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Merck
CN

S6389

Sigma-Aldrich

1-硬脂酰-2-花生酰-sn-甘油

~98%, suitable for stimulation of protein kinase C derived from liver cells, liquid

别名:

1-十八酰基-2-([顺,顺,顺,顺]-5,8,11,14-二十碳四烯酰)-sn-甘油, 2-花生四烯酰-1-硬脂酰-sn-甘油

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关于此项目

经验公式(希尔记法):
C41H72O5
化学文摘社编号:
分子量:
645.01
Beilstein:
2198923
MDL编号:
UNSPSC代码:
41106305
PubChem化学物质编号:
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方案

~98%

表单

liquid

杂质

1,3-isomer, trace

溶解性

chloroform: 20 mg/ml

适用性

suitable for stimulation of protein kinase C derived from liver cells

运输

dry ice

储存温度

−20°C

SMILES字符串

CCCCCCCCCCCCCCCCCC(=O)OCC(CO)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC

InChI

1S/C41H72O5/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h11,13,17,19,22,24,28,30,39,42H,3-10,12,14-16,18,20-21,23,25-27,29,31-38H2,1-2H3/b13-11-,19-17-,24-22-,30-28-

InChI key

NSXLMTYRMFVYNT-LGHBDAFPSA-N

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应用

1-Stearoyl-2-arachidonoyl-sn-glycerol was used to study Ca+2 signaling.5,6

生化/生理作用

1-Stearoyl-2-arachidonoyl-sn-glycerol is a diacyl glycerol (DAG) that allosterically activates PKC and other proteins that affect cell growth, development, survival, apoptosis, carcinogenesis and metastasis.3 It activates transient receptor potential channels 3 and 6 that regulates the intracellular free calcium levels.4

包装

密封安瓿瓶

免责声明

本品在储存中可能发生异构化。

储存分类代码

10 - Combustible liquids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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M N Hodgkin et al.
The Biochemical journal, 322 ( Pt 2), 529-534 (1997-03-01)
1-Stearoyl-2-arachidonoylglycerol (SAG) kinase was identified in the particulate fraction of pig testes. This activity was enriched by hydroxyapatite and blue dye chromatography. The enzyme was selective for polyunsaturated diradylglycerol species and activity was not modulated by other diradylglycerol species or
Virginie Aires et al.
Biochimie, 89(8), 926-937 (2007-05-29)
We synthesized a diacylglycerol (DAG)-containing arachidonic acid, i.e., 1-stearoyl-2-arachidonyl-sn-glycerol (SAG), and studied its implication in the modulation of canonical transient receptor potential sub-type 6 (TRPC6) channels in stably-transfected HEK-293 cells. SAG induced the influx of Ca(2+), and also of other
J O Hindenes et al.
The Journal of biological chemistry, 275(10), 6857-6867 (2000-03-04)
sn-1,2-diacylglycerol (DAG), a key intermediate in lipid metabolism, activates protein kinase C and is a fusogen. Phosphoinositides, the main sources of DAG in cell signaling, contain mostly stearoyl and arachidonoyl in the sn-1 and -2 positions, respectively. The polymorphic behavior
J Florin-Christensen et al.
The Journal of biological chemistry, 267(21), 14783-14789 (1992-07-25)
We have examined the metabolism of three radiolabeled 1,2-diacylglycerols (DGs) in NIH 3T3 fibroblasts. Since the lipids used are not appreciably taken up by the cells, we used a phosphatidylserine (PS)-based liposome fusion system to rapidly associate the lipid species
Y Tesfai et al.
The Biochemical journal, 358(Pt 3), 717-726 (2001-09-06)
The structures, and mechanisms of activation, of plasma membrane intracellular-messenger-activated, non-selective cation channels in animal cells are not well understood. The PC12 adrenal chromaffin cell line is a well-characterized example of a nerve cell. In PC12 cells, 1-oleolyl-2-acetyl-sn-glycerol (OAG), a

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