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D8894

Sigma-Aldrich

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
Beilstein:
1730341
EC Number:
247-144-2
UNSPSC Code:
51191904
PubChem Substance ID:
24894236
NACRES:
NA.25

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

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Packaging

Sealed ampule.

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
R Rodriguez-Sanchez et al.
Poultry science, 98(3), 1341-1353 (2018-10-12)
The aim of the present study is to evaluate the effect of the dietary fat saturation degree and age on the lipid class (TAG, DAG, MAG, and FFA) composition and fatty acid digestibility along the gastrointestinal tract (GIT) and excreta
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
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