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251400

Sigma-Aldrich

D609, Potassium Salt

Selective inhibitor of phosphatidylcholine (PC)-specific phospholipase C (Ki = 5-10 µM).

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Synonym(s):
D609, Potassium Salt, Tricyclodecan-9-yl-xanthogenate, K
Empirical Formula (Hill Notation):
C11H15OS2 · K
CAS Number:
83373-60-8
Molecular Weight:
266.46
MDL number:
MFCD00171401
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
desiccated (hygroscopic)

color

off-white

solubility

DMSO: 25 mg/mL
water: 25 mg/mL

shipped in

ambient

storage temp.

2-8°C

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);

InChI key

YFUFHKMDCZBHMY-UHFFFAOYSA-N

General description

Selective inhibitor of phosphatidylcholine (PC)-specific phospholipase C (Ki = 5-10 µM). Does not inhibit phosphatidylinositol-specific phospholipase C, phospholipase A, or phospholipase D. Also reported to inhibit LPS-stimulated ERK activation via its inhibitory effect on PLC. Inhibits angiogenesis by preventing the synthesis of basement membrane.
Selective inhibitor of phosphatidylcholine-specific phospholipase C (PC-PLC) (Bacillus cereus, Ki = 5-10 µM). Does not inhibit (up to 50 µM) phosphatidylinositol-specific phospholipase C, phospholipase A2, and phospholipase D. Inhibitor of the sphingomyelinase activity. Also inhibits angiogenesis by preventing the synthesis of basement membrane (BM).

Biochem/physiol Actions

Cell permeable: no
Primary Target
pc-specificphopholipase c
Product does not compete with ATP.
Reversible: no
Target Ki: 5-10 µM against phosphatidylcholine (PC)-specific phospholipase C

Warning

Toxicity: Standard Handling (A)

Preparation Note

tissue culture media should be at neutral pH, since product is active only at or slightly below pH 7.0. The compound is inactive at pH 7.4 and above, and it is hydrolyzed below pH 6.0. HEPES buffer should not be used as it renders D609 toxic.

Reconstitution

Material is very labile once in solution (1.5 day half-life in tissue culture medium).

Other Notes

Monick, M.M., et al. 1999. J. Immunol. 162, 3005.
Lozanski, G., et al. 1997. Biochem. J.328, 271.
Maragoudakis, M.E., et al. 1993. Kidney Int. 43, 147.
Doppler, C., et al. 1992. AIDS Res. Human Retroviruses8, 245.
Schutze, S., et al. 1992. Cell71, 765.
Sauer, G., et al. 1990. Cancer Lett.53, 97.
Muller-Decker, K. 1989. Biochem. Biophys. Res. Commun.162, 198.
Amtmann, E., et al. 1987. Biochem. Pharmacol.36, 1545.
Sauer, G., et al. 1984. Proc. Natl. Acad. Sci. USA81, 3263.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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