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D5919

Diacylglycerol Kinase Inhibitor I

solid

Synonym(s):

6-[2-[4-[(4-Fluorophenyl)phenylmethylene]-1-piperidin­yl]ethyl]-7-methyl-5H-thiazolo-[3,2-a]-pyrimidin-5-one, R59022

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About This Item

Empirical Formula (Hill Notation):
C27H26FN3OS
CAS Number:
93076-89-2
Molecular Weight:
459.58
NACRES:
NA.77
PubChem Substance ID:
24893986
UNSPSC Code:
41106300
MDL number:
MFCD00055114
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
200
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biological source

synthetic (organic)

Quality Level

200

assay

≥98% (HPLC)

form

solid

color

pale yellow

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

CC1=C(CCN2CCC(\CC2)=C(\c3ccccc3)c4ccc(F)cc4)C(=O)N5C=CSC5=N1

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

Diacylglycerol Kinase Inhibitor I prevents the formation of foreign body giant cell (FBGC).[1] It inhibits the phosphorylation of diacylglycerol to phosphatidic acid. Diacylglycerol Kinase Inhibitor I functions as a serotonin (5-HT) receptor (5-HTR) antagonist.[2] It stimulates apoptosis and autophagy in neuronal cell line NG108-15.[3]

Application

Diacylglycerol Kinase Inhibitor I has been used as an inhibitor to study suppression of T cell function using advanced generation human CAR (chimeric antigen receptors) T cells.

Biochem/physiol Actions

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

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This Item
266785266788D5794
Diacylglycerol Kinase Inhibitor I solid

Sigma-Aldrich

D5919

Diacylglycerol Kinase Inhibitor I

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.

Sigma-Aldrich

266785

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

Diacylglycerol Kinase Inhibitor II solid

Sigma-Aldrich

D5794

Diacylglycerol Kinase Inhibitor II

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥97% (HPLC)

form

solid

form

solid

form

solid

form

solid

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

200

storage temp.

−20°C

storage temp.

10-30°C

storage temp.

10-30°C

storage temp.

−20°C

solubility

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

solubility

ethanol: 12 mg/mL, DMSO: 4 mg/mL

solubility

DMSO: 12.5 mg/mL

solubility

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

color

pale yellow

color

white

color

white

color

pale yellow

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000512519
0000512509
0000512509
0000512519
0000478843

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Ana M Laxalt et al.
The Journal of biological chemistry, 282(29), 21160-21168 (2007-05-11)
Nitric Oxide (NO) is a second messenger related to development and (a)biotic stress responses in plants. We have studied the role of NO in signaling during plant defense responses upon xylanase elicitation. Treatment of tomato cell cultures with the fungal
Activation of phospholipase C and protein kinase C has little involvement in ADP-induced primary aggregation of human platelets: effects of diacylglycerols, the diacylglycerols, the diacylglycerol kinase inhibitor R59022, staurosporine and okadaic acid
Packham MA, et al.
The Biochemical Journal, 290(3), 849-856 (1993)
Eric Ruelland et al.
Plant physiology, 130(2), 999-1007 (2002-10-12)
The signaling events generated by a cold exposure are poorly known in plants. We were interested in checking the possible activation of enzymes of the phosphoinositide signaling pathway in response to a temperature drop. In Arabidopsis suspension cells labeled with
View All Related Papers

Global Trade Item Number

SKUGTIN
D5919-1MG04061826674550
D5919-5MG04061833261446

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