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800819C

Avanti

18:0-22:6 DG

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

Sinonimo/i:

1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycerol; DG(18:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/0:0)

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10 MG
256,50 €

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10 MG
256,50 €

About This Item

Formula empirica (notazione di Hill):
C43H72O5
Numero CAS:
Peso molecolare:
669.03
Numero MDL:
Codice UNSPSC:
12352211
NACRES:
NA.25

256,50 €

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Saggio

>99% (TLC)

Stato

liquid

Confezionamento

pkg of 1 × 5 mL (800819C-10mg)

Produttore/marchio commerciale

Avanti Research - A Croda Brand 800819C

Concentrazione

2 mg/mL (800819C-10mg)

Tipo di lipide

neutral lipids
neutral glycerides

Condizioni di spedizione

dry ice

Temperatura di conservazione

−20°C

Descrizione generale

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.[1][2][3][4]
Diacylglycerol mimicks the effects of the tumor-promoting compounds phorbol esters.

Applicazioni

18:0-22:6 DG or 1-stearoyl-2-docosahexaenoyl-sn-glycerol has been used:
  • in the preparation of Golgi-like liposomes[5]
  • to study its effect on conventional protein kinase C (cPKC) and novel protein kinase C (nPKC) isozymes in vitro[6]
  • as a substrate for the measurement of diacylglycerol kinase η1 (DGKη1) activity in vitro[7]

Confezionamento

30 mL Amber Narrow Mouth Glass Bottle with Screw Cap (800819C-10mg)

Stoccaggio e stabilità

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.

Altre note

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.

Note legali

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Pittogrammi

Skull and crossbonesHealth hazard

Avvertenze

Danger

Classi di pericolo

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

Organi bersaglio

Central nervous system, Liver,Kidney

Classe di pericolosità dell'acqua (WGK)

WGK 3


Elenchi normativi

Forniamo informazioni su eventuali restrizioni prevalentemente per i prodotti chimici. Per altre tipologie di prodotto siamo in grado di fornire soltanto informazioni limitate. Nessuna segnalazione significa che nessuno dei componenti è citato in un elenco. È dovere dell’utilizzatore assicurarsi che il prodotto venga impiegato in maniera sicura e a norme di legge.

EU REACH Annex XVII (Restriction List)

CAS No.

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Certificati d'analisi (COA)

Lot/Batch Number

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Antoine Jaussaud et al.
Frontiers in plant science, 11, 48-48 (2020-03-03)
Diatoms are unicellular heterokonts, living in oceans and freshwaters, exposed to frequent environmental variations. They have a sophisticated membrane compartmentalization and are bounded by a siliceous cell-wall. Formation of lipid droplets (LDs), filled with triacylglycerol (TAG), is a common response
Matthew W Bunce et al.
The Journal of biological chemistry, 283(13), 8678-8686 (2008-01-26)
Phosphoinositide signaling pathways regulate numerous processes in eukaryotic cells, including migration, proliferation, and survival. The regulatory lipid phosphatidylinositol 4,5-bisphosphate is synthesized by two distinct classes of phosphatidylinositol phosphate kinases (PIPKs), the type I and II PIPKs. Although numerous physiological functions
Yuuna Kamiya et al.
Biochemistry and biophysics reports, 7, 361-366 (2016-07-20)
A variety of diacylglycerol (DG) molecular species are produced in stimulated cells. Conventional (α, βII and γ) and novel (δ, ε, η and θ) protein kinase C (PKC) isoforms are known to be activated by DG. However, a comprehensive analysis
Seung-Yeol Park et al.
Nature communications, 10(1), 3409-3409 (2019-08-01)
Studies on vesicle formation by the Coat Protein I (COPI) complex have contributed to a basic understanding of how vesicular transport is initiated. Phosphatidic acid (PA) and diacylglycerol (DAG) have been found previously to be required for the fission stage
Shu-Xin Zhang et al.
Cell research, 27(2), 253-273 (2017-01-21)
Neurite initiation is critical for neuronal morphogenesis and early neural circuit development. Recent studies showed that local actin aggregation underneath the cell membrane determined the site of neurite initiation. An immediately arising question is what signaling mechanism initiated actin aggregation.

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