Carbohydrates Flashcards
The word carbohydrate arose because molecular formulas of these compounds can be expressed as
hydrates of carbon
The chemistry of carbohydrates is mainly the combined chemistry of two functional groups:
hydroxyl group and the carbonyl group
Carbohydrates are-_____,______, or substances that give such compounds on hydrolysis
polyhydroxyaldehydes, polyhydroxyketones
usually classified according to their structure as monosaccharides, oligosaccharides, or polysaccharides.
Carbohydrates
The term saccharide comes from Latin (_____, _____) and refers to the sweet taste of some simple carbohydrates
saccharum, sugar
The three classes of carbohydrates are related to each other through hydrolysis.
Monosaccharides, Polysaccharides, and Oligosaccharides
(or simple sugars, as they are sometimes called) are carbohydrates that cannot be hydrolyzed to simpler compounds
Monosaccharides
contain many monosaccharide units—sometimes hundreds or even thousands. Usually, but not always, the units are identical. Two of the most important ___________, starch and cellulose, contain linked units of the same monosaccharide, glucose.
Polysaccharides
(from the Greek oligos, few) contain at least two and generally no more than a few linked monosaccharide units. They may be called disaccharides, trisaccharides, and so on, depending on the number of units, which may be the same or different.
Oligosaccharides
Monosaccharides are classified according to the number of carbon atoms present (triose, tetrose, pentose, hexose, and so on) and according to whether the carbonyl group is present as an ________or______
aldehyde (aldose) or as a ketone (ketose).
There are only two trioses in Monosaccharides
glyceraldehyde and dihydroxyacetone
the simplest aldose
glyceraldehyde
the simplest ketose
dihydroxyacetone
used a capital D to represent the configuration of (+)-glyceraldehyde, with the hydroxyl group on the right; its enantiomer, with the hydroxyl group on the left, was designated L-(-)-glyceraldehyde. The most oxidized carbon (CHO) was placed at the top.
Emil Fischer
If the stereogenic carbon farthest from the aldehyde or ketone group had the same configuration as D-glyceraldehyde (hydroxyl on the right), the compound was called a
D-sugar
If the configuration at the remote carbon had the same configuration as L-glyceraldehyde (hydroxyl on the left), the compound was an
L-sugar
These structures are called _____forms after the six-membered oxygen heterocycle pyran
pyranose
formed by reaction of the hydroxyl group at C-5, with the carbonyl group. With some sugars, however, the hydroxyl group at C-4 reacts instead.
pyranoses
type of cyclic monosaccharide is called a_____, after the parent five-membered oxygen heterocycle furan
furanose
The most common oligosaccharides
disaccharides
In a disaccharide, two monosaccharides are linked by a __________ between the anomeric carbon of one monosaccharide unit and a hydroxyl group on the other unit
glycosidic bond
the disaccharide obtained by the partial hydrolysis of starch.
Maltose
hydrolysis of maltose gives only
D-glucose
the disaccharide obtained by the partial hydrolysis of cellulose.
Cellobiose
Further hydrolysis of cellobiose gives only
D-glucose
the major sugar in human and cow’s milk (4% to 8% _____)
lactose
Hydrolysis of lactose gives equimolar amounts of
D-galactose and Dglucose
- Some human infants are born with a disease called
- They lack the enzyme that isomerizes galactose to glucose and therefore cannot digest milk. If milk is excluded from such infants’ diets, the disease symptoms caused by accumulation of galactose can be avoided
galactosemia