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Merck
CN

D8894

Dioleoylglycerol

≥99%, mixture of 1,3- and 1,2-isomers, liquid

Synonym(s):

Diolein, Glycerol-1,2- and -1,3-dioleate

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About This Item

Empirical Formula (Hill Notation):
C39H72O5
CAS Number:
25637-84-7
Molecular Weight:
620.99
PubChem Substance ID:
24894236
UNSPSC Code:
51191904
MDL number:
MFCD00042913
NACRES:
NA.25
EC Number:
247-144-2
Beilstein/REAXYS Number:
1730341

Key Documents

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Product Name

Dioleoylglycerol, ≥99%, mixture of 1,3- and 1,2-isomers, liquid

InChI

1S/2C39H72O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-35-37(40)36-44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2;1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(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/h2*17-20,37,40H,3-16,21-36H2,1-2H3/b2*19-17-,20-18+

InChI key

WSCSXJUESYNIOA-SGKMRKLKSA-N

SMILES string

CCCCCCCC\C=C\CCCCCCCC(=O)OCC(O)COC(=O)CCCCCCC\C=C/CCCCCCCC.CCCCCCCC\C=C/CCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCC\C=C\CCCCCCCC

assay

≥99%

form

liquid

composition

mixture of 1,3- and 1,2-isomers

lipid type

neutral glycerides

storage temp.

−20°C

Quality Level

200

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Packaging

Sealed ampule.

Storage Class

10 - Combustible liquids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000520961
0000520962
0000520962
0000520961
0000504682

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Angel Pérez-Lara et al.
Biochimica et biophysica acta, 1821(11), 1434-1442 (2012-07-31)
Protein kinase Cα (PKCα) is activated by its translocation to the membrane. Activity assays show the importance of PIP(2) in determining the specific activity of this enzyme. A FRET stopped flow fluorescence study was carried out to monitor the rapid
Joseph A Laszlo et al.
Journal of agricultural and food chemistry, 58(9), 5842-5850 (2010-04-17)
Ferulic acid and its esters are known to be effective antioxidants. Feruloyl dioleoylglycerol was assessed for its ability to serve as an antioxidant in model membrane phospholipid vesicles. The molecule was incorporated into single-lamellar vesicles of 1,2-dioleoyl-sn-glycero-3-phosphocholine at 1 and
Paula González-Rubio et al.
Biochimica et biophysica acta, 1808(9), 2119-2127 (2011-05-24)
The Amphipathic-Lipid-Packing-Sensor (ALPS) motif targets the protein ArfGAP1 to curved membranes during vesicle formation in the Golgi apparatus. ALPS specifically recognizes lipid packing defects due to the positive curvature of budding vesicles. In this work we assessed the microscopic interactions
Gemma C Shearman et al.
Journal of the American Chemical Society, 131(5), 1678-1679 (2009-01-17)
Lipids that are found in cell membranes form a variety of self-assembled phases in the presence of water. Many of these structures are liquid-crystalline with structural motifs mirrored in cells and organelles and can be exploited in the delivery of
Justas Barauskas et al.
Langmuir : the ACS journal of surfaces and colloids, 22(14), 6328-6334 (2006-06-28)
Lipid nanoparticles of nonlamellar lyotropic phases have a wide solubilizing and encapsulating spectrum for a range of substances thanks to their nanostructured interior featuring both lipophilic and hydrophilic domains. As a consequence, these systems have emerged as promising drug delivery
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