800810C

10:0 DG

1,2-didecanoyl-sn-glycerol, chloroform

• Synonym(s): DG(10:0/10:0/0:0)
• Empirical Formula (Hill Notation): C₂₃H₄₄O₅
• CAS Number: 60514-49-0
• Molecular Weight: 400.59
• UNSPSC Code: 12352211
• NACRES: NA.25

Properties

• 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

Description

General description

10:0 DG (DDG), also called 1,2-didecanoyl-sn-glycerol, is a substrate for human pancreatic lipase (HPL).

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.

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)

Storage and Stability

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.

Effective concentration:
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

Safety Information

• pictograms: GHS06,GHS08
• signalword: Danger
• hcodes: H302,H315,H319,H331,H336,H351,H361d,H372
• pcodes: P201 - P260 - P264 - P280 - P304 + P340 + P311 - P403 + P233
• 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_germany: WGK 3
• flash_point_f: does not flash
• flash_point_c: does not flash