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Merck

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:
Molecular Weight:
620.99
PubChem Substance ID:
UNSPSC Code:
51191904
MDL number:
NACRES:
NA.25
EC Number:
247-144-2
Beilstein/REAXYS Number:
1730341
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Quality Level

assay

≥99%

form

liquid

composition

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

lipid type

neutral glycerides

storage temp.

−20°C

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

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

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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Tomoari Kamo et al.
Colloids and surfaces. B, Biointerfaces, 104, 128-132 (2013-01-10)
In this work, the changes in the lateral pressure in mixed membranes of egg yolk phosphatidylcholine (EPC) and a nonlamellar-forming lipid diolein (DO) were investigated with respect to increasing DO content. Several fluorescence techniques were employed to probe transitions of
María Señoráns et al.
Molecules (Basel, Switzerland), 25(14) (2020-07-28)
Microalgal biomass is a sustainable and valuable source of lipids with omega-3 fatty acids. The efficient extraction of lipids from microalgae requires fast and alternative extraction methods, frequently combined with biomass pre-treatment by different procedures. In this work, Pressurized liquid
Sonia Sánchez-Bautista et al.
Biophysical journal, 96(9), 3638-3647 (2009-05-06)
The C1 domains of classical and novel PKCs mediate their diacylglycerol-dependent translocation. Using fluorescence resonance energy transfer, we studied the contribution of different negatively charged phospholipids and diacylglycerols to membrane binding. Three different C1B domains of PKCs were studied (the
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
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

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