800816C

16:0 DG

1,2-dipalmitoyl-sn-glycerol, chloroform

• Synonym(s): 1,2-dihexadecanoyl-sn-glycerol; DG(16:0/16:0/0:0)
• Empirical Formula (Hill Notation): C₃₅H₆₈O₅
• CAS Number: 30334-71-5
• Molecular Weight: 568.91
• UNSPSC Code: 12352211
• NACRES: NA.25

Properties

• assay: >99% (TLC)
• form: liquid
• packaging: pkg of 1 × 5 mL (800816C-10mg); pkg of 1 × 5 mL (800816C-25mg)
• manufacturer/tradename: Avanti Research^™ - A Croda Brand 800816C
• concentration: 2 mg/mL (800816C-10mg); 5 mg/mL (800816C-25mg)
• lipid type: neutral lipids; neutral glycerides
• shipped in: dry ice
• storage temp.: −20°C
• InChI: 1S/C35H68O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(37)39-32-33(31-36)40-35(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h33,36H,3-32H2,1-2H3
• InChI key: JEJLGIQLPYYGEE-UHFFFAOYSA-N

Description

General description

16:0 DG (1,2-dipalmitoyl-sn-glycerol) is a diacylglycerol with longer acyl chains.

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

16:0 DG has been used to spike brain samples for mass spectrometric analysis. It may be used as diacyl-glycerol source in diacylglycerol O-acyltransferase 1 (DGAT1) enzyme assay in human leukemic K562 cells and in Golgi-like liposomes reconstitution.

Biochem/physiol Actions

16:0 DG (1,2-dipalmitoyl-sn-glycerol) fails to prevent the late fission events in Golgi membrane.

Packaging

30 mL Amber Narrow Mouth Glass Bottle with Screw Cap (800816C-10mg)

30 mL Amber Narrow Mouth Glass Bottle with Screw Cap (800816C-25mg)

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,H412
• pcodes: P201 - P273 - P301 + P312 + P330 - P302 + P352 - P304 + P340 + P311 - P308 + P313
• Hazard Classifications: Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3
• target_organs: Central nervous system, Liver,Kidney
• wgk_germany: WGK 3