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この商品について
実験式（ヒル表記法）:
C31H60O5
CAS番号:
分子量:
512.81
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
製品名
14:0 DG, 1,2-dimyristoyl-sn-glycerol, powder
assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 10 mg (800814P-10mg), pkg of 1 × 25 mg (800814P-25mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 800814P
lipid type
neutral glycerides
neutral lipids
shipped in
dry ice
storage temp.
−20°C
SMILES string
O([C@H](COC(=O)CCCCCCCCCCCCC)CO)C(=O)CCCCCCCCCCCCC
InChI
1S/C31H60O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-30(33)35-28-29(27-32)36-31(34)26-24-22-20-18-16-14-12-10-8-6-4-2/h29,32H,3-28H2,1-2H3/t29-/m0/s1
InChI key
JFBCSFJKETUREV-LJAQVGFWSA-N
General description
1,2-dimyristoyl-sn-glycerol (14:0 DG) with small polar headgroup and two fatty acid, is an E coli membrane lipid.
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.
Application
14:0 DG may be used:
- in the reconstitution of dry lipids for thin layer chromatography
- in lipid nanoparticles for RNA delivery studies
- as a standard in gas chromatography–mass spectrometry (GC-MS) analysis for the quantification of lipid A diacylglycerols
Biochem/physiol Actions
Diacylglycerol (DAG) displays a flip-flop motion. This movement of DAG is inhibited by membrane protein integrase (mini-MPIase-3).It also forms nonlamellar phase.
Packaging
5 mL Amber Glass Screw Cap Vial (800814P-10mg)
5 mL Amber Glass Screw Cap Vial (800814P-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.
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.
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
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保管分類
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable