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Merck
CN

800811O

Avanti

18:1 DG

Avanti Research™ - A Croda Brand

Synonym(s):

1-2-di-(9Z-octadecenoyl)-sn-glycerol; DG(18:1(9Z)/18:1(9Z)/0:0); DOG

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About This Item

Empirical Formula (Hill Notation):
C39H72O5
CAS Number:
24529-88-2
Molecular Weight:
620.99
MDL number:
MFCD00148866
UNSPSC Code:
12352211
NACRES:
NA.25

Key Documents

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Product Name

18:1 DG, Avanti Research™ - A Croda Brand

SMILES string

O([C@H](COC(=O)CCCCCCC\C=C\CCCCCCCC)CO)C(=O)CCCCCCC\C=C/CCCCCCCC

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/h17-20,37,40H,3-16,21-36H2,1-2H3/b19-17+,20-18-/t37-/m0/s1

InChI key

AFSHUZFNMVJNKX-CSWDEDFYSA-N

description

1-2-dioleoyl-sn-glycerol, neat oil

assay

>99% (TLC)

form

liquid

packaging

pkg of 1 × 10 mg (with screw cap (800811O-10mg))
pkg of 2 × 100 mg (with screw cap (800811O-200mg))
pkg of 5 × 100 mg (with screw cap 800811O-500mg)
pkg of 1 × 25 mg (with screw cap (800811O-25mg))

manufacturer/tradename

Avanti Research™ - A Croda Brand

lipid type

neutral glycerides
neutral lipids

shipped in

dry ice

storage temp.

−20°C

Application

18:1 DG has been used as a diacyl-glycerol source in diacylglycerol O-acyltransferase 1 (DGAT1) assay. It has also been used as substrate to assess compounds as potential inhibitors of DGAT-1 in DGAT-1 enzyme assay. It is suitable to use in lipid-protein overlay screen assay with the recombinant protein His-AtROP6.

General description

Diacylglycerol/diglyceride (DAG) is a glycerolipid, that is located at the plasma membrane. It is made up of two fatty acid chains that are covalently attached to a single glycerol molecule with the help of an ester linkage.

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.
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.

Packaging

5 mL PTFE Vial with Screw Cap (800811O-10mg)
5 mL PTFE Vial with Screw Cap (800811O-200mg)
5 mL PTFE Vial with Screw Cap (800811O-25mg)
5 mL PTFE Vial with Screw Cap (800811O-500mg)

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

10 - Combustible liquids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

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Probing the global cellular responses to lipotoxicity caused by saturated fatty acids
Piccolis M, et al.
Molecular Cell, 9, 347-347 (2019)
Identification of Inhibitors of triacylglyceride accumulation in muscle cells: comparing HTS results from 1536-well plate-based and high-content platforms
Sugarman E, et al.
Journal of Biomolecular Screening, 19(1), 77- 87 (2014)
Liposome-based carrier systems and devices used for pulmonary drug delivery
Biomaterials and Medical Tribology, 19(1), 395- 443 (2013)
Eliot Sugarman et al.
Journal of biomolecular screening, 19(1), 77-87 (2013-08-31)
Excess caloric consumption leads to triacylglyceride (TAG) accumulation in tissues that do not typically store fat, such as skeletal muscle. This ectopic accumulation alters cells, contributing to the pathogenesis of metabolic syndrome, a major health problem worldwide. We developed a
Conical Lipids in Flat Bilayers Induce Packing Defects Similar to that Induced by Positive Curvature
Vamparys, L
Biophysical Journal, 104, 585-593 (2013)
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