Polyhydroxy aldehydes, polyhydroxy ketones, or compounds that yield them after hydrolysis
Carbohydrate (glycans)
Has this basic structure: carbon, hydrogen, oxygen (1:2:1 ratio)
Chemical Groupings of Carbohydrates
Monosaccharides
Disaccharides
Oligosaccharides
Polysaccharides
Carbohydrates
Means "hydrate of carbon" and derives from the formula CnH2nOn
Monosaccharides
Simple sugars, serve as a major fuel for cells and as raw material for building molecules, have the general formula CnH2nOn
Monosaccharides
Glucose (C6H12O6)
Galactose
Fructose
Monosaccharides
Classified by: location of carbonyl group (aldoses and ketoses), number of carbons in carbon skeleton
Monosaccharides
Aldopentose
Aldotetrose
Ketotriose
Isomers
Molecules that have the same molecular formula, but have a different arrangement of the atoms in space
Fischer Projection Formulas
Method of representing the three-dimensional structures of molecules on a page, a convention used to depict a stereo formula in two-dimensional spaces without destroying the stereochemical information at chiral centres
Enantiomers
A pair of molecules that exist in two forms that are mirror images of one another but cannot be superimposed one upon the other
Enantiomers of Glyceraldehyde
D-Glyceraldehyde
L-Glyceraldehyde
D/L Designation
Based on the configuration about the single asymmetric C in glyceraldehyde, the lower representations are Fischer Projections
D/L Designation
For sugars with more than one chiral center, D or L refers to the asymmetric C farthest from the aldehyde or keto group. Most naturally occurring sugars are D isomers.
Amino Sugars
Contain an -NH2 group in place of an -OH group
Cyclic Structures of Monosaccharides
An aldehyde can react with an alcohol to form a hemiacetal, a ketone can react with an alcohol to form a hemiketal
Haworth Projection
A way to view furanose and pyranose forms of monosaccharides; the ring is drawn flat and viewed through its edge, with the anomeric carbon on the right and the oxygen atom to the rear
Anomeric Carbon
The hemiacetal carbon of the cyclic form of a monosaccharide
Anomers
Monosaccharides that differ in configuration only at their anomeric carbons
Furanose
A five-membered cyclic hemiacetal form of a monosaccharide
Pyranose
A six-membered cyclic hemiacetal form of a monosaccharide
Cyclic Structures of Monosaccharides
D-glucopyranose
D-glucopyranose
Cyclic Structures of Monosaccharides
α (OH below the ring), β (OH above the ring)
Cyclic Structures of Monosaccharides
Fructose forms either a 6-member pyranose ring or a 5-member furanose ring
Chair Conformation
A more accurate representation of pyranose sugars than Haworth projections
Oligosaccharides
Short polymers containing 2-10 monosaccharide residues, mildly sweet, used as partial substitutes for fats and sugars
Oligosaccharides
Disaccharide (2 monosaccharides)
Trisaccharide (3 monosaccharides)
Glycosidic Bond
The ether linkage formed when a hemiacetal of a monosaccharide reacts with a hydroxyl on another sugar