E2 - C11 Carbohydrates Flashcards
epimers
sugars that are diastereomers that only differ at a single asymmetric center are epimers
how do aldoses form rings
aldehyde reacts with alcohol to form a hemiacetal called a pyranose
how do ketoses form rings
ketones react with alcohol C5 or C6 to form a hemiketal called a furanose (5) or pyranose (6)
anomers
a diastereoisomeric form of cyclic sugars
alpha anomer
the hydroxyl of c1 is on the opposite side as c6
beta anomer
the hydroxyl of c1 is on the same side as c6
which is the dominant form of glocopyranose and why
beta-D-glucopyranose because all the axial positions are hydrogens
what non-planar form does furanose take
envelope
how does glucose react with oxidizing agents
It can react with Cu2+ reducing it to Cu+ while being oxidized to gluconic acid
Sugars that react and become oxidized are called
reducing sugars
glucose as a reducing sugar reacts with hemoglobin to form
glycosylated hemoglobin (hemoglobin A1C)(
common reactants with monosaccharides
alcohols, amines, and phosphates
glycosidic bond (O-glycosidic bond)
the bond between the anomeric carbon and the oxygen of an alcohol
N-glycosidic bond
anomeric carbon linked to the nitrogen of an amine