Carbohydrates Flashcards
Most abundant class of biological molecules
Carbohydrates
Monosaccharide
Smallest unit of carbohydrate structure Empirical formula (CH2O)n, where n= 3-9 (5-6 common)
Oligosaccharide
Polymers containing 2-20 monosaccharide residues
Polysaccharide
Polymers that typically contain more than 20 residues
2 types of monosaccharides
Aldoses (aldehydes)
Ketoses (ketones)
Epimers
Stereoisomers that differ in configuration at only 1 chiral center
Hemiacetal/hemiketal
Structure with hydroxyl group and ether at same carbon
2 forms of cyclized rings
Furanose (5-membered)
Pyranose (6-membered)
Alpha and beta anomeric positions in D-sugars
Alpha: trans to C6
Beta: cis to C6
L-sugars: switched
Sugar phosphates
One of the carbohydrate’s hydroxyl groups is converted to a phosphate ester
Deoxy sugars
Hydrogen replaces the hydroxyl in the parent sugar
Amino sugars
Amino group replaces a hydroxyl in the parent monosaccharide
Position of amino group is not always obvious, since it isn’t numbered (but often carbon #2)
Sugar alcohols
Carbonyl of parent sugar is reduced to an alcohol
Replace -ose with -itol
Sugar acids
Either C-1 aldehyde is oxidized to carboxylic acid or primary alcohol (highest carbon number) is oxidized to an acid
Disaccharides
Covalent linkage of 2 monosaccharides through a glycosidic bond at the anomeric carbon
Named in order with “free anomeric” sugar last
Glycosidic bonding is indicated using numbers separated by an arrow