800811C

18:1 DG

1-2-dioleoyl-sn-glycerol, chloroform

• Synonym(e): 1-2-di-(9Z-octadecenoyl)-sn-glycerol; DG(18:1(9Z)/18:1(9Z)/0:0); DOG
• Empirische Formel (Hill-System): C₃₉H₇₂O₅
• CAS-Nummer: 24529-88-2
• Molekulargewicht: 620.99
• UNSPSC-Code: 12352211
• NACRES: NA.25

Eigenschaften

• Assay: >99% (TLC)
• Form: liquid
• Verpackung: pkg of 1 × 5 mL (800811C-10mg); pkg of 1 × 5 mL (800811C-25mg); pkg of 1 × 8 mL (800811C-200mg)
• Hersteller/Markenname: Avanti Research^™ - A Croda Brand 800811C
• Konzentration: 2 mg/mL (800811C-10mg); 25 mg/mL (800811C-200mg); 5 mg/mL (800811C-25mg)
• Lipid-Typ: neutral glycerides; neutral lipids
• Versandbedingung: dry ice
• Lagertemp.: −20°C
• InChI: 1S/C39H72O5/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/h17-20,37,40H,3-16,21-36H2,1-2H3/b19-17+,20-18-/t37-/m0/s1
• InChIKey: AFSHUZFNMVJNKX-CSWDEDFYSA-N

Beschreibung

Allgemeine Beschreibung

18:1 DG or 1,2-dioleoyl-sn-glycerol (DOG) comprises a small polar region and is synthesized via phosphatidic acid intermediate.

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.

Anwendung

18:1 DG may be used:

• in the lipid-protein overlay screen assay with Arabidopsis Rho-like GTPases recombinant protein and Arabidopsis plasma membrane H+-ATPase
• in the preparation of the Golgi-like liposomes
• in giant unilamellar vesicles (GUVs) preparation

Biochem./physiol. Wirkung

18:1 DG or 1,2-dioleoyl-sn-glycerol (DOG) fails to prevent the late fission events in the Golgi membrane. DOG is used in ferrihaem π–π tetramer aggregate preparation and β-haematin production.

Verpackung

30 mL Amber Narrow Mouth Glass Bottle with Screw Cap (800811C-10mg)

30 mL Amber Narrow Mouth Glass Bottle with Screw Cap (800811C-200mg)

30 mL Amber Narrow Mouth Glass Bottle with Screw Cap (800811C-25mg)

Lagerung und Haltbarkeit

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.

Sonstige Hinweise

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.

Rechtliche Hinweise

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Sicherheitshinweise

• Piktogramme: GHS06,GHS08
• Signalwort: Danger
• H-Sätze: H302,H315,H319,H331,H336,H351,H361d,H372,H412
• P-Sätze: P201 - P273 - P301 + P312 + P330 - P302 + P352 - P304 + P340 + P311 - P308 + P313
• Gefahreneinstufungen: 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
• Zielorgane: Central nervous system, Liver,Kidney
• WGK: WGK 3