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安全信息

800811C

Avanti

18:1 DG

1-2-dioleoyl-sn-glycerol, chloroform

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别名:
1-2-di-(9Z-octadecenoyl)-sn-glycerol; DG(18:1(9Z)/18:1(9Z)/0:0); DOG
经验公式(希尔记法):
C39H72O5
CAS号:
分子量:
620.99
NACRES:
NA.25

检测方案

>99% (TLC)

形式

liquid

包装

pkg of 1 × 5 mL (800811C-10mg)
pkg of 1 × 5 mL (800811C-25mg)
pkg of 1 × 8 mL (800811C-200mg)

manufacturer/tradename

Avanti Polar Lipids 800811C

浓度

2 mg/mL (800811C-10mg)
25 mg/mL (800811C-200mg)
5 mg/mL (800811C-25mg)

lipid type

neutral glycerides
neutral lipids

运输

dry ice

储存温度

−20°C

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

一般描述

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.

应用

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

生化/生理作用

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.

包装

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)

储存及稳定性

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.

象形图

Skull and crossbonesHealth hazard

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

储存分类代码

6.1D - Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK

WGK 3

闪点(°F)

does not flash

闪点(°C)

does not flash

法规信息

易制毒化学品(2类)
危险化学品

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Detecting phospholipase activity with the amphipathic lipid packing sensor motif of ArfGAP1
Quartino PY, et al.
Biochemical and Biophysical Research Communications, 505(1), 290-294 (2018)
Insights into the initial stages of lipid-mediated haemozoin nucleation
Kuter D, et al.
CrystEngComm, 18(27), 5177-5187 (2016)
An improved protein lipid overlay assay for studying lipid-protein interactions
Han X, et al.
Plant methods, 16(1), 1-11 (2020)
Conical Lipids in Flat Bilayers Induce Packing Defects Similar to that Induced by Positive Curvature
Vamparys, L
Biophysical Journal, 104, 585-593 (2013)
Activation of ROP6 GTPase by phosphatidylglycerol in Arabidopsis
Han X, et al.
Frontiers in Plant Science, 9, 347-347 (2018)

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