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Documentos clave

800810C

Avanti

10:0 DG

1,2-didecanoyl-sn-glycerol, chloroform

Sinónimos:

DG(10:0/10:0/0:0)

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About This Item

Fórmula empírica (notación de Hill):
C23H44O5
Número de CAS:
Peso molecular:
400.59
Código UNSPSC:
12352211
NACRES:
NA.25

Ensayo

>99% (TLC)

Formulario

liquid

envase

pkg of 1 × 5 mL (800810C-10mg)

fabricante / nombre comercial

Avanti Research - A Croda Brand 800810C

concentración

2 mg/mL (800810C-10mg)

tipo de lípido

neutral glycerides
neutral lipids

Condiciones de envío

dry ice

temp. de almacenamiento

−20°C

InChI

1S/C23H44O5/c1-3-5-7-9-11-13-15-17-22(25)27-20-21(19-24)28-23(26)18-16-14-12-10-8-6-4-2/h21,24H,3-20H2,1-2H3/t21-/m0/s1

Clave InChI

GNSDEDOVXZDMKM-NRFANRHFSA-N

Descripción general

10:0 DG (DDG), also called 1,2-didecanoyl-sn-glycerol, is a substrate for human pancreatic lipase (HPL).[1]
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.[2][3][4][5]
Diacylglycerol mimicks the effects of the tumor-promoting compounds phorbol esters.

Aplicación

10:0 DG has been used in the monomolecular film preparation for enzyme assay studies.[6] It may be used in diacylglycerol kinase (DGK) activity assay in DDT1-MF2 cells[7] and in glomerulus homogenate from diabetic rats.[8]

Envase

30 mL Amber Narrow Mouth Glass Bottle with Screw Cap (800810C-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

Palabra de señalización

Danger

Clasificaciones de peligro

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3

Órganos de actuación

Central nervous system

Código de clase de almacenamiento

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

does not flash

Punto de inflamabilidad (°C)

does not flash


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Visite la Librería de documentos

Biochemical characterization of Yarrowia lipolytica LIP8, a secreted lipase with a cleavable C-terminal region
Kamoun J, et al.
Biochimica et Biophysica Acta - Molecular and Cell Biology of Lipids, 1851(2), 129-140 (2015)
Importance of chroman ring and tyrosine phosphorylation in the subtype-specific translocation and activation of diacylglycerol kinase alpha by d-alpha-tocopherol
Fukunaga-Takenaka R, et al.
Genes Cells, 10(4), 311-319 (2005)
Effects of vitamin E and its derivatives on diabetic nephropathy in Rats and identification of diacylglycerol kinase subtype involved in the improvement of diabetic nephropathy
Kakehi T, et al.
Functional Foods in Health and Disease, 7(10), 816-832 (2017)
Chitosan does not inhibit enzymatic action of human pancreatic lipase in Langmuir monolayers of 1, 2-didecanoyl-glycerol (DDG)
Souza AL, et al.
Colloids and Surfaces, B: Biointerfaces, 123, 870-877 (2014)
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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