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Merck

800820P

Avanti

18:0 DG

Avanti Research - A Croda Brand

別名:

1,2-distearoyl-sn-glycerol; DG(18:0/18:0/0:0); distearin; 110882

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この商品について

実験式(ヒル表記法):
C39H76O5
CAS番号:
分子量:
625.02
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
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製品名

18:0 DG, 1,2-dioctadecanoyl-sn-glycerol, powder

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 5 mg (800820P-5mg)

manufacturer/tradename

Avanti Research - A Croda Brand 800820P

lipid type

neutral lipids
neutral glycerides

shipped in

dry ice

storage temp.

−20°C

SMILES string

O(C(COC(=O)CCCCCCCCCCCCCCCCC)CO)C(=O)CCCCCCCCCCCCCCCCC

InChI

1S/C39H76O5/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/h37,40H,3-36H2,1-2H3

InChI key

UHUSDOQQWJGJQS-UHFFFAOYSA-N

General description

1,2-Distearoyl-sn-glycerol is a diacyl glycerol containing stearic acid at both the sn-1 and the sn-2 position.
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.

Application

18:0 DG may be used in the preparation of liposomes for bovine serum albumin based extraction of different diacylglycerols.

Packaging

5 mL Amber Glass Screw Cap Vial (800820P-5mg)

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.
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


保管分類

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable



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