3.2: Carbohydrates

3.2.1: Carbohydrate Molecules

Learning Objective

Describe the structure of mono-, di-, and poly-saccharides

Key Points

• Monosaccharides are simple sugars made up of three to seven carbons, and they can exist as a linear chain or as ring-shaped molecules.
• Glucose, galactose, and fructose are monosaccharide isomers, which means they all have the same chemical formula but differ structurally and chemically.
• Disaccharides form when two monosaccharides undergo a dehydration reaction (a condensation reaction); they are held together by a covalent bond.
• Sucrose (table sugar) is the most common disaccharide, which is composed of the monomers glucose and fructose.
• A polysaccharide is a long chain of monosaccharides linked by glycosidic bonds; the chain may be branched or unbranched and can contain many types of monosaccharides.

Key Terms

biopolymer

Any macromolecule of a living organism that is formed from the polymerization of smaller entities; a polymer that occurs in a living organism or results from life.

dehydration reaction

A chemical reaction in which two molecules are covalently linked in a reaction that generates H2O as a second product.

isomer

Any of two or more compounds with the same molecular formula but with different structure.

Carbohydrates can be represented by the stoichiometric formula (CH₂O)_n, where n is the number of carbons in the molecule. Therefore, the ratio of carbon to hydrogen to oxygen is 1:2:1 in carbohydrate molecules. The origin of the term "carbohydrate" is based on its components: carbon ("carbo") and water ("hydrate"). Carbohydrates are classified into three subtypes: monosaccharides, disaccharides, and polysaccharides.

Monosaccharides

Monosaccharides (mono- = "one"; sacchar- = "sweet") are simple sugars . In monosaccharides, the number of carbons usually ranges from three to seven. If the sugar has an aldehyde group (the functional group with the structure R-CHO), it is known as an aldose, and if it has a ketone group (the functional group with the structure RC(=O)R'), it is known as a ketose. Depending on the number of carbons in the sugar, they also may be known as trioses (three carbons), pentoses (five carbons), and or hexoses (six carbons). Monosaccharides can exist as a linear chain or as ring-shaped molecules; in aqueous solutions they are usually found in ring forms.

Monosaccharides

Monosaccharides are classified based on the position of their carbonyl group and the number of carbons in the backbone. Aldoses have a carbonyl group (indicated in green) at the end of the carbon chain, and ketoses have a carbonyl group in the middle of the carbon chain. Trioses, pentoses, and hexoses have three, five, and six carbon backbones, respectively.

Common Monosaccharides

Glucose (C₆H₁₂O₆) is a common monosaccharide and an important source of energy. During cellular respiration, energy is released from glucose and that energy is used to help make adenosine triphosphate (ATP). Plants synthesize glucose using carbon dioxide and water, and glucose, in turn, is used for energy requirements for the plant.

Galactose (a milk sugar) and fructose (found in fruit) are other common monosaccharides. Although glucose, galactose, and fructose all have the same chemical formula (C₆H₁₂O₆), they differ structurally and stereochemically. This makes them different molecules despite sharing the same atoms in the same proportions, and they are all isomers of one another, or isomeric monosaccharides. Glucose and galactose are aldoses, and fructose is a ketose.

Disaccharides

Disaccharides (di- = "two") form when two monosaccharides undergo a dehydration reaction (also known as a condensation reaction or dehydration synthesis). During this process, the hydroxyl group of one monosaccharide combines with the hydrogen of another monosaccharide, releasing a molecule of water and forming a covalent bond. A covalent bond formed between a carbohydrate molecule and another molecule (in this case, between two monosaccharides) is known as a glycosidic bond . Glycosidic bonds (also called glycosidic linkages) can be of the alpha or the beta type.

Disaccharides

Sucrose is formed when a monomer of glucose and a monomer of fructose are joined in a dehydration reaction to form a glycosidic bond. In the process, a water molecule is lost. By convention, the carbon atoms in a monosaccharide are numbered from the terminal carbon closest to the carbonyl group. In sucrose, a glycosidic linkage is formed between carbon 1 in glucose and carbon 2 in fructose.

