Carbohydrate Flashcards
Aldoses and Ketoses
Aldoses: Sugars with aldehyde at the C-1 position
Ketoses: Sugars with ketones at the C-2 position
L-sugars
D-sugars
L-sugars: have the highest-numbered chiral hydroxyl group on the left side of the sugar
D-sugar: have the highest-numbered chiral hydroxyl group on the right side of the sugar
L- and D-sugars of the same name are enantiomers
Epimers
Sugars that differ at only one chiral center
Sugars can undergo intramolecular reactions that form rings
Pyranose rings: six-membered sugar rings
Furanose rings: five-membered rings
C-1 becomes chiral when a ring is formed ; this newly chiral atom is known as the anomeric carbon
Anomers
Cyclic stereoisomers that differ about the new chiral carbon.
Alpha-anomer: has the -OH group of C-1 trans to the CH2OH substituent (pointing down)
Beta-anomer: has the -OH group of C-1 cis to the CH2OH substituent (pointing up)
Mutarotation
The interconversion between the alpha and beta anomers via ring opening and reclosing
Polysaccharides
Cellulose is a chain of glucose with 1,4’-beta-glycosidic bonds.
Starch and glycogen have mostly 1,4’-alpha-glycosidic bonds