Chapter 5 - Lipids: Triglycerides, Phospholipids, and Sterols Flashcards
Lipids
Fat refers to the class of nutrients known as lipids. The lipid family includes triglycerides (fats and oils), phospholipids, and sterols. Triglycerides are most abundant, both in foods and in the body.
Composed of carbon (C), hydrogen (H), and oxygen (O). Because lipids have many more carbons and hydrogens in proportion to their oxygens, they can supply more energy per gram than carbohydrates
Triglycerides
Contains one molecule of glycerol and three fatty acids (basically, chains of carbon atoms).
To make a triglyceride, a series of condensation reactions combine a hydrogen atom (H) from the glycerol and a hydroxyl (OH) group from a fatty acid, forming a molecule of water (H2O) and leaving a bond between the two molecules
Glycerols
An alcohol composed of a three-carbon chain, which can serve as the backbone for a triglyceride. condensation: a chemical reaction in which water is released
Saturated fatty acid
Fully loaded with all its hydrogen atoms and contains only single bonds between its carbon atoms.
Length of carbon chain
Most naturally occurring fatty acids contain even numbers of carbons in their chains—up to 24 carbons in length.
The 18-carbon fatty acids, which are abundant in our food supply. Stearic acid is the simplest of the 18-carbon fatty acids
The long-chain (12 to 24 carbons) fatty acids of meats, seafood, and vegetable oils are most common in the diet. Smaller amounts of medium-chain (6 to 10 carbons) and shortchain (fewer than 6 carbons) fatty acids also occur, primarily in dairy
The number of double bonds
The double bond is a point of unsaturation.
Single double bond - unsaturated fatty acid
two or more carbon to carbon double bonds - polyunsaturated fatty acid
Monosaturated Fats
fatty acids that have one double bond in the fatty acid chain with all of the remainder carbon atoms being single-bonded
Fatty acids
A chain of carbon and hydrogen atoms with an acid group (COOH) at one end and a methyl group (CH3) at the other end.
Differ from one another, however, in the length of their carbon chains and in the number and location of their double bonds,
May be 4 to 24 (even numbers of) carbons long, the 18-carbon ones being the most common in foods and especially noteworthy in nutrition.
Fatty acids may be saturated or unsaturated. Unsaturated fatty acids may have one or more points of unsaturation—that is, they may be monounsaturated or polyunsaturated.
Of special importance in nutrition are the polyunsaturated fatty acids known as omega-3 fatty acids and omega-6 fatty acids.
The 18-carbon polyunsaturated fatty acids are linolenic acid (omega-3) and linoleic acid (omega-6). Both are essential fatty acids that the body cannot make. Each is the primary member of a family of longer-chain fatty acids that help to regulate blood pressure, blood clotting, and other body functions important to health.
Linoleic fatty acid
18-carbon fatty acid common in vegetable oils, lacks four hydrogens and has two double bonds.
essential fatty acid
Linolenic fatty acid
A fourth 18-carbon fatty acid with three double bonds.
essential fatty acid
Location of the double bond
Chemists identify polyunsaturated fatty acids by the position of the double bond closest to the methyl (CH3) end of the carbon chain, which is described by an omega number.
A polyunsaturated fatty acid with its closest double bond three carbons away from the methyl end is an omega-3 fatty acid.
An omega-6 fatty acid is a polyunsaturated fatty acid with its closest double bond six carbons away from the methyl end.
Firmness
The degree of unsaturation influenced the firmness of fats at room temp.
Generally, most polyunsaturated fatty acids (vegetable oil) are liquid at room temperature, and the more saturated animal fats are solid.
Generally, the shorter the carbon chain, the softer the fat is at room temperature.
Antioxidants
As a food additive, preservatives that delay or prevent rancidity of fats in foods and other damage to food caused by oxygen
Stability
The degree of unsaturation also influences stability.
All fats become spoiled when exposed to oxygen. The oxidation of fats produces a variety of compounds that smell and taste rancid.
Polyunsaturated fats spoil most readily because their double bonds are unstable; monounsaturated fats are slightly less susceptible. Saturated fats are most resistant to oxidation
Monounsaturated fatty acid
Tend to belong to the omega-9 group, with their closest (and only) double bond nine carbons away from the methyl end. Oleic acid—the 18 carbon monounsaturated fatty acid common in olive oil mentioned earlier—is an omega-9 fatty acid.
Protect fats from spoilage
Manufacturers do 3 things:
- products may be sealed in air-tight, nonmetallic containers, protected from light, and refrigerated—an expensive and inconvenient storage system.
- manufacturers may add antioxidants to compete for the oxygen and thus protect the oil
- products may undergo a process known as hydrogenation.
Hydrogenation
Some or all of the points of unsaturation are saturated by adding hydrogen molecules.
Total hydrogenation rarely occurs during food processing. Most often, a fat is partially hydrogenated, and some of the double bonds that remain after processing change their configuration from cis to trans
cis
On the near side of; refers to a chemical configuration in which the hydrogen atoms are located on the same side of a double bond.
most occurring in nature
trans
On the other side of; refers to a chemical configuration in which the hydrogen atoms are located on opposite sides of a double bond.
Trans-fatty acids
Fatty acids with hydrogens on opposite sides of the double bond.
Only a few fatty acids (notably a small percentage of those found in milk and meat products)
Behave more like saturated fats, increasing blood cholesterol and the risk of heart disease
Conjugated linoleic acids
naturally occurring trans fatty acids
several fatty acids that have the same chemical formula as linoleic acid (18 carbons, two double bonds) but with different configurations (the double bonds occur on adjacent carbons).
Phospholipids
Make up only 5 percent of the lipids in the diet.
Whitney, Eleanor Noss; Rolfes, Sharon Rady. Understanding Nutrition (p. 136). Cengage Textbook. Kindle Edition.
Best known is lecithin - one glycerol with two of its three attachment sites occupied by fatty acids like those in triglycerides. The third site is occupied by a phosphate group and a molecule of choline.
The hydrophobic fatty acids make phospholipids soluble in fat; the hydrophilic phosphate group allows them to dissolve in water.
Such versatility enables the food industry to use phospholipids as emulsifiers to mix fats with water in such products as mayonnaise, salad dressings, and candy bars
Found naturally in eggs, liver, soybeans, wheat gern and peanuts
Constituents of cell membranes
Sterols
Compounds with a multiple-ring structure. The most famous sterol is cholesterol.
Foods derived from both plants and animals contain sterols, but only those from animals contain significant amounts of cholesterol—meats, eggs, seafood, poultry, and dairy products.
Plant sterols interfere with cholesterol absorption. By inhibiting cholesterol absorption, a diet rich in plant sterols lowers blood cholesterol levels.