How can Fischer projection formulas distinguish the two isomers of glyceraldehyde?
The two isomers of glyceraldehyde—a three-carbon sugar—are enantiomers, meaning they are non-superimposable mirror images of each other. These isomers are distinguished using Fischer projection formulas, which represent the three-dimensional spatial arrangement of atoms on a two-dimensional surface.12
In a Fischer projection, the carbon atom at position 2 serves as the chiral center. The isomers are differentiated by the specific spatial orientation of the hydrogen (—H) and hydroxyl (—OH) groups attached to this carbon. By convention, horizontal lines in the projection represent bonds projecting toward the viewer, while vertical lines represent bonds projecting away.12
Because these structures cannot be made identical without breaking and reforming chemical bonds, the Fischer projection provides a clear visual method to identify the two forms: d-glyceraldehyde and l-glyceraldehyde. These two forms rotate the plane of polarized light in opposite directions, a property known as optical rotation.1