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Dioctanoylglycol

Diacylglycerol kinase inhibitor CAS# 627-86-1

Dioctanoylglycol

Catalog No. BCC6662----Order now to get a substantial discount!

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Dioctanoylglycol: 5mg $12 In Stock
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Quality Control of Dioctanoylglycol

Number of papers citing our products

Chemical structure

Dioctanoylglycol

3D structure

Chemical Properties of Dioctanoylglycol

Cas No. 627-86-1 SDF Download SDF
PubChem ID 3093 Appearance Powder
Formula C18H34O4 M.Wt 314.46
Type of Compound N/A Storage Desiccate at -20°C
Solubility Soluble to 100 mM in DMSO
Chemical Name 2-octanoyloxyethyl octanoate
SMILES CCCCCCCC(=O)OCCOC(=O)CCCCCCC
Standard InChIKey HTNFLUQQANUSLR-UHFFFAOYSA-N
Standard InChI InChI=1S/C18H34O4/c1-3-5-7-9-11-13-17(19)21-15-16-22-18(20)14-12-10-8-6-4-2/h3-16H2,1-2H3
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of Dioctanoylglycol

DescriptionSpecific inhibitor of diacylglycerol kinase.

Dioctanoylglycol Dilution Calculator

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Dioctanoylglycol Molarity Calculator

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Preparing Stock Solutions of Dioctanoylglycol

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.1801 mL 15.9003 mL 31.8005 mL 63.6011 mL 79.5014 mL
5 mM 0.636 mL 3.1801 mL 6.3601 mL 12.7202 mL 15.9003 mL
10 mM 0.318 mL 1.59 mL 3.1801 mL 6.3601 mL 7.9501 mL
50 mM 0.0636 mL 0.318 mL 0.636 mL 1.272 mL 1.59 mL
100 mM 0.0318 mL 0.159 mL 0.318 mL 0.636 mL 0.795 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Dioctanoylglycol

Attenuation of sn-1,2-diacylglycerol second messengers by diacylglycerol kinase. Inhibition by diacylglycerol analogs in vitro and in human platelets.[Pubmed:3009483]

J Biol Chem. 1986 May 25;261(15):6993-7000.

Diacylglycerol kinase is though to play a central role in the metabolism of diacylglycerol second messengers in agonist-stimulated cells. A series of diacylglycerol analogs were tested for their ability to act as substrates or inhibitors of diacylglycerol kinase with the goal of determining the substrate specificity of the enzyme, and of discovering inhibitors. Screening of these compounds was performed using a partially purified diacylglycerol kinase from pig brain. Modified assays for this enzyme using co-sonicated mixtures of diacylglycerol and anionic phospholipids were developed. This enzyme was found to be quite specific for sn-1,2-diacylglycerol (KM 24 microM for dioctanoyl-glycerol). Among the analogs investigated, only 1,2-dioctanoyl-2-amino-1,3-propanediol was utilized at a significant rate. Two analogs, dioctanoylethylene glycol (KI 58 microM) and 1-monooleoylglycerol (KI 91 microM), were potent inhibitors in vitro. These compounds were tested for effects on diacylglycerol formation and metabolism in thrombin-stimulated human platelets. Dioctanoylethylene glycol inhibited diacylglycerol phosphorylation in platelets (70-100% at 100 microM) leading to a longer-lived diacylglycerol signal. This compound may be a useful tool for studies of diacylglycerol kinase in other cell types. 1-Monooleoylglycerol treatment elevated diacylglycerol levels up to 4-fold in unstimulated platelets and up to 10-fold in thrombin-stimulated platelets. The implications with regard to the pathways of diacylglycerol metabolism in human platelets are discussed.

Specificity and mechanism of protein kinase C activation by sn-1,2-diacylglycerols.[Pubmed:3456578]

Proc Natl Acad Sci U S A. 1986 Mar;83(5):1184-8.

The specificity of protein kinase C activation by sn-1,2-diacylglycerols and analogues was investigated by using a Triton X-100 mixed micellar assay [Hannun, Y. A., Loomis, C. R. & Bell, R. M. (1985) J. Biol. Chem. 260, 10039-10043]. Analogues containing acyl or alkyl chains eight carbons in length were synthesized because sn-1,2-dioctanoylglycerol is an effective cell-permeant activator of protein kinase C. These analogues were tested as activators and antagonists of rat brain protein kinase C to determine the exact structural features important for activity. The analogues established that activation of protein kinase C by diacylglycerols is highly specific. Several analogues established that both carbonyl moieties of the oxygen esters are required for maximal activity and that the 3-hydroxyl moiety is also required. None of the analogues were antagonists. These data, combined with previous investigations, permitted formulation of a model of protein kinase C activation. A three-point attachment of sn-1,2-diacylglycerol to the surface-bound protein kinase C-phosphatidylserine-Ca2+ complex is envisioned to cause activation. Direct ligation of diacylglycerol to Ca2+ is proposed to be an essential step in the mechanism of activation of protein kinase C.

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