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About This Item
Empirical Formula (Hill Notation):
C35H68O5
CAS Number:
Molecular Weight:
568.91
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
Product Name
16:0 DG, Avanti Research™ - A Croda Brand
SMILES string
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
InChI key
JEJLGIQLPYYGEE-UHFFFAOYSA-N
description
1,2-dipalmitoyl-sn-glycerol
assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 10 mg (800816P-10mg)
pkg of 1 × 200 mg (800816P-200mg)
pkg of 1 × 25 mg (800816P-25mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand
lipid type
neutral lipids
neutral glycerides
shipped in
dry ice
storage temp.
−20°C
Application
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
Biochem/physiol Actions
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.
General description
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.
Diacylglycerol mimicks the effects of the tumor-promoting compounds phorbol esters.
Other Notes
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.
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.
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.
Packaging
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)
Preparation Note
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.
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Storage Class
11 - Combustible Solids
wgk
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
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1, 2-Dipalmitoyl phosphatidylcholine, 1, 2-dipalmitoyl phosphatidic acid or 1, 2-dipalmitoyl-sn-glycerol inhibit sporangia formation and promote exponential growth of various Frankia isolates from the Casuarinaceae family
Selim S and ScHwencke J
Soil Biology and Biochemistry, 26(5), 569-575 (1994)
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
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