Carbohydrates. Carbohydrate Linguistics ‘Carbo’ for carbon, ‘hydrate’ for water. Empirical...

Metabolic ProcessesCarbohydrates

Carbohydrate Linguistics‘Carbo’ for carbon,

‘hydrate’ for water. Empirical Formula is (CH2O)n where n is the number of carbon atoms and is ≥ 3.

Also called ‘saccharides’ after the Greek word for sugar.

Carbohydrate Uses by the BodyUsed for:

Cell to cell signaling when attached to cell membranes

Building blocks for larger molecules

Energy source

Monosaccharides

Monosaccharide ChemistryAKA the ‘Simple Sugars’,

mono- for 1 and saccharide for sugar.

Carbohydrates are either aldehydes or ketones depending on which carbonyl group they possess.

They can be classified based on the number of carbon atoms they have and the suffix ‘-ose’

Hexoses have 6 Carbons…The carbon atoms are

numbered. *

Common Monosaccharides

Structural FormulaeMonosaccharides exist

as straight chain molecules, however when there are 5 or more carbons, the monosaccharide can also form a ring structure, when dissolved in water.

Ring structures are usually more conducive to chemical reactions/interactions.

HexosesGlucose, Galactose and Fructose are all isomers of one

another, meaning they have the same chemical formula, but a different structural formula (pages 29-30 in your textbook!).

As with all isomers, these three sugars possess different chemical and physical properties.

Ring StructureSometimes there is more than

one possible ring structure for a monosaccharide.

The picture on the right is of the two possible ring structures for Glucose.

α-Glucose is the isomer of glucose our body is able to use.

β-Glucose is an isomer of glucose our body does not recognize.

Notice the difference between the two is the placement of the hydroxyl group on carbon 1.

Monosaccharides and Diet

The body quickly breaks down simple carbohydrates to use as energy. Simple carbohydrates are found naturally in foods such as fruits, milk, and milk products. They also occur in processed and refined sugars such as candy, table sugar, syrups, and soft drinks. The majority of carbohydrate intake should come from complex carbohydrates (starches) and naturally occurring sugars rather than processed or refined sugars.

Oligosaccharides

OligosaccharidesThese are what we

call sugars with 2 carbons (‘disaccharides’) or 3 carbons (‘trisaccharides’).

They are formed in an anabolic chemical reaction known as a dehydration synthesis reaction.

Common OligosaccharidesMaltose is two α-

glucose molecules together… found in beer.

Sucrose which is an α-glucose and a fructose together… table sugar.

Lactose which is an α-glucose and a galactose together… milk sugar.

Maltose formationThe glycosidic

linkage, the bond between the sugars, in maltose is called an 1-4 glycosidic linkage because it occurs between carbon 1 of the first glucose and carbon 4 of the second glucose.

Lactose FormationIt is an 1-4 glycosidic linkage in lactose as

well as the linkage is between carbon 1 of the glucose and carbon 4 of the galactose.

Sucrose FormationThe glycosidic linkage in sucrose is called an

1-2 glycosidic linkage because it occurs between carbon 1 of the glucose and carbon two of the fructose.

Polysaccharides

Polysaccharide InformationAKA ‘Complex Carbohydrates’,

poly- many and saccharide for sugar.

These are hundreds to thousands of monosaccharides held together by glycosidic linkages.

Some are straight chained, others are branched, while some have side groups attached.

Primarily used as carbohydrate storage, long-term energy source. Some are also used for structural support of the cell/organism.

Starch It is the primary

carbohydrate storage of plants.

It is composed of two types of polysaccharides:

Amylose which is a straight chain of α-glucose molecules in α 1-4 glycosidic linkages and Amylopectin which has a main chain of α-glucose in α 1-4 glycosidic linkages and branches of α-glucose off the main chain in α 1-6 linkages at the branch points.

AMYLOSE

AMYLOPECTIN

StarchStarch is insoluble in water

due to the angles of the glycosidic linkages. It is stored primarily in chloroplasts and some fruit of plants.

Humans are able to break these glycosidic linkages to get at the energy in Starch.

AMYLOSE

AMYLOPECTIN

GlycogenIt is the long term

energy storage molecule in animals. Any glucose we do not use as energy gets stored as glycogen.

It is very similar to Amylopectin, but with more branching.

Glycogen is stored in the liver and our muscles.

CelluloseCellulose is found

in plant cell walls. It is used for structural support.

It is a straight chain of β-glucose held together by β 1-4 glycosidic linkages. Every second glucose molecule is inverted (upsidedown).

Cellulose

Cellulose does not branch or coil. Cellulose chains pack close together because hydrogen bonds form between the hydroxyl groups of an inverted glucose and the hydroxyl group of a normal glucose.

Cellulose

We cannot digest cellulose, as the enzymes in our body only are able to hydrolyze 1-4 glycosidic linkages, but cellulose is an important part of our diet because it clears out our digestive tract (fibre!).

ChitinChitin is the material that makes up the exoskeletons of many

arthropods. It is similar to cellulose however its monomers are glucose with a nitrogen group attached to the second carbon.

Again due to the β-glucose, we cannot break it down for energy.Chitin is used in contact lenses and biodegradable stitches.

Polysaccharides and Diet

Complex carbohydrate foods provide vitamins, minerals, and fiber that are important to the health of an individual. The majority of carbohydrates should come from complex carbohydrates (starches) and naturally occurring sugars, rather than processed or refined sugars, which do not have the vitamins, minerals, and fiber found in complex and natural carbohydrates. Refined sugars are often called "empty calories" because they have little to no nutritional value.