Carbohydrates (3) Flashcards
(30 cards)
stereoisomers that are mirror images of
each other
enantiomers
pairs of isomers that have opposite configurations at one or more chiral centers but are NOT mirror images
diastereomers
Two sugars that differ in configuration at only one chiral center
epimers
–most abundant hexose
D- glucose
the building block of the disaccharides sucrose, lactose, and maltose, and polysaccharides such as amylose, cellulose, and glycogen.
D- glucose
obtained as a hydrolysis product of the disaccharide lactose
D – galactose
prevalent monosaccharide in the cellular membranes of the brain and nervous system, “brain sugar”
D – galactose
sweetest of all carbohydrates
D – fructose
obtained as a hydrolysis product of the disaccharide sucrose.
D – fructose
- obtained from the hydrolysis of starch.
- the two glucose units are linked by an α – 1,4 – glycosidic bond.
- a reducing sugar because mutarotation occurs at the anomeric carbon to give an aldehyde group.
(ALPHA - D glucopyranosyl-(1->4)ALPHA - D - glucopyranose)
Maltose
– milk sugar
- consist of a β–1,4–glycosidic bond between β–D–galactose and β–D–glucose
- also a reducing sugar
(BETA-D-galactopyranosyl-(1->4)BETA-D-glucopyranose)
Lactose
- table sugar
- consists of an α,β–1,2–glycosidic bond between C-1 of α-D–glucose and C-2 of
β–D–fructose - not a reducing sugar
(ALPHA - D glucopyranosyl-BETA - D - fructofuranoside)
Sucrose
– obtained by partial hydrolysis of cellulose
- the two glucose units are linked by a β–1,4–glycosidic bond
- also a reducing sugar
(BETA-D-glucopyranosyl-(1->4)BETA-D-glucopyranose)
Cellobiose
Play a vital role in energy storage and in maintaining the structural integrity of an
organism.
Polysaccharides
consist of only one type of monosaccharide repeating units
homopolysaccharides
consist of two or more types of monosaccharides
heteropolysaccharides
- the storage form of glucose in plants
- found as insoluble granules in rice, wheat, potatoes, beans, and cereals
- composed of two kinds of polysaccharides, amylose (20%) and amylopectin (80%)
Starch
- animal starch; storage form of glucose in animals
- is a polymer of glucose that is stored in the liver and muscles of animals.
- The only difference from starch: the number
of branches
-α(1→6) branches every 8-12 residues
Glycogen
- major structural material of plant cells
- most abundant polysaccharide or most abundant organic molecule in the world
- glucose molecules form a long unbranched chain similar to that of amylose but the glucose units are linked by β–1,4–glycosidic bonds.
Cellulose
- structural polysaccharide of brown algae and kelp
- industrial uses are as a thickener, emulsifier, stabilizer, and hydrophilic agent in medical and cosmetic ointment bases
alginic acid
- structural polysaccharide in red seaweeds
- used in the preparation of chocolate drinks to hold cocoa particles in suspension
carrageenan
structural polysaccharide in insect skeletons and shells of crabs and lobsters and also in the cell walls of most fungi and many algae
chitin
- not digestible by humans, including cellulose, hemicellulose, pectins, gums and lignins
- food sources include whole grains, bran, fruits, and vegetables
- aids in the formation of bulk in the intestinal tract, which increases the absorption of water along the tract; does not contribute to caloric intake; remove digestive wastes /carcinogens
Dietary Fibers
- bonded to hydrophobic molecules, such as
steroids, to increase their solubility in water. - When bonded to the modified sugar, steroids are more readily removed from the body.
α–D–glucuronate