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Key Documents

800817C

Avanti

18:0-18:2 DG

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

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C39H72O5
Número de CAS:
34487-26-8
Peso molecular:
620.99
Código UNSPSC:
12352211
NACRES:
NA.25

Análisis

>99% (TLC)

formulario

liquid

envase

pkg of 1 × 5 mL (800817C-10mg)

fabricante / nombre comercial

Avanti Research™ - A Croda Brand 800817C

concentración

2 mg/mL (800817C-10mg)

tipo de lípido

neutral lipids
neutral glycerides

Condiciones de envío

dry ice

temp. de almacenamiento

−20°C

InChI

1S/C39H72O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h12,14,18,20,37,40H,3-11,13,15-17,19,21-36H2,1-2H3/b14-12-,20-18-/t37-/m0/s1

Clave InChI

AJMZUFBKADIAKC-SKTOPKGQSA-N

Descripción general

18:0-18:2 DG (diacylglycerol) is a second messenger signaling lipid in biochemical signaling 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). It possess hydrophobic properties due to which it remains within the plasma membrane.

Acciones bioquímicas o fisiológicas

DAG plays a vital role in the physiological activation 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.

Envase

30 mL Amber Narrow Mouth Glass Bottle with Screw Cap (800817C-10mg)

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

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Visite la Librería de documentos

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)
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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