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About This Item
Empirical Formula (Hill Notation):
C23H44O5
CAS Number:
Molecular Weight:
400.59
UNSPSC Code:
12352211
NACRES:
NA.25
Product Name
10:0 DG, 1,2-didecanoyl-sn-glycerol, chloroform
assay
>99% (TLC)
form
liquid
packaging
pkg of 1 × 5 mL (800810C-10mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 800810C
concentration
2 mg/mL (800810C-10mg)
lipid type
neutral glycerides
neutral lipids
shipped in
dry ice
storage temp.
−20°C
InChI
1S/C23H44O5/c1-3-5-7-9-11-13-15-17-22(25)27-20-21(19-24)28-23(26)18-16-14-12-10-8-6-4-2/h21,24H,3-20H2,1-2H3/t21-/m0/s1
InChI key
GNSDEDOVXZDMKM-NRFANRHFSA-N
General description
In biochemical signaling, diacylglycerol (DAG) functions as a second messenger signaling lipid, and is a product of the hydrolysis of the phospholipid PIP2 (phosphatidylinositolbisphosphate) by the enzyme phospholipase C (PLC) (a membrane-bound enzyme) that, through the same reaction, produces inositol trisphosphate (IP3). Although inositol trisphosphate (IP3) diffuses into the cytosol, DAG remains within the plasma membrane due to its hydrophobic properties. IP3 stimulates the release of calcium ions from the smooth endoplasmic reticulum, whereas DAG is a physiological activator of protein kinase C (PKC). The production of DAG in the membrane facilitates translocation of PKC from the cytosol to the plasma membrane.
Diacylglycerol mimicks the effects of the tumor-promoting compounds phorbol esters.
Diacylglycerol mimicks the effects of the tumor-promoting compounds phorbol esters.
10:0 DG (DDG), also called 1,2-didecanoyl-sn-glycerol, is a substrate for human pancreatic lipase (HPL).
Application
10:0 DG has been used in the monomolecular film preparation for enzyme assay studies. It may be used in diacylglycerol kinase (DGK) activity assay in DDT1-MF2 cells and in glomerulus homogenate from diabetic rats.
Packaging
30 mL Amber Narrow Mouth Glass Bottle with Screw Cap (800810C-10mg)
Preparation Note
Diacylglycerols are conveniently stored in chloroform solutions in glass vials with PTFE-lined caps at -20°C. Under these conditions acyl migration is minimal. Avoid plastic when handling chloroform solutions.
Other Notes
Delivery to cells:
Dry samples of diacylglycerol in chloroform, using a stream of nitrogen. Dissolve the residue in an appropriate volume of ethanol or DMSO, then dilute to the desired aqueous medium.
Dry samples of diacylglycerol in chloroform, using a stream of nitrogen. Dissolve the residue in an appropriate volume of ethanol or DMSO, then dilute to the desired aqueous medium.
Effective concentration:
Most biological responses saturate at 20 to 250 μM sn-1,2-dioctanoylglycerol. Only sn-1,2 isomers appear to be active.
Most biological responses saturate at 20 to 250 μM sn-1,2-dioctanoylglycerol. Only sn-1,2 isomers appear to be active.
Precaution: Since short chain Diacylglycerols mimic effects of the tumor-promoting phorbol diesters in a number of biological systems, extra care should be employed in their handling. Treatment of solutions, vessels and other articles with 1N NaOH before washing or discarding will destroy diacylglycerols.
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
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Danger
Hazard Classifications
Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3
target_organs
Central nervous system
Storage Class
6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects
wgk
WGK 3
flash_point_f
does not flash
flash_point_c
does not flash
Regulatory Information
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Biochemical characterization of Yarrowia lipolytica LIP8, a secreted lipase with a cleavable C-terminal region
Kamoun J, et al.
Biochimica et Biophysica Acta - Molecular and Cell Biology of Lipids, 1851(2), 129-140 (2015)
Effects of vitamin E and its derivatives on diabetic nephropathy in Rats and identification of diacylglycerol kinase subtype involved in the improvement of diabetic nephropathy
Kakehi T, et al.
Functional Foods in Health and Disease, 7(10), 816-832 (2017)
Importance of chroman ring and tyrosine phosphorylation in the subtype-specific translocation and activation of diacylglycerol kinase alpha by d-alpha-tocopherol
Fukunaga-Takenaka R, et al.
Genes Cells, 10(4), 311-319 (2005)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 800810C-10MG | 04061838169525 |