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Merck
CN

800817C

Avanti

18:0-18:2 DG

Avanti Research™ - A Croda Brand

别名:

1-octadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycerol; DG(18:0/18:2(9Z,12Z)/0:0)

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关于此项目

经验公式（希尔记法）:
C39H72O5
CAS Number:
34487-26-8
分子量:
620.99
MDL编号:
MFCD09802262
UNSPSC代码:
12352211
NACRES:
NA.25

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Product Name

18:0-18:2 DG, 1-stearoyl-2-linoleoyl-sn-glycerol, chloroform

方案

>99% (TLC)

表单

liquid

包装

pkg of 1 × 5 mL (800817C-10mg)

制造商/商品名称

Avanti Research™ - A Croda Brand 800817C

浓度

2 mg/mL (800817C-10mg)

脂质类型

neutral lipids
neutral glycerides

运输

dry ice

储存温度

−20°C

SMILES字符串

O([C@H](COC(=O)CCCCCCCCCCCCCCCCC)CO)C(=O)CCCCCCC\C=C/C\C=C/CCCCC

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/h12,14,18,20,37,40H,3-11,13,15-17,19,21-36H2,1-2H3/b14-12-,20-18-/t37-/m0/s1

InChI key

AJMZUFBKADIAKC-SKTOPKGQSA-N

相关类别

一般描述

18:0-18:2 DG (diacylglycerol) is a second messenger signaling lipid in biochemical signaling 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). It possess hydrophobic properties due to which it remains within the plasma membrane.

生化/生理作用

DAG plays a vital role in the physiological activation 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.

包装

30 mL Amber Narrow Mouth Glass Bottle with Screw Cap (800817C-10mg)

制备说明

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.

其他说明

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.

法律信息

Avanti Research is a trademark of Avanti Polar Lipids, LLC

象形图

Skull and crossbonesHealth hazard
GHS06,GHS08

警示用语：

Danger

危险分类

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

靶器官

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

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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J G Ebeling et al.
Proceedings of the National Academy of Sciences of the United States of America, 82(3), 815-819 (1985-02-01)
Activation of cellular protein kinase C appears to be involved in the mechanism by which phorbol diesters induce differentiation of human myeloid leukemia cells (HL-60). Protein kinase C is thought to be physiologically activated by diacylglycerol derived from receptor-mediated phosphatidylinositol
Specificity and Mechanism of Protein Kinase C Activation by sn-1,2-diacylglycerols.
Ganong BR, et al.
Proceedings of the National Academy of Sciences of the USA, 83, 1184-1188 (1986)
R J Davis et al.
The Journal of biological chemistry, 260(3), 1562-1566 (1985-02-10)
The cell-permeable diacylglycerol, sn-1,2-dioctanoylglycerol (DiC8), is shown to mimic the effect of tumor promoting phorbol diesters on epidermal growth factor (EGF) binding and action in intact cells. DiC8 inhibited the binding of [3H]phorbol dibutyrate to A431 cell monolayers indicating that
E G Lapetina et al.
The Journal of biological chemistry, 260(3), 1358-1361 (1985-02-10)
The ability of exogenous sn-1,2-diacylglycerols and analogs to function as bioregulators of protein kinase C in human platelets was investigated. The activation of protein kinase C in platelets is indicated by specific phosphorylation of a 40,000-dalton protein. Dihexanoylglycerol, dioctanoylglycerol (diC8)

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