800811C

18:1 DG

1-2-dioleoyl-sn-glycerol, chloroform

• Sinônimo(s): 1-2-di-(9Z-octadecenoyl)-sn-glycerol; DG(18:1(9Z)/18:1(9Z)/0:0); DOG
• Fórmula empírica (Notação de Hill): C₃₉H₇₂O₅
• Número CAS: 24529-88-2
• Peso molecular: 620.99
• Código UNSPSC: 12352211
• NACRES: NA.25

Propriedades

• Ensaio: >99% (TLC)
• forma: liquid
• embalagem: pkg of 1 × 5 mL (800811C-10mg); pkg of 1 × 5 mL (800811C-25mg); pkg of 1 × 8 mL (800811C-200mg)
• fabricante/nome comercial: Avanti Polar Lipids 800811C
• concentração: 2 mg/mL (800811C-10mg); 25 mg/mL (800811C-200mg); 5 mg/mL (800811C-25mg)
• tipo de lipídio: neutral glycerides; neutral lipids
• Condições de expedição: dry ice
• temperatura de armazenamento: −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
• chave InChI: AFSHUZFNMVJNKX-CSWDEDFYSA-N

Descrição

Descrição geral

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.

Aplicação

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

Ações bioquímicas/fisiológicas

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.

Embalagem

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)

Armazenamento e estabilidade

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.

Outras notas

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.

Informações legais

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Informações de segurança

• Pictogramas: GHS06,GHS08
• Palavra indicadora: Danger
• Frases de perigo: H302 - H315 - H319 - H331 - H336 - H351 - H361d - H372 - H412
• Declarações de precaução: P201 - P273 - P301 + P312 + P330 - P302 + P352 - P304 + P340 + P311 - P308 + P313
• Classificações de perigo: 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
• Órgãos-alvo: Central nervous system
• Código de classe de armazenamento: 6.1D - Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): does not flash
• Ponto de fulgor (°C): does not flash