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Merck

D5794

Sigma-Aldrich

Diacylglycerol Kinase Inhibitor II

solid

Synonym(e):

3-[2-[4-(bis(4-Fluorophenyl)methylene)-1-piperidinyl]ethyl]-2,3-dihydro-2-thioxo-4(1H)-quinazolinone, R59949

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About This Item

Empirische Formel (Hill-System):
C28H25F2N3OS
CAS-Nummer:
Molekulargewicht:
489.58
MDL-Nummer:
UNSPSC-Code:
41106300
PubChem Substanz-ID:
NACRES:
NA.77

Biologische Quelle

synthetic (organic)

Qualitätsniveau

Assay

≥97% (HPLC)

Form

solid

Farbe

pale yellow

mp (Schmelzpunkt)

228-230  °C

Löslichkeit

0.1 M HCl: slightly soluble
0.1 M NaOH: slightly soluble
DMSO: soluble
H2O: insoluble
ethanol: soluble
ethyl acetate: soluble

Lagertemp.

−20°C

SMILES String

Fc1ccc(cc1)\C(=C2\CCN(CCN3C(=S)Nc4ccccc4C3=O)CC2)c5ccc(F)cc5

InChI

1S/C28H25F2N3OS/c29-22-9-5-19(6-10-22)26(20-7-11-23(30)12-8-20)21-13-15-32(16-14-21)17-18-33-27(34)24-3-1-2-4-25(24)31-28(33)35/h1-12H,13-18H2,(H,31,35)

InChIKey

ZCNBZFRECRPCKU-UHFFFAOYSA-N

Anwendung

Diacylglycerol Kinase Inhibitor II has been used to determine tumor-induced inhibition with genetically modified cytotoxic T cells expressing chimeric antigen receptors (CAR). It has also been used to induce pAkt and PKR-like extracellular signal-regulated kinase (pErk) signals in T-cell acute lymphoblastic leukemia (T-ALL) cells.

Biochem./physiol. Wirkung

Diacylglycerol kinase inhibitor. Inhibits formation of [38P]1-Oleoyl-2-acetylglyceryl-3-phosphoric acid (OAPA) in red blood cell membranes: IC50 = 3.3 μM.

Leistungsmerkmale und Vorteile

This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves


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Marylana Saadeh et al.
PloS one, 7(1), e30200-e30200 (2012-01-25)
Chronic exposure (24-72 hrs) of pancreatic islets to elevated glucose and fatty acid leads to glucolipoxicity characterized by basal insulin hypersecretion and impaired glucose-stimulated insulin secretion (GSIS). Our aim was to determine the mechanism for basal hypersecretion of insulin. We
Costin N Antonescu et al.
Molecular biology of the cell, 21(16), 2944-2952 (2010-06-25)
Clathrin-mediated endocytosis (CME) is the main route of internalization of receptor-ligand complexes. Relatively little is known about the role of specific lipids in CME, in particular that of phosphatidic acid (PA). We examined the effect of altering cellular PA levels
RasGRP1 overexpression in T-ALL increases basal nucleotide exchange on Ras rendering the Ras/PI3K/Akt pathway responsive to protumorigenic cytokines
Ksionda O, et al.
Oncogene, 35(28), 3658-3658 (2016)
Liquan Yang et al.
Molecular pharmacology, 78(1), 105-113 (2010-04-01)
We demonstrated recently that opioid-induced activation of phospholipase D2 (PLD2) enhances mu- (MOPr) and delta-opioid receptor endocytosis/recycling and thus reduces the development of opioid receptor desensitization and tolerance. However, the mechanistic basis for the PLD2-mediated induction of opioid receptor endocytosis
T Kurz et al.
Cardiovascular research, 42(1), 48-56 (1999-08-06)
1,2-Diacylglycerol (1,2-DAG) and phosphatidic acid (PA) are produced by phospholipase C and D activity and play a key role as second messengers in receptor-mediated signal transduction. So far, little is known about alterations of endogenous 1,2-DAG and PA production during

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