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Merck
CN

800800O

Avanti

08:0 DG

Avanti Research - A Croda Brand

别名:

DG(8:0/8:0/0:0), 1,2-Dioctanoyl-sn-glycerol

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关于此项目

经验公式(希尔记法):
C19H36O5
化学文摘社编号:
分子量:
344.49
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
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产品名称

08:0 DG, Avanti Research - A Croda Brand

description

1,2-dioctanoyl-sn-glycerol, neat oil

assay

>99% (TLC)

form

oil

packaging

pkg of 1 × 10 mg (with screw cap (800800O-10mg)), pkg of 1 × 25 mg (with screw cap (800800O-25mg))

manufacturer/tradename

Avanti Research - A Croda Brand

lipid type

neutral lipids
neutral glycerides

shipped in

dry ice

storage temp.

−20°C

SMILES string

O([C@H](COC(=O)CCCCCCC)CO)C(=O)CCCCCCC

InChI

1S/C19H36O5/c1-3-5-7-9-11-13-18(21)23-16-17(15-20)24-19(22)14-12-10-8-6-4-2/h17,20H,3-16H2,1-2H3/t17-/m0/s1

InChI key

ZQBULZYTDGUSSK-KRWDZBQOSA-N

General description

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.
08:0 DG (1,2-dioctanoyl-sn-glycerol), also referred as di-C8, is a short-chain cell-permeable diacyl glycerol.

Application

08:0 DG may be used:
  • to study its stimulatory effect on protein kinase C (PKC) in human cell lines
  • as a lipid cofactor in PKC activity assay
  • in vesicular-fusion protein Sec-18 binding studies

Biochem/physiol Actions

08:0 DG (1,2-dioctanoyl-sn-glycerol) mimics endogenous diacylglycerol andis a active phorbol compund. It activates protein kinase C (PKC). It binds to the epidermal growth factor (EGF) receptor similar to 4β-phorbol 12β-myristate 13α-acetate (PMA). DiC8 elevates the phosphoserine and phosphothreonine levels. DiC8 stimulates the release of superoxide in neutrophils. It downregulates nicotinic acetylcholine receptor α1 subunit 1 (nAChR1).

Packaging

5 mL PTFE Vial with Screw Cap (800800O-10mg)
5 mL PTFE Vial with Screw Cap (800800O-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.
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


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存储类别

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Rottlerin is a mitochondrial uncoupler that decreases cellular ATP
Soltoff SP
Test, 276(41), 37986-37992 (1986)
Regulation of human monocyte surface antigen expression. I. Up-modulation of Mo3e antigen expression on U-937 and HL-60 cells stimulated by pharmacologic activators of protein kinase C
Todd RF, et al.
Blood, 68(5), 1154-1161 (1986)
Protein Kinase Calpha (PKCalpha) Is Resistant to Long Term Desensitization/Down-regulation by Prolonged Diacylglycerol Stimulation
Lum MA, et al.
The Journal of biological chemistry, 291(12), 6331-6346 (2016)



全球贸易项目编号

货号GTIN
800800O-10MG04061835533756
800800O-25MG04061835533763