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Key Documents

800816C

Avanti

16:0 DG

1,2-dipalmitoyl-sn-glycerol, chloroform

Sinônimo(s):

1,2-dihexadecanoyl-sn-glycerol; DG(16:0/16:0/0:0)

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About This Item

Fórmula empírica (Notação de Hill):
C35H68O5
Número CAS:
Peso molecular:
568.91
Código UNSPSC:
12352211
NACRES:
NA.25

Ensaio

>99% (TLC)

forma

liquid

embalagem

pkg of 1 × 5 mL (800816C-10mg)
pkg of 1 × 5 mL (800816C-25mg)

fabricante/nome comercial

Avanti Research - A Croda Brand 800816C

concentração

2 mg/mL (800816C-10mg)
5 mg/mL (800816C-25mg)

tipo de lipídio

neutral lipids
neutral glycerides

Condições de expedição

dry ice

temperatura de armazenamento

−20°C

InChI

1S/C35H68O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(37)39-32-33(31-36)40-35(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h33,36H,3-32H2,1-2H3

chave InChI

JEJLGIQLPYYGEE-UHFFFAOYSA-N

Descrição geral

16:0 DG (1,2-dipalmitoyl-sn-glycerol) is a diacylglycerol with longer acyl chains.
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.

Aplicação

16:0 DG has been used to spike brain samples for mass spectrometric analysis. It may be used as diacyl-glycerol source in diacylglycerol O-acyltransferase 1 (DGAT1) enzyme assay in human leukemic K562 cells and in Golgi-like liposomes reconstitution.

Ações bioquímicas/fisiológicas

16:0 DG (1,2-dipalmitoyl-sn-glycerol) fails to prevent the late fission events in Golgi membrane.

Embalagem

30 mL Amber Narrow Mouth Glass Bottle with Screw Cap (800816C-10mg)
30 mL Amber Narrow Mouth Glass Bottle with Screw Cap (800816C-25mg)

Armazenamento e estabilidade

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.

Outras 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.

Informações legais

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Pictogramas

Skull and crossbonesHealth hazard

Palavra indicadora

Danger

Classificações de perigo

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

Órgãos-alvo

Central nervous system, Liver,Kidney

Classe de risco de água (WGK)

WGK 3


Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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Encontre a documentação dos produtos que você adquiriu recentemente na biblioteca de documentos.

Visite a Biblioteca de Documentos

Probing the global cellular responses to lipotoxicity caused by saturated fatty acids
Piccolis M, et al.
Molecular Cell, 74(1), 32-44 (2019)
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)
PTPsigma inhibitors promote hematopoietic stem cell regeneration
Zhang Y, et al.
Nature Communications, 10(1), 1-15 (2019)
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
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)

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