S6389
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
PubChem Substance ID:
UNSPSC Code:
41106305
Beilstein/REAXYS Number:
2198923
MDL number:
SMILES string
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
assay
~98%
form
liquid
impurities
1,3-isomer, trace
solubility
chloroform: 20 mg/ml
suitability
suitable for stimulation of protein kinase C derived from liver cells
shipped in
dry ice
storage temp.
−20°C
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Application
1-Stearoyl-2-arachidonoyl-sn-glycerol was used to study Ca+2 signaling.5,6
Biochem/physiol Actions
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
Packaging
密封安瓿瓶
Disclaimer
本品在储存中可能发生异构化。
存储类别
10 - Combustible liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
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
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
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
R Zidovetzki et al.
Biochemical pharmacology, 45(1), 183-189 (1993-01-07)
The effects of 1-stearoyl,2-sn-arachidonoylglycerol (SAG) and the antimalarial drug chloroquine on lipid bilayer structure were studied by 2H-NMR spectroscopy. Model lipid systems were established with compositions similar to those of normal human erythrocytes, malaria-infected erythrocytes, or malaria parasite membranes. The
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