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D5794

Diacylglycerol Kinase Inhibitor II

solid

Synonym(s):

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

Empirical Formula (Hill Notation):
C28H25F2N3OS
CAS Number:
120166-69-0
Molecular Weight:
489.58
NACRES:
NA.77
PubChem Substance ID:
24278378
UNSPSC Code:
41106300
MDL number:
MFCD00069258
Assay:
≥97% (HPLC)
Form:
solid
Quality level:
200
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biological source

synthetic (organic)

Quality Level

200

assay

≥97% (HPLC)

form

solid

color

pale yellow

mp

228-230  °C

solubility

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

storage temp.

−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)

InChI key

ZCNBZFRECRPCKU-UHFFFAOYSA-N

Application

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 Actions

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

Features and Benefits

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.

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1 of 1

This Item
D5919266788D129
Diacylglycerol Kinase Inhibitor II solid

Sigma-Aldrich

D5794

Diacylglycerol Kinase Inhibitor II

Diacylglycerol Kinase Inhibitor I solid

Sigma-Aldrich

D5919

Diacylglycerol Kinase Inhibitor I

Diacylglycerol Kinase Inhibitor II The Diacylglycerol Kinase Inhibitor II, also referenced under CAS 120166-69-0, controls the biological activity of Diacylglycerol KInase. This small molecule/inhibitor is primarily used for Phosphorylation & Dephosphorylation applications.

Sigma-Aldrich

266788

Diacylglycerol Kinase Inhibitor II

R-(+)-DIOA ≥98% (HPLC), solid

Sigma-Aldrich

D129

R-(+)-DIOA

form

solid

form

solid

form

solid

form

solid

assay

≥97% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

100

storage temp.

−20°C

storage temp.

−20°C

storage temp.

10-30°C

storage temp.

-

solubility

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

solubility

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

solubility

DMSO: 12.5 mg/mL

solubility

H2O: insoluble <0.11 mg/mL, DMSO: >20 mg/mL, 0.1 M HCl: insoluble, 0.1 M NaOH: soluble, ethanol: soluble

color

pale yellow

color

pale yellow

color

white

color

white

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Storage Class

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Certificates of Analysis (COA)

Lot/Batch Number
0000560308
0000560308
0000263131
SLCR1778
0000263131

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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
Multifactorial T-cell hypofunction that is reversible can limit the efficacy of chimeric antigen receptor-transduced human T cells in solid tumors
Moon EK, et al.
Clinical Cancer Research, 20(16), 4262-4273 (2014)
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Global Trade Item Number

SKUGTIN
D5794-5MG04061833586839
D5794-1MG04061833586822

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