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Key Documents

800818C

Avanti

18:0-20:4 DG

1-stearoyl-2-arachidonoyl-sn-glycerol, chloroform

Synonim(y):

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

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About This Item

Wzór empiryczny (zapis Hilla):
C41H72O5
Numer CAS:
Masa cząsteczkowa:
645.01
Kod UNSPSC:
12352211
NACRES:
NA.25

Próba

>99% (TLC)

Postać

liquid

opakowanie

pkg of 1 × 5 mL (800818C-10mg)

producent / nazwa handlowa

Avanti Research - A Croda Brand 800818C

stężenie

2 mg/mL (800818C-10mg)

typ lipidu

neutral lipids
neutral glycerides

Warunki transportu

dry ice

temp. przechowywania

−20°C

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-/t39-/m0/s1

Klucz InChI

NSXLMTYRMFVYNT-IUJDHQGTSA-N

Opis ogólny

18:0-20:4 DG or 1-stearoyl-2-arachidonoyl-sn-glycerol is a diglyceride. Diglycerides contain two fatty acids linked to the glycerol backbone with an ester bond.

Zastosowanie

18:0-20:4 DG or 1-stearoyl-2-arachidonoyl-sn-glycerol has been used to study its effect on conventional protein kinase C (cPKC) and novel protein kinase C (nPKC) isozymes in vitro. It has also been used as a substrate for the measurement of diacylglycerol kinase δ (DGK#948;) and DGKη1 activity in vitro.

Działania biochem./fizjol.

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.

Opakowanie

30 mL Amber Narrow Mouth Glass Bottle with Screw Cap (800818C-10mg)

Przechowywanie i stabilność

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.

Inne uwagi

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.

Informacje prawne

Avanti Research is a trademark of Avanti Polar Lipids, LLC
This page may contain text that has been machine translated.

Piktogramy

Skull and crossbonesHealth hazard

Hasło ostrzegawcze

Danger

Zwroty wskazujące rodzaj zagrożenia

Klasyfikacja zagrożeń

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

Organy docelowe

Central nervous system, Liver,Kidney

Klasa zagrożenia wodnego (WGK)

WGK 3


Certyfikaty analizy (CoA)

Poszukaj Certyfikaty analizy (CoA), wpisując numer partii/serii produktów. Numery serii i partii można znaleźć na etykiecie produktu po słowach „seria” lub „partia”.

Masz już ten produkt?

Dokumenty związane z niedawno zakupionymi produktami zostały zamieszczone w Bibliotece dokumentów.

Odwiedź Bibliotekę dokumentów

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)
Mathias Haag et al.
Metabolites, 2(1), 57-76 (2012-01-01)
Lipids, such as phosphoinositides (PIPs) and diacylglycerol (DAG), are important signaling intermediates involved in cellular processes such as T cell receptor (TCR)-mediated signal transduction. Here we report identification and quantification of PIP, PIP2 and DAG from crude lipid extracts. Capitalizing
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
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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