DIACYLGLYCEROL KINASE INHIBITOR I Chemical Properties

Boiling point:

619.8±65.0 °C(Predicted)

Density 

1.26±0.1 g/cm3(Predicted)

storage temp. 

-20°C

solubility 

0.1 M HCl: slightly soluble

form 

solid

pka

7.76±0.20(Predicted)

color 

pale yellow

biological source

synthetic (organic)

Stability:

Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.

Safety Information

Safety Statements 

23-24/25

WGK Germany 

3

MSDS

• Language:English Provider:SigmaAldrich

DIACYLGLYCEROL KINASE INHIBITOR I Usage And Synthesis

Description

R-59022 (93076-89-2) is a diacylglycerol kinase (DAGK) inhibitor, nonselective for DAGK isotypes (IC50=2.8 μM in intact platelets).1 Induces autophagy and apoptosis in NG108-15 neuronal cells via an mTOR-independent mechanism.2 Prevents conjugated linoleic acid-mediated inflammatory signaling and insulin resistance in human adipocytes.3 Blocks filovirus internalization in host cells.4

Uses

R-59-022 acts as an inducer of apoptosis in glioblastoma cells and avoids apoptosis in non-cancerous cells. This selectivity makes this drug a highly effective anti-cancer agent. Diacylglycerol Kinase inhibitor.

Definition

ChEBI: 6-[2-[4-[(4-fluorophenyl)-phenylmethylidene]-1-piperidinyl]ethyl]-7-methyl-5-thiazolo[3,2-a]pyrimidinone is a diarylmethane.

Biological Activity

Diacylglycerol (DAG) kinase inhibitor (IC 50 = 2.8 μ M); increases protein kinase C activity. Potentiates thrombin-induced platelet aggregation and induces neutrophil chemotaxis. Inhibits U46619-induced contractions in mouse aorta and porcine coronary artery.

in vivo

IC 50

PKC; serotonin; diacylglycerol kinase: 2.8 μM (IC₅₀)

References

[1] D C DE CHAFFOY DE COURCELLES  H V B  P Roevens. R 59 022, a diacylglycerol kinase inhibitor. Its effect on diacylglycerol and thrombin-induced C kinase activation in the intact platelet.[J]. The Journal of Biological Chemistry, 1985, 260 29: 15762-15770.
[2] TSUYOSHI TAKITA. Diacylglycerol kinase inhibitor R59022-induced autophagy and apoptosis in the neuronal cell line NG108-15[J]. Archives of biochemistry and biophysics, 2011, 509 2: Pages 197-201. DOI:10.1016/j.abb.2011.02.007
[3] KRISTINA MARTINEZ. Diacylglycerol kinase inhibitor R59022 attenuates conjugated linoleic acid-mediated inflammation in human adipocytes.[J]. Journal of Lipid Research, 2013, 54 3: 662-670. DOI:10.1194/jlr.m031211
[4] CORINA M STEWART. A Diacylglycerol Kinase Inhibitor, R-59-022, Blocks Filovirus Internalization in Host Cells.[J]. Viruses-Basel, 2019, 11 3. DOI:10.3390/v11030206

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