Disease relevance of Monoolein

• Escherichia coli mutants defective in membrane phospholipid synthesis: binding and metabolism of 1-oleoylglycerol 3-phosphate by a plsB deep rough mutant [1].
• PURPOSE: To investigate the potential use of a monoolein/water lyotropic liquid crystalline gel for the vaginal delivery of the antimuscarinic drugs, propantheline bromide and oxybutynin hydrochloride to treat urinary incontinence, using Myverol 18-99 as a commercially available grade of monoolein [2].
• An increase in pre-load period greatly facilitated the mucoadhesion of glyceryl monooleate (0% w/w initial water content), suggesting that the mucoadhesion is dependent upon the extent of the dehydration of the substrate [3].
• Inactivation and inhibition of African swine fever virus by monoolein, monolinolein, and gamma-linolenyl alcohol. Brief report [4].
• The effect of bioadhesives (glyceryl monooleate (GMO), and Carbopol) on the nicotine flux was evaluated using Caco-2 cell permeability studies and Caco-2 cell viability was determined using the MTT toxicity assay [5].

High impact information on Monoolein

• Both enzymes hydrolyzed p-nitophenyl butyrate, triolein, and monoolein but not diolein, cholesteryl oleate, or phospholipids; hydrolysis of short-chain fatty acid ester was 30,000-fold more efficient than that of long-chain fatty acid triacylglycerol [6].
• Thus, doping the monoolein of the monoolein/water liquid crystal with 1,2-dioleoyl-sn-glycero-3-phosphate makes the aqueous channel walls anionic and reduces the urate permeation in the liquid crystal [7].
• The results obtained indicated that the SC3/lipid membrane interactions were adjusted by protein conformational adaptation, allowing its incorporation into lipid matrixes; the incorporation of a chelating SC3 hydrophobin (PFA-SC3) in a monoolein cubic phase yielded a biomimetic, cell-like system of Cu(II) cation immobilization [8].
• In the linear portion of the log g(H)-log [H] relationship, g(H) values in diphytanoyl bilayers were significantly larger (approximately 10-fold) than in neutral glyceryl monooleate (GMO) membranes [9].
• The figure fell to 25% with Prep. 2. The mode of action of the diverse screen components are explained on the basis of the phase properties of the monoolein/water system [10].

Biological context of Monoolein

• We investigated the interaction of bovine serum albumin (BSA) and monoolein (MO) and estimated the number of BSA binding sites for the alpha- and beta-isomers of MO [11].
• The water uptake of the unsaturated monoglycerides monoolein and monolinolein followed second-order swelling kinetics and levelled off at about 50% water content, at which a highly viscous cubic phase was formed [12].
• Monoolein is also an important homolog in a series of monoacylglycerols used to decipher how lipid molecular structure relates to liquid crystal phase behavior--information needed for rational design applications and for understanding the origin of membrane lipid diversity [13].
• For studies of lipid metabolism, cells were incubated with [14C]oleic acid in taurocholate micelles containing monoolein, and distribution of labeled fatty acid in cellular and secreted lipids was examined [14].
• The intestinal absorption rate of dissolved griseofulvin was determined from: (a) an aqueous phase, (b) an aqueous phase containing a micellar phase composed of taurodeoxycholate, monoolein, and oleic acid, and (c) an aqueous phase containing the micellar phase and emulsified triolein [15].

Anatomical context of Monoolein

• In the presence of BRL 10894, an abnormal metabolite was synthesized in vitro using liver slices or rings of small intestine with glycerol, palmitate, or monoolein as substrate, and using adipose tissue with pyruvate as substrate [16].
• Effects of bile acids, lecithin, and monoolein on amino acid absorption from the human duodenum [17].
• Here we present a completely detergent-free procedure for the incorporation of a native purple membrane into a monoolein-based lipidic cubic phase, and subsequent crystallization of three-dimensional bacteriorhodopsin crystals therein [18].
• Oleic acid, monoolein, lecithin, and lysolecithin enhanced taurocholate uptake and transfer in the jejunum, each lipid exhibiting an optimal concentration at which the bile acid fluxes were maximal [19].
• Lipolytic activities against trioctanoin and monoolein in rat intestinal mucosa [20].

Associations of Monoolein with other chemical compounds

• Doping with 1,2-dioleoyl-sn-glycero-3-phosphate also increases the shear strength of the cubic-phase monoolein/water lyotropic liquid crystal [7].
• In cells incubated with cholesterol solubilized in 5 mM taurocholate and 30 microM monoolein, HMG-CoA reductase activity was decreased [21].
• The average lifetime of gramicidin A channels in monoolein/decane bilayer membranes was measured [22].
• The data refer to membranes formed from monoolein, monoeicosenoin, or monoerucin in n-decane [23].
• Monocyte chemotactic activity, determined by the transmembrane migration of murine RAW 264.7 cells, was stimulated (delta 26.0 +/- 1.5 optical density units) by a lipid fraction less polar than sphingosine but more polar by TLC and HPTLC than 1-monooleoylglycerol [24].

Gene context of Monoolein

• Experimental parameters that were varied included micellar composition (monoolein or egg PC; FC, CE, or both), the final concentration of micellar cholesterol (1 nM to 50 microM), the origin of CEH (endogenously synthesized vs exogenously added), and the species source of enzyme (rat, pig, man) [25].
• Kinetics of lamellar-to-cubic and intercubic phase transitions of pure and cytochrome c containing monoolein dispersions monitored by time-resolved small-angle X-ray diffraction [26].
• Gadolinium-derivative crystals of hen egg-white lysozyme were obtained by co-crystallizing the protein with 100 mM Gd-HPDO3A in a monoolein cubic phase [27].
• With monoolein as substrate, the specific activity and the apparent K(m) were close to those of rat MGL of adipose tissue [28].
• Release of [3H]glycerol from labelled TO increased only slightly if CEL was added compared to lipase alone, suggesting that monoolein hydrolysis was slow under these conditions [29].

Analytical, diagnostic and therapeutic context of Monoolein

• These mutants crystallize in the orthorhombic C222(1) spacegroup, and provide the first demonstration that monoolein-based cubic lipid phase crystallization can support the growth of well-diffracting crystals in non-hexagonal spacegroups [30].
• We used x-ray and neutron diffraction to study the temperature- and pressure-dependent structure and phase behavior of the monoacylglycerides 1-monoelaidin (ME) and 1-monoolein (MO) in excess water [31].
• We are currently evaluating the potential of monoolein/water as a drug delivery system in the treatment of different cutaneous diseases and other PDT applications [32].
• Cryo-transmission electron microscopy (cryo-TEM) was used to image the microstructure in dilute sonicated dispersions of monoolein and oleic acid [33].
• In the present study we investigated a new potential application of the cubic phase (monoolein/water; 70:30, w/w) to deliver pro-drugs and a photosensitizer for topical application in photodynamic therapy (PDT) [32].

References