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D8394

Sigma-Aldrich

1,2-Dioleoyl-rac-glycerol

≥97%

Synonym(s):

(9Z)-9-Octadecenoic acid 1,1′-[1-(hydroxymethyl)-1,2-ethanediyl] ester, (±)-1,2-Diolein, 1,2-Di(cis-9-octadecenoyl)-rac-glycerol, rac-1,2-Dioleoylglycerol, rac-Glycerol 1,2-dioleate, DG(18:1(9Z)/18:1(9Z)/0:0)[rac]

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About This Item

Empirical Formula (Hill Notation):
C39H72O5
CAS Number:
2442-61-7
Molecular Weight:
620.99
Beilstein:
1917687
MDL number:
MFCD00043031
UNSPSC Code:
12352211
PubChem Substance ID:
24894210
NACRES:
NA.25

biological source

synthetic (organic)

Assay

≥97%

form

liquid

impurities

≤3% 1,3-isomer

functional group

ester

lipid type

neutral glycerides

shipped in

dry ice

storage temp.

−20°C

SMILES string

CCCCCCCC\C=C/CCCCCCCC(=O)OCC(CO)OC(=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-

InChI key

AFSHUZFNMVJNKX-CLFAGFIQSA-N

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Application


  • Diacylglycerol acyltransferases from Vernonia and Stokesia prefer substrates with vernolic acid.: Studies enzyme preferences for 1,2-Dioleoyl-rac-glycerol in the biosynthesis of industrially important oils, offering pathways to enhance bio-oil production using specific enzymatic processes (Yu et al., 2006).

Caution

Some isomerization may occur in storage or in solution.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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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Valeria Scala et al.
Frontiers in microbiology, 9, 1839-1839 (2018-08-30)
Lipids, components of the plasma and intracellular membranes as well as of droplets, provide different biological functions related to energy, carbon storage, and stress responses. Bacterial species display diverse membrane composition that changes in response to the different environmental conditions.
Xiumei Wang et al.
Journal of oleo science, 70(2), 227-236 (2021-01-19)
n-3 polyunsaturated fatty acids (PUFA)-rich triacylglycerols (TAG) with many beneficial effects are still difficult to be synthesized efficiently and rapidly by current synthetic techniques. This study reports the fatty acid specificity of immobilized MAS1 lipase and its efficient synthesis of
Xiumei Wang et al.
Bioprocess and biosystems engineering, 44(3), 575-584 (2020-11-21)
This study reports the properties of immobilized MAS1-H108A lipase from marine Streptomyces sp. strain W007 on XAD1180 resin and its application in the synthesis of n-3 polyunsaturated fatty acids (PUFA)-rich triacylglycerols (TAG) for the first time. It was found that
Ryutaro Adachi et al.
SLAS discovery : advancing life sciences R & D, 22(4), 360-365 (2017-03-23)
Monoacylglycerol acyltransferase (MGAT) activity catalyzes the synthesis of diacylglycerol (DAG) from fatty acyl-CoA and monoacylglycerol as substrates. It is important for the resynthesis of triacylglycerol (TAG) in the intestine. In the present study, we developed a MGAT enzymatic assay of
Martina Schweiger et al.
Methods in enzymology, 538, 171-193 (2014-02-18)
Lipolysis is defined as the hydrolytic cleavage of ester bonds in triglycerides (TGs), resulting in the generation of fatty acids (FAs) and glycerol. The two major TG pools in the body of vertebrates comprise intracellular TGs and plasma/nutritional TGs. Accordingly
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