Common Disaccharides

Common disaccharides include lactose, maltose, and sucrose. Lactose is a disaccharide consisting of the monomers glucose and galactose. It is found naturally in milk. Maltose, or malt sugar, is a disaccharide formed by a dehydration reaction between two glucose molecules. The most common disaccharide is sucrose, or table sugar, which is composed of the monomers glucose and fructose.

Polysaccharides

A long chain of monosaccharides linked by glycosidic bonds is known as a polysaccharide (poly- = "many"). The chain may be branched or unbranched, and it may contain different types of monosaccharides. Starch, glycogen, cellulose, and chitin are primary examples of polysaccharides.

Plants are able to synthesize glucose, and the excess glucose is stored as starch in different plant parts, including roots and seeds. Starch is the stored form of sugars in plants and is made up of glucose monomers that are joined by α1-4 or 1-6 glycosidic bonds. The starch in the seeds provides food for the embryo as it germinates while the starch that is consumed by humans is broken down by enzymes into smaller molecules, such as maltose and glucose. The cells can then absorb the glucose.

Common Polysaccharides

Glycogen is the storage form of glucose in humans and other vertebrates. It is made up of monomers of glucose. Glycogen is the animal equivalent of starch and is a highly branched molecule usually stored in liver and muscle cells. Whenever blood glucose levels decrease, glycogen is broken down to release glucose in a process known as glycogenolysis.

Cellulose is the most abundant natural biopolymer. The cell wall of plants is mostly made of cellulose and provides structural support to the cell. Cellulose is made up of glucose monomers that are linked by β 1-4 glycosidic bonds . Every other glucose monomer in cellulose is flipped over, and the monomers are packed tightly as extended long chains. This gives cellulose its rigidity and high tensile strength—which is so important to plant cells.

Polysaccharides

In cellulose, glucose monomers are linked in unbranched chains by β 1-4 glycosidic linkages. Because of the way the glucose subunits are joined, every glucose monomer is flipped relative to the next one resulting in a linear, fibrous structure.

Carbohydrate Function

Carbohydrates serve various functions in different animals. Arthropods have an outer skeleton, the exoskeleton, which protects their internal body parts. This exoskeleton is made of chitin, which is a polysaccharide-containing nitrogen. It is made of repeating units of N-acetyl-β-d-glucosamine, a modified sugar. Chitin is also a major component of fungal cell walls.

3.2.2: Importance of Carbohydrates

Learning Objective

Describe the benefits provided to organisms by carbohydrates

Key Points

• Carbohydrates provide energy to the body, particularly through glucose, a simple sugar that is found in many basic foods.
• Carbohydrates contain soluble and insoluble elements; the insoluble part is known as fiber, which promotes regular bowel movement, regulates the rate of consumption of blood glucose, and also helps to remove excess cholesterol from the body.
• As an immediate source of energy, glucose is broken down during the process of cellular respiration, which produces ATP, the energy currency of the cell.
• Since carbohydrates are an important part of the human nutrition, eliminating them from the diet is not the best way to lose weight.

Key Terms

carbohydrate

A sugar, starch, or cellulose that is a food source of energy for an animal or plant; a saccharide.

ATP

A nucleotide that occurs in muscle tissue, and is used as a source of energy in cellular reactions, and in the synthesis of nucleic acids. ATP is the abbreviation for adenosine triphosphate.

glucose

a simple monosaccharide (sugar) with a molecular formula of C6H12O6; it is a principal source of energy for cellular metabolism

Benefits of Carbohydrates

Biological macromolecules are large molecules that are necessary for life and are built from smaller organic molecules. One major class of biological macromolecules are carbohydrates, which are further divided into three subtypes: monosaccharides, disaccharides, and polysaccharides . Carbohydrates are, in fact, an essential part of our diet; grains, fruits, and vegetables are all natural sources of carbohydrates. Importantly, carbohydrates provide energy to the body, particularly through glucose, a simple sugar that is a component of starch and an ingredient in many basic foods.

