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Documentos clave

800815C

Avanti

16:0-18:1 DG

1-palmitoyl-2-oleoyl-sn-glycerol, chloroform

Sinónimos:

1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycerol; DG(16:0/18:1(9Z)/0:0)

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About This Item

Fórmula empírica (notación de Hill):
C37H70O5
Número de CAS:
29541-66-0
Peso molecular:
594.95
Número MDL:
MFCD00166985
Código UNSPSC:
12352211
NACRES:
NA.25

Ensayo

>99% (TLC)

Formulario

liquid

envase

pkg of 1 × 5 mL (800815C-10mg)
pkg of 1 × 5 mL (800815C-25mg)
pkg of 1 × 8 mL (800815C-200mg)

fabricante / nombre comercial

Avanti Research™ - A Croda Brand 800815C

concentración

2 mg/mL (800815C-10mg)
25 mg/mL (800815C-200mg)
5 mg/mL (800815C-25mg)

tipo de lípido

neutral glycerides
neutral lipids

Condiciones de envío

dry ice

temp. de almacenamiento

−20°C

Descripción general

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.

Aplicación

16:0-18:1 DG has been used to spike brain samples for mass spectrometric analysis. It may be used as benchmark dataset lipid in collision induced dissociation tandem mass spectrometry (CID-MS/MS) experiments and in in vitro diacylglycerol kinase assay.

Envase

30 mL Amber Narrow Mouth Glass Bottle with Screw Cap (800815C-10mg)
30 mL Amber Narrow Mouth Glass Bottle with Screw Cap (800815C-200mg)
30 mL Amber Narrow Mouth Glass Bottle with Screw Cap (800815C-25mg)

Almacenamiento y estabilidad

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.

Otras notas

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.

Información legal

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Pictogramas

Skull and crossbonesHealth hazard
GHS06,GHS08

Palabra de señalización

Danger

Clasificaciones de peligro

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

Órganos de actuación

Central nervous system, Liver,Kidney

Clase de riesgo para el agua (WGK)

WGK 3

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Certificados de análisis (COA)

Lot/Batch Number

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CD1a-autoreactive T cells recognize natural skin oils that function as headless antigens
De Jong A, et al.
Nature Immunology, 15(2), 177-177 (2014)
Diacylglycerol kinase delta and sphingomyelin synthase-related protein functionally interact via their sterile alpha motif domains
Murakami C, et al.
The Journal of Biological Chemistry, 295(10), 2932-2947 (2020)
Chiaki Murakami et al.
The Journal of biological chemistry, 295(10), 2932-2947 (2020-01-26)
The δ isozyme of diacylglycerol kinase (DGKδ) plays critical roles in lipid signaling by converting diacylglycerol (DG) to phosphatidic acid (PA). We previously demonstrated that DGKδ preferably phosphorylates palmitic acid (16:0)- and/or palmitoleic acid (16:1)-containing DG molecular species, but not
Quantification of signaling lipids by nano-electrospray ionization tandem mass spectrometry (Nano-ESI MS/MS)
Haag M, et al.
Metabolites, 2(1), 57-76 (2012)
B R Ganong et al.
Proceedings of the National Academy of Sciences of the United States of America, 83(5), 1184-1188 (1986-03-01)
The specificity of protein kinase C activation by sn-1,2-diacylglycerols and analogues was investigated by using a Triton X-100 mixed micellar assay [Hannun, Y. A., Loomis, C. R. & Bell, R. M. (1985) J. Biol. Chem. 260, 10039-10043]. Analogues containing acyl
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