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this is a reviewer for an exam or an advance reading in the subject/ course biochemistry
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Saturated fatty acids contain no double bonds carbon Unsaturated fatty acids contain one or more double bonds atherosclerosis - formation or clogging of fats in the walls of the arteries forming plaques that constricts blood flow hydrolysis - breaking of molecules through the addition of water; fats and oils can be hydrolyzed in the presence of acid, a base or a specific enzyme lipases-- saponification. FAT / OIL + STRONG BASE → GLYCEROL + SALTS (SOAP) OF FATTY ACIDS Micelles : a carboxylate. ex.: soap- the hydrophobic (attracts the dirt) and hydrophilic part loves the water. Soluble in water Sodium stearate- soap sodium lauryl sulfate- detergent Hydrogenation- the addition of H2 in C=C (or fatty acids). It converts unsaturated fats to saturated fats.** Adding hydrogen to unsaturated molecules make it stable. Ex.: partial hydrogenation>> semi solid fat complete hydrogenation>> brittle fats Oxidation- ganing oxygen; losing hydrogen>> rancidity, bad odor or taste. Butter releases foul-smelling butyric acid, caprylic and capric acids. Microorganisms present in the air furnish lipases that catalyze this process. Hydrolytic rancidity can easily be prevented by covering the fat or oil and keeping it in a refrigerator. Body odor. 3-methyl-2-hexenoic acid is largely responsible for body odor. Premature aging is also related to oxidation of the phospholipid bilayer in the cell membrane caused by excess free radicals (natural or artificial: diet, lifestyle and environment factors) that could be neutralized by antioxidants such as A, C, E and glutathione. Classification of Lipids Saponifiable lipids simple= waxes & triglycerides complex= phosphoglycerides & sphingolipids Nonsaponifiable lipids steroids & prostaglandins Based on their reaction with water Hydrolysable lipids- are compounds that can be converted into smaller molecules by hydrolysis; derived from fatty acids. : waxes; triacylglycerols; phospholipids Non-hydrolysable lipids- these are compounds that cannot be cleaved into smaller molecules by hydrolysis : steroids; fat-soluble vitamins; eicosanoids Simple lipids- lipids which yield fatty acids and alcohol upon hydrolysis; esters of fatty acids simple lipid+ H2O fatty acid(s) + alcohol Complex lipids- lipids that yields fatty acids, alcohol and other compounds upon hydrolysis; found in cell membranes, brain, nervous tissues, myelin sheaths of nerves and blood platelets. Precursor and derived lipids- are compounds produced when simple complex lipids undergo hydrolysis. They include substances such as fatty acids, glycerol, sphingosine and other alcohols. Derived lipids are formed by the metabolic transformation of fatty acids. They include steroids, fat- soluble vitamins, hormones, ketone bodies and eicosanoids. Fatty acids: ▬ saturated fatty acids - contain single bonds inert; unreactive straight-chain structures allow their molecules to fit close together and form attractions have no double bonds fatty/ waxy solids at room temperature high boiling & melting points ends in ANOIC ACID 12:0 – lauric acid 14:0 – myristic acid 16:0 – palmitic acid 18:0 – stearic acid 20:0 – arachidic acid ▬ unsaturated fatty acids: monounsaturated fatty acids- with one double bond 16:1 – palmitoleic acid (and oleic acid) are the major human monounsaturated fatty acids. 18:1 – oleic acid- possible the most common fatty acid in natural fats. Many plants and vegetable oils re mono-unsaturated fatty acids therefore are good for you. Most naturally occurring unsaturated fatty acids occur in –cis- configuration polyunsaturated fatty acids- those with two or more carbon-carbon double bonds. 18:2 – linoleic acid 18:3 – linolenic acid 20:3 – arachidonic acid 20:5 – EPA (eicosapentaenoic acid) 22:6 – DHA (docosahexaenoic acid) Unsaturated fatty acids: Cis fatty acids- have two hydrogen atoms on the same side of the double bond Trans fatty acids - have two hydrogen on the opposite side of the double bond, which results in a similar structure to that of saturated fatty acid (not healthy fats). ▬ Eicosanoid- a class of molecules derived from 20-carbon polyunsaturated fatty acids, most frequesntly arachidonic acid; include the Prostaglandins- dilates blood vessels and inhibits the formation of blood clots Thromboxanes- a prostaglandin that constricts blood vessels and causes blood clotting. Leukotrienes- a prostaglandin that produces muscle contrractions, especially in the lungs and thereby causing asthma-like attacks/ inflammations. and prostacyclins (under prostaglandin); cell membranes release arachidonic acid in response to a variety of circumstances/ physiological triggers, including infection and allergic reactions. Eicosanoids are NSAIDs (non-steroidal anti-inflammatory drugs). Blocks the oxidation of arachidonic acid from prostaglandins and thromboxanes. Ex.: aspirin, ibuprofen, ketoprofen, celecoxib.
Essential fatty acids that cannot be synthesized by the body and are essential for the health and growth of tissues, especially in infants includes alpha-linoleic acid (ALA)- parent fatty acid of the omega-3 family and linoleic acid (LA )- parent fatty acid of the omega-6 family. a- Linolenic acid: C 18 H 30 O 2 [18:3n ω3] d- Eicosapentaenoic acid (EPA) 20:5n ω d- Docosahexaenoic acid (DHA) 22:6n ω Linoleic acid (LA) 18:2n ω Arachidonic acid (AA) 20:4n ω Deficiency of essential amino acids may lead to: loss of weight, skin dermatitis, eczema Adults do not usually have deficiency of essential fatty acids; dermatitis: inflammation of the skin from any cause, resulting in a range of symptoms such as redness, swelling, itching, or blistering. Simple Lipids
1. Triglycerides also known as triacylglycerols Humans store energy as triglycerides in adipose cells below the surface of the skin, in the breast area and surrounding internal organs Hydrolyzed by enzymes called lipases to produce energy Complete metabolism of triglycerides yields: CO2 H2O and energy An average man’s body is 21% fat in men; and 26% fat in women, enough fat to supply his body’s energy needs for 2-3 months It is recommended that no more than 20-35% of a person’s caloric intake should come from lipids. Fats: a mixture of triglycerides containing a high portion of long-chain, saturated fatty acids. -mostly obtained from animals; -have higher melting points; -solids at room temperature; -ex.: lard tallow, butter coconut and palm oil Oils: a mixture of triglycerides containing a high portion of unsaturated fatty acids or short-chain, saturated fatty acids -oils are fats in the liquid state; -oils have lower melting points; -liquids at room temperature; -mostly obtained from plants and fish Monounsaturated oils: olive oil, peanut oil and avocado oil Polyunsaturated oils: cottonseed, safflower, sunflower seeds, sesame, walnuts, corn, soybean and canola oil 2. Waxes: they are esters of fatty acids with high molecular weight alcohols; -because of their long nonpolar C chain, waxes are very hydrophobic; -from protective coating on plants, fruits and animals -have commercial use in cosmetics, floor waxes, furniture and car polishes, ointments -ex.: lanolin, beeswax, carnauba, spermacetti **Complex Lipids