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关于此项目
经验公式（希尔记法）:
C39H72O5
化学文摘社编号:
分子量:
620.99
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
产品名称
18:1 DG, 1-2-dioleoyl-sn-glycerol, chloroform
SMILES string
O([C@H](COC(=O)CCCCCCC\C=C\CCCCCCCC)CO)C(=O)CCCCCCC\C=C/CCCCCCCC
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
InChI key
AFSHUZFNMVJNKX-CSWDEDFYSA-N
assay
>99% (TLC)
form
liquid
packaging
pkg of 1 × 5 mL (800811C-10mg)
pkg of 1 × 5 mL (800811C-25mg)
pkg of 1 × 8 mL (800811C-200mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 800811C
concentration
2 mg/mL (800811C-10mg)
25 mg/mL (800811C-200mg)
5 mg/mL (800811C-25mg)
lipid type
neutral glycerides
neutral lipids
shipped in
dry ice
storage temp.
−20°C
Application
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 Actions
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.
General description
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.
Diacylglycerol mimicks the effects of the tumor-promoting compounds phorbol esters.
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.
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.
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.
Packaging
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)
Preparation Note
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.
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
signalword
Danger
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
WGK 3
法规信息
易制毒化学品（2类）
危险化学品
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