800820P

18:0 DG

1,2-dioctadecanoyl-sn-glycerol, powder

• Sinónimos: 1,2-distearoyl-sn-glycerol; DG(18:0/18:0/0:0); distearin; 110882
• Fórmula empírica (notación de Hill): C₃₉H₇₆O₅
• Número de CAS: 51063-97-9
• Peso molecular: 625.02
• MDL number: MFCD00066515
• UNSPSC Code: 12352211
• NACRES: NA.25

Propiedades

• assay: >99% (TLC)
• form: powder
• packaging: pkg of 1 × 5 mg (800820P-5mg)
• manufacturer/tradename: Avanti Research^™ - A Croda Brand 800820P
• lipid type: neutral lipids; neutral glycerides
• shipped in: dry ice
• storage temp.: −20°C
• SMILES string: O(C(COC(=O)CCCCCCCCCCCCCCCCC)CO)C(=O)CCCCCCCCCCCCCCCCC
• InChI: 1S/C39H76O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h37,40H,3-36H2,1-2H3
• InChI key: UHUSDOQQWJGJQS-UHFFFAOYSA-N

Descripción

General description

1,2-Distearoyl-sn-glycerol is a diacyl glycerol containing stearic acid at both the sn-1 and the sn-2 position.

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

18:0 DG may be used in the preparation of liposomes for bovine serum albumin based extraction of different diacylglycerols.

Packaging

5 mL Amber Glass Screw Cap Vial (800820P-5mg)

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

Información de seguridad

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 1
• flash_point_f: Not applicable
• flash_point_c: Not applicable