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M2787

Sigma-Aldrich

2-Oleoylglycerol

≥94% (TLC)

Synonym(s):

MG(0:0/18:1(9Z)/0:0), 2-Monoolein

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About This Item

Empirical Formula (Hill Notation):
C21H40O4
CAS Number:
3443-84-3
Molecular Weight:
356.54
MDL number:
MFCD00171536
UNSPSC Code:
12352211
PubChem Substance ID:
24896769
NACRES:
NA.25

Quality Level

200

Assay

≥94% (TLC)

form

liquid

functional group

ester

lipid type

neutral glycerides

shipped in

ambient

storage temp.

−20°C

SMILES string

[H]C(CO)(OC(CCCCCCC/C=C\CCCCCCCC)=O)CO

InChI

1S/C21H40O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-20(18-22)19-23/h9-10,20,22-23H,2-8,11-19H2,1H3/b10-9-

InChI key

UPWGQKDVAURUGE-KTKRTIGZSA-N

Biochem/physiol Actions

2-Monoolein (2-Oleoylglycerol) is used as a GPR119 agonist than regulates GLP-1 release. 2-Monoolein may be used to differentiate and study the kinetics of monoacylglycerol lipase(s).

Packaging

Packaged under Argon.

Storage Class Code

13 - Non 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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Katrine B Hansen et al.
The Journal of clinical endocrinology and metabolism, 96(9), E1409-E1417 (2011-07-23)
Dietary fat is thought to stimulate release of incretin hormones via activation of fatty acid receptors in the intestine. However, dietary fat (triacylglycerol) is digested to 2-monoacylglycerol and fatty acids. Activation of G protein-coupled receptor 119 (GPR119) stimulates glucagon-like peptide-1
Christopher J Fowler et al.
Biochemical pharmacology, 69(8), 1241-1245 (2005-03-30)
In the present study, the abilities of cyclooxygenated derivatives of 1-arachidonoylglycerol and related compounds to prevent the metabolism of [3H]2-oleoylglycerol and [3H]anandamide by cytosolic and membrane fractions, respectively, have been investigated. For each compound, nine concentrations (range 0.2-100 microM) were
S Vandevoorde et al.
British journal of pharmacology, 150(2), 186-191 (2006-12-05)
Two compounds, URB602 and URB754, have been reported in the literature to be selective inhibitors of monoacylglycerol lipase, although a recent study has questioned their ability to prevent 2-arachidonoyl hydrolysis by brain homogenates and cerebellar membranes. In the present study
Verena Hiebl et al.
Biological procedures online, 22, 7-7 (2020-04-21)
The human Caco-2 cell line is a common in vitro model of the intestinal epithelial barrier. As the intestine is a major interface in cholesterol turnover and represents a non-biliary pathway for cholesterol excretion, Caco-2 cells are also a valuable
Dong Cheng et al.
The Journal of biological chemistry, 283(44), 29802-29811 (2008-09-05)
Acyl coenzyme A:diacylglycerol acyltransferase 1 (DGAT1) is one of the four intestinal membrane bound acyltransferases implicated in dietary fat absorption. Recently, it was found that, in addition to acylating diacylglycerol (DAG), DGAT1 also possesses robust enzymatic activity for acylating monoacylglycerol
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