Carbohydrates

Carbohydrates are biological macromolecules that are further divided into three subtypes: monosaccharides, disaccharides, and polysaccharides. Like all macromolecules, carbohydrates are necessary for life and are built from smaller organic molecules.

Carbohydrates in Nutrition

Carbohydrates have been a controversial topic within the diet world. People trying to lose weight often avoid carbs, and some diets completely forbid carbohydrate consumption, claiming that a low-carb diet helps people to lose weight faster. However, carbohydrates have been an important part of the human diet for thousands of years; artifacts from ancient civilizations show the presence of wheat, rice, and corn in our ancestors' storage areas.

Carbohydrates should be supplemented with proteins, vitamins, and fats to be parts of a well-balanced diet. Calorie-wise, a gram of carbohydrate provides 4.3 Kcal. In comparison, fats provide 9 Kcal/g, a less desirable ratio. Carbohydrates contain soluble and insoluble elements; the insoluble part is known as fiber, which is mostly cellulose. Fiber has many uses; it promotes regular bowel movement by adding bulk, and it regulates the rate of consumption of blood glucose. Fiber also helps to remove excess cholesterol from the body. Fiber binds and attaches to the cholesterol in the small intestine and prevents the cholesterol particles from entering the bloodstream. Then cholesterol exits the body via the feces. Fiber-rich diets also have a protective role in reducing the occurrence of colon cancer. In addition, a meal containing whole grains and vegetables gives a feeling of fullness. As an immediate source of energy, glucose is broken down during the process of cellular respiration, which produces adenosine triphosphate (ATP), the energy currency of the cell. Without the consumption of carbohydrates, the availability of "instant energy" would be reduced. Eliminating carbohydrates from the diet is not the best way to lose weight. A low-calorie diet that is rich in whole grains, fruits, vegetables, and lean meat, together with plenty of exercise and plenty of water, is the more sensible way to lose weight.

Attributions

• Carbohydrate Molecules
  • "Boundless." http://www.boundless.com/. Boundless Learning CC BY-SA 3.0.
  • "dehydration reaction." http://en.wiktionary.org/wiki/dehydration_reaction. Wiktionary CC BY-SA 3.0.
  • "isomer." http://en.wiktionary.org/wiki/isomer. Wiktionary CC BY-SA 3.0.
  • "biopolymer." http://en.wiktionary.org/wiki/biopolymer. Wiktionary CC BY-SA 3.0.
  • "OpenStax College, Biology. October 16, 2013." http://cnx.org/content/m44400/latest/?collection=col11448/latest. OpenStax CNX CC BY 3.0.
  • "OpenStax College, Carbohydrates. October 16, 2013." http://cnx.org/content/m44400/latest/Figure_03_02_07.jpg. OpenStax CNX CC BY 3.0.
  • "OpenStax College, Carbohydrates. October 16, 2013." http://cnx.org/content/m44400/latest/Figure_03_02_04.jpg. OpenStax CNX CC BY 3.0.
  • "OpenStax College, Carbohydrates. October 16, 2013." http://cnx.org/content/m44400/latest/Figure_03_02_01.jpg. OpenStax CNX CC BY 3.0.
• Importance of Carbohydrates
  • "Boundless." http://www.boundless.com/. Boundless Learning CC BY-SA 3.0.
  • "ATP." http://en.wiktionary.org/wiki/ATP. Wiktionary CC BY-SA 3.0.
  • "glucose." http://en.wiktionary.org/wiki/glucose. Wiktionary CC BY-SA 3.0.
  • "carbohydrate." http://en.wiktionary.org/wiki/carbohydrate. Wiktionary CC BY-SA 3.0.
  • "OpenStax College, Biology. October 22, 2013." http://cnx.org/content/m44400/latest/?collection=col11448/latest. OpenStax CNX CC BY 3.0.
  • "OpenStax College, Biology. October 16, 2013." http://cnx.org/content/m44400/latest/?collection=col11448/latest. OpenStax CNX CC BY 3.0.
  • "Wikimedia." http://www.wikimedia.org. Wikimedia Public domain.