Oleic acid sources

Tween-80, the eontent of eyelopropane fatty acids (CFAs) increased as a protective function to acidic environmental conditions (Budin-Vemeuil et al., 2005 Klaenhammer et al., 2005). It seems like, an increased level of CFA in the membrane composition of lactobacilli is foimd in other stressful conditions for the cells, such as, higher concentration of NaCl (IM, for Lactobacillus casei ) or the growth condition below 20°C or above 35°C (for Lactobacillus fermentum) (Suutari Laakso, 1992 Machado et al., 2004). Among the utilization of exogenous oleic acid source by probiotic lactobacilli, in order to increase their acid survival, it was suggested that, the higher content of oleic acid foimd in the membrane is reduced to stearic acid (Corcoran et al., 2007). 

Typically, soHd stabilizers utilize natural saturated fatty acid ligands with chain lengths of Cg—C g. Ziac stearate [557-05-1/, ziac neodecanoate [27253-29-8] calcium stearate [1592-23-0] barium stearate [6865-35-6] and cadmium laurate [2605-44-9] are some examples. To complete the package, the soHd products also contain other soHd additives such as polyols, antioxidants, and lubricants. Liquid stabilizers can make use of metal soaps of oleic acid, tall oil acids, 2-ethyl-hexanoic acid, octylphenol, and nonylphenol. Barium bis(nonylphenate) [41157-58-8] ziac 2-ethyIhexanoate [136-53-8], cadmium 2-ethyIhexanoate [2420-98-6], and overbased barium tallate [68855-79-8] are normally used ia the Hquid formulations along with solubilizers such as plasticizers, phosphites, and/or epoxidized oils. The majority of the Hquid barium—cadmium formulations rely on barium nonylphenate as the source of that metal. There are even some mixed metal stabilizers suppHed as pastes. The U.S. FDA approved calcium—zinc stabilizers are good examples because they contain a mixture of calcium stearate and ziac stearate suspended ia epoxidized soya oil. Table 4 shows examples of typical mixed metal stabilizers. 

Oleic acid is a normal constituent of animal fat, including ant fat. When an ant dies and its body begins to decompose, its fat breaks down and releases odoriferous fatty acids. If the ant dies within its nest, the odor of oleic acid serves as a posthumous chemical signal to its surviving nestmates. On detecting oleic acid, an ant worker s response is to pick up the source (the dead ant) and carry it a short distance toward the nest entrance before setting it down. Eventually, after several workers have moved it, the carcass reaches the entrance, where it is finally ejected from the nest. 

The traditional major source for the nonionic surfactant industry is fatty acid triglycerides from both animal and vegetable sources as the saturated or unsaturated acids. The saturated acids include lauric acid (w-dodecanoic), myristic acid (n-tetradecanoic), palmitic acid ( -hexadecanoic),and stearic acid (n-octadecanoic). The unsaturated acids include oleic acid (Z-9-octadecenoic) and linoleic acid (Z,Z-9,12-octadecadienoic). Of the 200 non-ionic surfactants... 

The sources of these fatty acids in the cells are those that are present at position 2 of the membrane phospholipids. The proportion of these two in the phospholipid depends to a large extent on the type of fatty acids in the triacylg-lycerol in the diet, that is, the amount of the omega-6 (lin-oleic acid) and that of the omega-3 (a-linolenic acid). 

More importantly, lipid peroxidation can be controlled or minimized by design of formulation. While saturated lipids (e.g., MCTs) will themselves not be susceptible to peroxidation, they may contain sufLcient unsaturated impuritiesto be problematic. Similarly, monounsaturated lipids (e.g., oleic acid glycerides) are much less susceptible to peroxidation. The relative rates of peroxidation of oleic, linoleic, and linolenic acids are 6 64 100, respectively (Swern, 1995). Monounsaturated lipids may, however, may contain polyunsaturated impurities, which will catalyze the oxidation ofthe monounsaturated components (Swern, 1995). Surfactants, particularly those based on PEG, may contain peroxides that can promote lipid peroxidation thus, particular attention should be paid to the purity and source of all formulation components. 

Avocado benefits circulation, lowers cholesterol, and dilates blood vessels. Its main fat, monounsaturated oleic acid (also concentrated in olive oil), acts as an antioxidant to block artery-destroying toxicity of bad-type-LDL cholesterol. It is one of the richest sources of glutathione, a powerful antioxidant shown to block 30 different carcinogens and to block proliferation of the AIDS virus (see Chapter 13). 

Petroselinic acid, an isomer of oleic acid, is found in many seed oils of the Um-belliferae family (ranging from 50-90% of oil composition). It can be oxidised to adipic and lauric acids, and may have pharmaceutical and cosmetic applications. Coriander is being evaluated as a potential source of this fatty acid in Europe. 

The tissue of the fruits contains fatty oil with resin, mucilage and gum, malates and albuminous matter and, in the outer seed-coat, there are significant amounts of tannin. The yield of ash is about 8%. Dried cumin fruits contain essential oil with over 100 different chemical constituents, including abundant sources of the essential fatty acids, oleic acid (3%), linoleic acid (34%), flavonoid glycosides, tannins, resins and gum (Singh et al., 2006). 

Phosphodiesterase (Hydrolysis) Activity. A rather broad substrate specificity is exhibited by the purified phospholipase D (phosphodiesterase activity). It can attack phosphatidylcholine, phosphatidylethanolamine, phospha-tidylserine, and phosphatidylglycerol. In most cases, Ca2+ was an activator, but variable results were obtained on the positive influence of diethyl ether on the catalytic activity of different sources of this enzyme. Usually the optimum pH was in the range from 5.0 to 7.0. Mammalian phospholipase D, containing both the phosphodiesterase and transphosphatidylase activities, exhibited a broad-range substrate specificity similar to that of the plant enzyme. However, the mammalian enzyme showed a dependency for the presence of oleic acid in the reaction system (Kobayashi and Kanfer, 1991). 

The mechanism of fatty acid unsaturation (e.g., stearic acid — oleic acid) utilizes a system similar to that involving cytochrome P-450 (Chapter 17) it is micro-some bound, and it includes a heme-containing protein (cytochrome b5), an FAD-containing reductase, and an iron-sulfur center-containing "desaturase." The electron source is NADH or NADPH. Equation (19.14) summarizes this process ... 

The most abundant fatty acids in vegetable oils and fats are palmitic acid (hexa-decanoic acid or 16 0), oleic acid ([9Z]-octadec-9-enoic acid or 18 1 cis-9), and lino-leic acid (cis, cis-9,12-octadccadicnoic acid or 18 2 cis-9 cis-12) [21], Other fatty acids are found in special oils (e.g. 80% 87% ricinoleic acid in castor oil) [23], but these oils are quite rare. Castor oil, for example, has a production rate of 610,000 tons/year compared to the top four palm oil (46 million tons/year), soya oil (40 million tons/year), rapeseed oil (24 million tons/year), and sunflower oil (12 million tons/ year) [24]. Further sources of fatty acids are tall oils (2 million tons/year) [25] and to a lesser degree synthetic fatty acids derived by mainly hydroformylation and hy-drocarboxylation of olefins [23], The summed fatty acid production is estimated to be 8 million tons/year (2006) [23],... 

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