Biochemistry Ch 4. Carbohydrate Structure and Function Flashcards
Carbohydrates
Organized by their number of carbon atoms and functional groups, common names are also frequently used when referring to sugars such as glucose, fructose, and galactose, three carbon sugars are trioses, four carbon sugars are tetroses, and so on, nomenclature of all sugars is based on the D and L forms of glyceraldehyde, sugars with the highest numbered chiral carbon with the -OH on the right are D-sugars and those with -OH on the left are L-sugars
Aldoses
Sugars with aldehydes as their most oxidized group
Ketoses
Sugars with kenos as their most oxidized group
Sugar enantiomers
D and L forms of the same sugar
Diastereomers
Nonsuperimposable configurations of molecules with similar connectivity, differ at at least one but not all chiral carbons, include epimers and anomers
Epimers
A subtype of diastereomers that differ at exactly one chiral carbon
Anomers
A subtype of epimers that differ at the anomeric carbon
Cyclization
Describes the ring formation of carbohydrates from their straight chain form, when the ring forms, the anomeric carbon can take on either an alpha or beta conformation
Anomic carbon
The new chiral center formed in ring closure, it was the carbon containing the carbonyl in the straight chain form
Alpha-anomers
Have the -OH on the anomeric carbon trans to the free -CH2OH group
Beta-anomers
Have the -OH on the anomeric carbon cis to the free -CH2OH group
Haworth projections
Provide a good way to represent three-dimensional structure
Mutarotation
When cyclic compounds shift from one anomeric from to another with the straight chain form as an intermediate
Monosaccharides
Single carbohydrate units with glucose as the most commonly observed monomer, can undergo three main reactions: redox, esterification, and glycoside formation
Aldose redox
Can be oxidized to aldonic acids and reduced to alditols