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266785

Sigma-Aldrich

Diacylglycerol Kinase Inhibitor I

The Diacylglycerol Kinase Inhibitor I, also referenced under CAS 93076-89-2, controls the biological activity of Diacylglycerol Kinase. This small molecule/inhibitor is primarily used for Phosphorylation & Dephosphorylation applications.

Synonym(s):

Diacylglycerol Kinase Inhibitor I, 6-{2-{4-[(p-Fluorophenyl)phenylmethylene]-1-piperidinyl}ethyl}-7-methyl-5H-thiazolo(3,2-a)pyrimidine-5-one, R59022, R59022, 6-{2-{4-[(p-Fluorophenyl)phenylmethylene]-1-piperidinyl}ethyl}-7-methyl-5H-thiazolo(3,2-a)pyrimidine-5-one

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About This Item

Empirical Formula (Hill Notation):
C27H26FN3OS
CAS Number:
93076-89-2
Molecular Weight:
459.58
MDL number:
MFCD00055114
UNSPSC Code:
51111800
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

color

white

solubility

ethanol: 12 mg/mL
DMSO: 4 mg/mL

shipped in

ambient

storage temp.

10-30°C

InChI

1S/C27H26FN3OS/c1-19-24(26(32)31-17-18-33-27(31)29-19)13-16-30-14-11-22(12-15-30)25(20-5-3-2-4-6-20)21-7-9-23(28)10-8-21/h2-10,17-18H,11-16H2,1H3

InChI key

MFVJXLPANKSLLD-UHFFFAOYSA-N

General description

Potentiates the activity of protein kinase C by inhibiting diacylglycerol metabolism. Inhibits diacylglycerol kinase (IC50 = 2.8 µM) without affecting phosphodiesterase or phosphatidylinositol kinase. Potentiates this effect in studies of signal-transducing inositol lipid metabolism. Inhibits human platelet DAG kinase in intact cells (IC50 = 3.6 µM) and in isolated membranes (IC50 = 6.7 µM). In porcine thymus cytosol it inhibits the 80 kDa DAG kinase (IC50 = 10 µM) but has no effect on the 150 kDa DAG kinase. Weak dopamine D2 and histamine H1 antagonist and strong serotonin-S2 antagonist.
Potentiates the activity of protein kinase C by inhibiting diacylglycerol metabolism. Inhibits diacylglycerol kinase (IC50 = 2.8 µM) without affecting phosphodiesterase or phosphatidylinositol kinase. Weak dopamine D2 and histamine H1 antagonist and strong serotonin S2 antagonist.

Biochem/physiol Actions

Cell permeable: no
Primary Target
Diacylglycerol Kinase
Product does not compete with ATP.
Reversible: no

Warning

Toxicity: Irritant (B)

Reconstitution

Following reconstitution, store in the refrigerator (4°C). Stock solutions are stable for up to 3 months at 4°C.

Other Notes

Goin, M., et al. 1993. FEBS Lett. 316, 68.
Ohtsuka, T., et al. 1990. J. Biol. Chem.265, 15418.
de Chaffoy de Courcelles, D., et al. 1985. J. Biol. Chem.260, 15762.

Legal Information

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

wgk_germany

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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