2.06: Carbohydrates — libretexts.dev mirror

Carbohydrates have the general molecular formula CH₂O, and thus were once thought to represent "hydrated carbon". However, the arrangement of atoms in carbohydrates has little to do with water molecules. Starch and cellulose are two common carbohydrates. Both are macromolecules with molecular weights in the hundreds of thousands. Both are polymers (hence "polysaccharides"); that is, each is built from repeating units, monomers, much as a chain is built from its links. The monomers of both starch and cellulose are the same: units of the sugar glucose.

Monosaccharides

Three common sugars share the same molecular formula: C₆H₁₂O₆. Because of their six carbon atoms, each is a hexose. Three chemical structures: caffeine (C8H10N4O2), cocaine (C17H21NO4), and nicotine (C10H14N2). Each structure depicts the arrangement of carbon, hydrogen, nitrogen, and oxygen atoms.

They are:

glucose, "blood sugar", the immediate source of energy for cellular respiration
galactose, a sugar in milk (and yogurt)
fructose, a sugar found in honey

Although all three share the same molecular formula (C₆H₁₂O₆), the arrangement of atoms differs in each case. Substances such as these three, which have identical molecular formulas but different structural formulas, are known as structural isomers. Glucose, galactose, and fructose are "single" sugars or monosaccharides. Two monosaccharides can be linked together to form a "double" sugar or disaccharide.

Disaccharides

Three common disaccharides:

sucrose — common table sugar = glucose + fructose
lactose — major sugar in milk = glucose + galactose
maltose — product of starch digestion = glucose + glucose

Although the process of linking the two monomers is rather complex, the end result in each case is the loss of a hydrogen atom (H) from one of the monosaccharides and a hydroxyl group (OH) from the other. The resulting linkage between the sugars is called a glycosidic bond. The molecular formula of each of these disaccharides is

$\begin{matrix} (2.6.1) & C_{12} H_{22} O_{11} = 2 C_{6} H_{12} O_{6} - H_{2} O \end{matrix}$

All sugars are very soluble in water because of their many hydroxyl groups. Although not as concentrated a fuel as fats, sugars are the most important source of energy for many cells. Carbohydrates provide the bulk of the calories (4 kcal/gram) in most diets, and starches provide the bulk of that. Starches are polysaccharides.

Polysaccharides

There are three primary polysaccharide polymer systems of interest: Starches, Glycogen and Cellulose.

Starches

Diagram showing a chemical reaction sequence with blue hexagons connected by arrows. Each hexagon is labeled with chemical groups: CH3Br, CH3Cl, CH3I, C6H6, C6H5F, C6H5Cl, to C6H5Br. Starches are polymers of glucose. Two types are found:

amylose consists of linear, unbranched chains of several hundred glucose residues (units). The glucose residues are linked by a glycosidic bond between their #1 and #4 carbon atoms.
amylopectin differs from amylose in being highly branched. At approximately every thirtieth residue along the chain, a short side chain is attached by a glycosidic bond to the #6 carbon atom (the carbon above the ring). The total number of glucose residues in a molecule of amylopectin is several thousand.

Black and white abstract image featuring clusters of overlapping, irregular oval shapes resembling bubbles or cells on a white background. — Figure 2.6.3: This electron micrograph (courtesy of R. D. Preston) shows the cellulose fibrils in the cell wall of a green alga. These long, rigid fibrils are a clear reflection of the nature of the cellulose molecules of which they are composed.

Chemical structure of cellulose with repeating glucose units, labeled to differentiate cellulose and glucose segments. — Figure 2.6.3: This electron micrograph (courtesy of R. D. Preston) shows the cellulose fibrils in the cell wall of a green alga. These long, rigid fibrils are a clear reflection of the nature of the cellulose molecules of which they are composed.