[5.2.1.02,6]dec-9-yl dithiocarbonate or D609 is soluble in water at 50 mg/ml and yields a clear to slightly hazy, colorless to light yellow solution. It is also soluble in acetone. However, it is insoluble in ether and hydrocarbons.

Alcoholic solutions should not be prepared due to the possibility of transesterification. The product is very labile in solution (1.5 days half-life in tissue culture medium) and is readily hydrolyzed below pH 6.0. Hence, solutions should be prepared immediately before use and unused solutions must be discarded. For tissue culture preparations, the media should be buffered to pH 6.0-7.5. HEPES buffer must not be used as it renders this product toxic.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


Analysenzertifikate (COA)

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Die Dokumentenbibliothek aufrufen

Rieko Yachi et al.
Genes to cells : devoted to molecular & cellular mechanisms, 17(8), 720-727 (2012-07-04)
Sphingomyelin (SM) is an abundant phospholipid in cell membranes. However, owing to the lack of appropriate probes, the subcellular distribution of SM remains unclear. In this study, we examined the localization of SM in COS-1 cells (green monkey kidney cells)
Laura Abalsamo et al.
Breast cancer research : BCR, 14(2), R50-R50 (2012-03-21)
Acquisition of mesenchymal characteristics confers to breast cancer (BC) cells the capability of invading tissues different from primary tumor site, allowing cell migration and metastasis. Regulators of the mesenchymal-epithelial transition (MET) may represent targets for anticancer agents. Accruing evidence supports
Chiharu Fujihara et al.
Journal of cellular physiology, 234(5), 7149-7160 (2018-10-30)
Fibroblast growth factor-2 (FGF-2) stimulates periodontal regeneration by a broad spectrum of effects on periodontal ligament (PDL) cells, such as proliferation, migration, and production of extracellular matrix. A critical factor in the success of periodontal regeneration is the rapid resolution
Li Wang et al.
The Journal of physiology, 591(20), 5005-5015 (2013-08-21)
We previously found that phosphatidylcholine-specific phospholipase C (PC-PLC) was a key inducing element of atherosclerosis, and might negatively regulate human umbilical vein endothelial cell (HUVEC) autophagy. To further investigate the mechanism of PC-PLC action, we initially identified phosphatidylethanolamine binding protein
Lukas Bahati Tanner et al.
Journal of lipid research, 55(7), 1357-1365 (2014-05-29)
Influenza virus acquires a host-derived lipid envelope during budding, yet a convergent view on the role of host lipid metabolism during infection is lacking. Using a mass spectrometry-based lipidomics approach, we provide a systems-scale perspective on membrane lipid dynamics of

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