800100O

18:1-2:0 DG

1-oleoyl-2-acetyl-sn-glycerol, neat oil

• Synonym(s): 1--(9Z-octadecenoyl)-2-acetoyl-sn-glycerol; DG(18:1(9Z)/2:0/0:0); OAG
• Empirical Formula (Hill Notation): C₂₃H₄₂O₅
• CAS Number: 86390-77-4
• Molecular Weight: 398.58
• UNSPSC Code: 12352211
• NACRES: NA.25

Properties

• Assay: >99% (TLC)
• form: liquid
• packaging: pkg of 1 × 10 mg (with screw cap (800100O-10mg)); pkg of 1 × 25 mg (with screw cap (800100O-25mg))
• manufacturer/tradename: Avanti Research^™ - A Croda Brand 800100O
• lipid type: neutral glycerides; neutral lipids
• shipped in: dry ice
• storage temp.: −20°C
• InChI: 1S/C23H42O5/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23(26)27-20-22(19-24)28-21(2)25/h10-11,22,24H,3-9,12-20H2,1-2H3/b11-10-/t22-/m0/s1
• InChI key: PWTCCMJTPHCGMS-YRBAHSOBSA-N

Description

General description

18:1-2:0 DG, also called 1-oleoyl-2-acetyl-sn-glycerol (OADG), is a membrane permeable and synthetic analog of diacyl glycerol (DAG).

Application

18:1-2:0 DG (1-oleoyl-2-acetyl-sn-glycerol) may be used:

• in the induction of superoxide generation in neutrophils
• as a substrate for platelet-activating factor acetyl hydrolases
• as a protein kinase C (PKC) activator in adrenal glands

Biochem/physiol Actions

18:1-2:0 DG (OAG) halts the inhibition of glucose uptake by the phospholipase C (PLC) inhibitor, U73122. It also inhibits mitochondrial permeability transition pore (MPTP) formation and prevents fatty acid release and necrosis in lung fibroblasts. OAG is a protein kinase C (PKC) activator. It also inhibits TWIK-related acid-sensitive (TASK)-like potassium channels in peripheral arterial chemoreceptors. OAG stimulates 5-lipooxygenase (5-LO) in human polymorphonuclear leukocytes (PMNL).

Packaging

5 mL PTFE Vial with Screw Cap (800100O-10mg)

5 mL PTFE Vial with Screw Cap (800100O-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

• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable