Arachidonic acid essentiality

See also Arachidonic Acid, Essential Fatty Acids, Fatty Acids, Eicosanoids... 

CifiHjjOi. A fatly acid which is easily oxidized in air.-It occurs widely, in the form of glycerides, in vegetable oils and in mammalian lipids. Cholesieryl linoleale is an important constituent of blood. The add also occurs in lecithins. Together with arachidonic acid it is the most important essential fatty acid of human diet. 

Prostaglandins arise from unsaturated C20 carboxylic acids such as arachidonic acid (see Table 26 1) Mammals cannot biosynthesize arachidonic acid directly They obtain Imoleic acid (Table 26 1) from vegetable oils m their diet and extend the car bon chain of Imoleic acid from 18 to 20 carbons while introducing two more double bonds Lmoleic acid is said to be an essential fatty acid, forming part of the dietary requirement of mammals Animals fed on diets that are deficient m Imoleic acid grow poorly and suffer a number of other disorders some of which are reversed on feed mg them vegetable oils rich m Imoleic acid and other polyunsaturated fatty acids One function of these substances is to provide the raw materials for prostaglandin biosynthesis... 

Some fatty acids are not synthesized by mammals and yet are necessary for normal growth and life. These essential fatty aeids include llnoleic and y-linolenic acids. These must be obtained by mammals in their diet (specifically from plant sources). Arachidonic acid, which is not found in plants, can only be synthesized by mammals from linoleic acid. At least one function of the essential fatty acids is to serve as a precursor for the synthesis of eicosanoids, such as... 

Eicosanoids and terpenoids are still other classes of lipids. Eicosanoids, of which prostaglandins are the most abundant kind, are derived biosynthetically from arachidonic acid, are found in all body tissues, and have a wide range of physiological activity. Terpenoids are often isolated from the essential oils of plants, have an immense diversity of structure, and are produced biosynthetically from the five-carbon precursor isopentenyl diphosphate (IPP). lsopentenyl diphosphate is itself biosynthesized from 3 equivalents of acetate in the mevalonate pathway. 

Linoleic and a-linolenic acids are the only fatty acids known to be essential for the complete nutrition of many species of animals, including humans, and are known as the nutritionally essential fatty acids. In most mammals, arachidonic acid can be formed from linoleic acid (Figure 23-4). Double bonds can be intro-... 

Rats fed a purified nonlipid diet containing vitamins A and D exhibit a reduced growth rate and reproductive deficiency which may be cured by the addition of linoleic, a-linolenic, and arachidonic acids to the diet. These fatty acids are found in high concentrations in vegetable oils (Table 14-2) and in small amounts in animal carcasses. These essential fatty acids are required for prostaglandin, thromboxane, leukotriene, and lipoxin formation (see below), and they also have various other functions which are less well defined. Essential fatty acids are found in the stmctural lipids of the cell, often in the 2 position of phospholipids, and are concerned with the structural integrity of the mitochondrial membrane. 

Furthermore, we found that the two types of tumor promoters induced common biological effects, such as irritation of mouse ear, and stimulation of prostaglandin E2 production and of arachidonic acid metabolism in rat macrophages. These common effects seem to be the most essential biological activities in tumor promotion (6). 

The essential fatty acids in humans are linoleic acid (C-18 2 N-6) and a-linolenic acid (C18 3 N-3). Arachidonic acid (C20 4 N-6) is also essential but can be synthesized from linoleic acid. Administration of 2% to 4% of total daily calories as linoleic acid should be adequate to prevent essential fatty acid deficiency in adults (e.g., infusion of 500 mL of 20% intravenous lipid emulsion once weekly).7 Biochemical evidence of essential fatty acid deficiency can develop in about 2 to 4 weeks in adult patients receiving lipid-free PN, and clinical manifestations generally appear after an additional... 

Essential fatty acid deficiency Deficiency of linoleic acid, linolenic acid, and/or arachidonic acid, characterized by hair loss, thinning of skin, and skin desquamation. Long-chain fatty acids include trienes (containing three double-bonds [e.g., 5,8,11-eicosatrienoic acid, or Mead acid trienoic acids) and tetraenes (containing four doublebonds [e.g., arachidonic acid]). Biochemical evidence of essential fatty acid deficiency includes a trieneitetraene ratio greater than 0.4 and low linoleic or arachidonic acid plasma concentrations. 

The last essential dietary components to which we will refer and which were also discovered through feeding experiments with rats, are certain unsaturated fatty acids identified as linoleic, linolenic, and arachidonic acids by Burr and Burr in 1930. The acids are required for the formation of complex lipids which are essential in membranes for the maintenance of their fluidity (Chapter 9). Deficiencies lead to a dermatitis which does not respond to additional B vitamin supplements or to oleic acid. 

Fatty acids, such as linoleic, hnolenic, and arachidonic acids, contain two or more cis carbon-carbon double bonds and are referred to as polyunsaturated fatty acids. Several of these fatty acids, including linoleic and linolenic acids, are required nutrients for humans and must be part of a healthy diet. They are termed essential fatty acids, of which there are eight. These fatty acids cannot be synthesized by human beings but are essential to human health. Therefore, they must be consumed in adequate amounts in a healthy diet, specifically in the form of ingested plant-derived foods. A diet devoid of the essential fatty acids eventually results in a fatal condition characterized by inflammation of the skin (dermatitis), failure of wounds to heal, and poor growth. The essential fatty acids serve as precursors for complex molecules termed eicosanoids, to which we return below. 

A functional method for detection depends upon competition for the activity of the and desaturases between a non-essential fatty acid (e.g. oleic acid) and an essential fatty acid (see above). If the latter is deficient, oleic acid is readily converted, via the desaturases, to Mead acid, since there is little competition (Figure 11.14). Hence the amount of the latter can be used as a marker for deficiency of essential fatty acids, although it is better to use the ratio of double bonds only three are present in Mead acid (i.e. a triene) but four are present in arachidonic acid (i.e. a tetraene). A ratio in plasma, triene/tetraene >4.0 is an indication of a deficiency of essential fatty acids. This method has shown that a deficiency can occur in a number of conditions which can lead to disease (Table 11.5). 

The two essential fatty acids of most biochemical and clinical interest are arachidonic acid, which gives rise to prostanoids of series 2 and leucotrienes of series 4, and eicosapentaenoic acid, which gives rise to prostanoids of... 

Essential fatty acids are fatty acids that have to be supplied in the diet. Without exception, these are all polyunsaturated fatty acids the C20 fatty acid arachidonic add (20 4 5,8,11,14) and the two Cis acids linoleic add (18 2 9,12) and linolenic add (18 3 9,12,15). The animal organism requires arachidonic acid to synthesize eicosanoids... 

Prostaglandins (PG s) and leukotrienes (LT s) are biologically active derivatives of 20 carbon atom polyunsaturated essential fatty acids, which contains 3, 4 or 5 double bonds (e.g. 5,8,11,14-eicosatetraenoic acid i.e., arachidonic acid). 

Two fatty acids are dietary essentials in humans (see p. 361) linoleic acid, which is the precursor of arachidonic acid, the sub strate for prostaglandin synthesis (see p. 211), and linolenic acid, the precursor of other co-3 fatty acids important for growth and development. [Note A deficiency of linolenic acid results in decreased vision and altered learning behaviors.] Arachidonic add becomes essential if linoleic acid is deficient in the diet. 

Correct answer = E. Prostaglandins are synthesized from arachidonic acid. Arachidonic acid is synthesized from linoleic acid, an essential fatty acid obtained by humans from dietary lipids. The teenager would be able to synthesize all other compounds, but presumably in somewhat depressed amounts. 

The dietary precursor of the prostaglandins is the essential fatty acid, linoleic acid. It is elongated and desaturated to arachidonic acid, the immediate precursor of the predominant class of prostaglandins (those with two double bonds) in humans (Figure 17.22). [Note Arachidonic acid is released from membrane-bound phospholipids by phospholipase Ap in response to a variety of signals (Figure 17.23).]... 

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