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800816P

Avanti

16:0 DG

1,2-dipalmitoyl-sn-glycerol, powder

Synonim(y):

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

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About This Item

Wzór empiryczny (zapis Hilla):
C35H68O5
Numer CAS:
Masa cząsteczkowa:
568.91
Numer MDL:
Kod UNSPSC:
12352211
NACRES:
NA.25

Próba

>99% (TLC)

Formularz

powder

opakowanie

pkg of 1 × 10 mg (800816P-10mg)
pkg of 1 × 200 mg (800816P-200mg)
pkg of 1 × 25 mg (800816P-25mg)

producent / nazwa handlowa

Avanti Research - A Croda Brand 800816P

typ lipidu

neutral lipids
neutral glycerides

Warunki transportu

dry ice

temp. przechowywania

−20°C

ciąg SMILES

O(C(COC(=O)CCCCCCCCCCCCCCC)CO)C(=O)CCCCCCCCCCCCCCC

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

Klucz InChI

JEJLGIQLPYYGEE-UHFFFAOYSA-N

Opis ogólny

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

Zastosowanie

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

Działania biochem./fizjol.

16:0 DG (1,2-dipalmitoyl-sn-glycerol) fails to prevent the late fission events in Golgi membrane. Supplementation of 16:0 DG promotes bacterial growth by preventing sporangia.

Opakowanie

5 mL Amber Glass Screw Cap Vial (800816P-10mg)
5 mL Amber Glass Screw Cap Vial (800816P-200mg)
5 mL Amber Glass Screw Cap Vial (800816P-25mg)

Przechowywanie i stabilność

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.

Inne uwagi

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.

Informacje prawne

Avanti Research is a trademark of Avanti Polar Lipids, LLC
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Kod klasy składowania

11 - Combustible Solids

Klasa zagrożenia wodnego (WGK)

WGK 1

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable


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Certyfikaty analizy (CoA)

Lot/Batch Number

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Masz już ten produkt?

Dokumenty związane z niedawno zakupionymi produktami zostały zamieszczone w Bibliotece dokumentów.

Odwiedź Bibliotekę dokumentów

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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