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Merck
CN

D8394

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
UNSPSC Code:
12352211
NACRES:
NA.25
PubChem Substance ID:
24894210
MDL number:
MFCD00043031
Beilstein/REAXYS Number:
1917687

Key Documents

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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-

SMILES string

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

InChI key

AFSHUZFNMVJNKX-CLFAGFIQSA-N

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

Quality Level

200

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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).

Disclaimer

Some isomerization may occur in storage or in solution.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000513938
0000513938
0000458952
0000458952
0000445700

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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.
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
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
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
Xiumei Wang et al.
Bioresource technology, 235, 18-24 (2017-03-30)
This study reported a novel immobilized MAS1 lipase from marine Streptomyces sp. strain W007 for synthesizing high-yield biodiesel from waste cooking oils (WCO) with one-step addition of methanol in a solvent-free system. Immobilized MAS1 lipase was selected for the transesterification
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