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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:
Molecular Weight:
620.99
Beilstein/REAXYS Number:
1730341
EC Number:
MDL number:
UNSPSC Code:
51191904
PubChem Substance ID:
NACRES:
NA.25
Pricing and availability is not currently available.

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

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Packaging

Sealed ampule.

Storage Class

10 - Combustible liquids

wgk_germany

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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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
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
Jorge A Rodriguez et al.
Biochimica et biophysica acta, 1801(1), 77-83 (2009-10-06)
Hormone-sensitive lipase (HSL) contributes importantly to the mobilization of fatty acids in adipocytes and shows a substrate preference for the diacylglycerols (DAGs) originating from triacylglycerols. To determine whether HSL shows any stereopreference during the hydrolysis of diacylglycerols, racemic 1,2(2,3)-sn-diolein was

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