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  • M7765 - 1-Oleoyl-rac-glycerol

M7765 Sigma



Synonym: 1-(cis-9-Octadecenoyl)-rac-glycerol, rac-Glycerol 1-monooleate, DL-α-Monoolein, Glyceryl cis-9-octadecenoate, MG(18:1(9Z)/0:0/0:0)[rac], Monoolein



Biochem/physiol Actions

Monoolein (1-Oleoyl-rac-glycerol) is used in the development of monoolein-based nanoparticulate liquid dispersions as possible vehicles for drug delivery.

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≥99% (GC)


technical, ~40% (TLC)


≥94% (TLC)

Safety & Documentation

Safety Information

WGK Germany 
Flash Point(F) 
309.2 °F
Flash Point(C) 
154 °C
Protocols & Articles


MSMLS Online Plate Map

MSMLS compounds are conveniently provided at 5μg per well, enough for multiple injections. These are high purity (>95%) compounds supplied in an economical, ready to use format. Compounds are arrange...

Peer-Reviewed Papers


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Nanoparticulate lipid dispersions for bromocriptine delivery: characterization and in vivo study. Esposito E, Mariani P, Ravani L, et al. Eur. J. Pharm. Biopharm. 80, 306-314, (2012)


Complex dendrimer-lyotropic liquid crystalline systems: structural behavior and interactions. Bitan-Cherbakovsky L, Libster D, et al. J. Phys. Chem. B 115, 11984-11992, (2011)


Monoolein lipid phases as incorporation and enrichment materials for membrane protein crystallization. Wallace E, Dranow D, Laible PD, et al. PLoS ONE 6, e24488, (2011)


Preparation, characterization and physico-chemical properties of solid lipid nanoparticles (SLN) and nanostructured lipid carriers (NLC): their benefits as colloidal drug carrier systems. Uner M. Pharmazie 61, 375-386, (2006)


Aggregation behavior of aqueous dioctadecyldimethylammonium bromide/monoolein mixtures: A multitechnique investigation on the influence of composition and temperature. Oliveira IM, Silva JP, Feitosa E, et al. J. Colloid. Interface Sci. 374, 206-217, (2012)


A two-stage enzymatic process for synthesis of extremely pure high oleic glycerol monooleate. Zhu Q, Li T, Wang Y, Yang B, Ma Y. Enzyme Microb. Technol. 48, 143-147, (2011)


Initial step of pH-jump-induced lamellar to bicontinuous cubic phase transition in dioleoylphosphatidylserine/monoolein. Oka T, Tsuboi TA, Saiki T, et al. Langmuir 30(27), 8131-40, (2014)


Cell-free expression and in meso crystallisation of an integral membrane kinase for structure determination. Boland C, Li D, Shah ST, et al. Cell. Mol. Life Sci. 71(24), 4895-910, (2014)


Structural basis for the facilitative diffusion mechanism by SemiSWEET transporter. Lee Y, Nishizawa T, Yamashita K, et al. Nat. Commun. 6, 6112, (2015)


A single step reversed-phase high performance liquid chromatography separation of polar and non-polar lipids. Olsson P, Holmbäck J, Herslöf B, et al. J. Chromatogr. A. 1369, 105-15, (2014)


Optimizing surfactant content to improve oral bioavailability of ibuprofen in microemulsions: just enough or more than enough? You X, Xing Q, Tuo J, et al. Int. J. Pharm. 471(1-2), 276-84, (2014)


Profiling of regioisomeric triacylglycerols in edible oils by supercritical fluid chromatography/tandem mass spectrometry. Lee JW, Nagai T, Gotoh N, et al. J. Chromatogr. B. Analyt. Technol. Biomed. Life Sci. 966, 193-9, (2014)


In vitro and in vivo evaluations of the performance of an indirubin derivative, formulated in four different self-emulsifying drug delivery systems. Heshmati N, Cheng X, Dapat E, et al. J. Pharm. Pharmacol. 66(11), 1567-75, (2014)


Designing micellar nanocarriers with improved drug loading and stability based on solubility parameter. Tian Y, Shi C, Sun Y, et al. Mol. Pharm. 12(3), 816-25, (2015)


Specific cellular incorporation of a pyrene-labelled cholesterol: lipoprotein-mediated delivery toward ordered intracellular membranes. Gaibelet G, Allart S, Tercé F, et al. PLoS ONE 10(4), e0121563, (2015)


Identification of a novel hypocholesterolemic protein, major royal jelly protein 1, derived from royal jelly. Kashima Y, Kanematsu S, Asai S, et al. PLoS ONE 9(8), e105073, (2014)


Biochemical characterization of Yarrowia lipolytica LIP8, a secreted lipase with a cleavable C-terminal region. Kamoun J, Schué M, Messaoud W, et al. Biochim. Biophys. Acta 1851(2), 129-40, (2015)


Intestinal scavenger receptors are involved in vitamin K1 absorption. Goncalves A, Margier M, Roi S, et al. J. Biol. Chem. 289(44), 30743-52, (2014)


Liquid crystalline phase as a probe for crystal engineering of lactose: carrier for pulmonary drug delivery. Patil SS, Mahadik KR, Paradkar AR, et al. Eur. J. Pharm. Sci. 68, 43-50, (2015)


Cholesterol-lowering effect of rice bran protein containing bile acid-binding proteins. Wang J, Shimada M, Kato Y, et al. Biosci. Biotechnol. Biochem. 79(3), 456-61, (2015)


Multifunctional nanoparticles for prostate cancer therapy. Chandratre SS, Dash AK, et al. AAPS PharmSciTech 16(1), 98-107, (2015)


Monoglycerides from the brown alga Sargassum sagamianum: Isolation, synthesis, and biological activity. Hyeun Wook Chang et al Bioorg. Med. Chem. Lett. 18, 3589-92, (2008)


Beil. 2,IV,1657

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