Fischer projection

E180490

The Fischer projection is a two-dimensional representation used in organic chemistry to depict the three-dimensional stereochemistry of molecules, especially carbohydrates and amino acids.

All labels observed (1)

Label Occurrences
Fischer projection canonical 1

How this entity was disambiguated

Statements (48)

Predicate Object
instanceOf chemical notation
stereochemical projection
two-dimensional representation
appliesTo open-chain forms of sugars
tetrahedral stereocenters
category chemical drawing convention
stereochemical representation system
developedBy Emil Fischer
developedFor systematic representation of sugar stereochemistry
field organic chemistry
hasConstraint cannot be freely rotated in the plane without changing configuration meaning
not suitable for representing cyclic conformations accurately
rotation by 180 degrees in the plane preserves configuration
rotation by 90 degrees in the plane inverts stereochemistry
hasConvention D and L notation is based on orientation of substituents around the reference carbon
horizontal substituents are considered toward the observer
vertical substituents are considered away from the observer
hasFeature assumes viewer is in front of the plane of the paper
carbon chain is drawn vertically
chiral centers are represented at line intersections
does not explicitly show wedge and dash bonds
horizontal lines represent bonds coming out toward the viewer
most oxidized carbon is placed at the top
uses cross-like representation for tetrahedral centers
vertical lines represent bonds going away from the viewer
namedAfter Emil Fischer
relatedTo Haworth projection
sawhorse projection
surface form: Newman projection

sawhorse projection
wedge-and-dash notation
timePeriod late 19th century
usedFor assigning R and S configuration
comparing stereoisomers
depicting three-dimensional stereochemistry
distinguishing diastereomers
distinguishing enantiomers
drawing aldoses
drawing ketoses
drawing monosaccharides
representing amino acids
representing carbohydrates
representing chiral centers
usedIn biochemistry
carbohydrate chemistry
configuration assignment of D and L sugars
configuration assignment of amino acids
stereochemistry education
textbook representations of sugars

How these facts were elicited

Referenced by (1)

Full triples — surface form annotated when it differs from this entity's canonical label.

Emil Fischer knownFor Fischer projection