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In chemistry, the Fischer projection, devised by Emil Fischer in 1891, is a two-dimensional representation of a three-dimensional organic molecule by projection. Fischer projections were originally proposed for the depiction of carbohydrates and used by chemists, particularly in organic chemistry and biochemistry .
Examples of absolute configuration of some carbohydrates and amino acids according to Fischer projection (D/L system) and Cahn–Ingold–Prelog priority rules (R/S system) The R/S system is an important nomenclature system for denoting enantiomers.
Two important hexoses, in the Fischer projection. In chemistry , a hexose is a monosaccharide (simple sugar) with six carbon atoms. [ 1 ] [ 2 ] The chemical formula for all hexoses is C 6 H 12 O 6 , and their molecular weight is 180.156 g/mol. [ 3 ]
Nonetheless, the Fischer projection is a simple way of depicting multiple sequential stereocenters that does not require or imply any knowledge of actual conformation. A Fischer projection will restrict a 3-D molecule to 2-D, and therefore, there are limitations to changing the configuration of the chiral centers.
A Fischer projection can be used to differentiate between L- and D- molecules Chirality (chemistry). For instance, by definition, in a Fischer projection the penultimate carbon of D-sugars are depicted with hydrogen on the left and hydroxyl on the right. L-sugars will be shown with the hydrogen on the right and the hydroxyl on the left.
The Fischer projection is a systematic way of drawing the skeletal formula of an acyclic monosaccharide so that the handedness of each chiral carbon is well specified. Each stereoisomer of a simple open-chain monosaccharide can be identified by the positions (right or left) in the Fischer diagram of the chiral hydroxyls (the hydroxyls attached ...
Fischer projections depicting the two enantiomers of erythrose Erythrose was first isolated in 1849 from rhubarb by the French pharmacist Louis Feux Joseph Garot (1798-1869), [ 4 ] and was named as such because of its red hue in the presence of alkali metals (ἐρυθρός, "red").
Several isomers exist with the formula H−(C=O)−(CH 2)−(CHOH) 3 −H, but in deoxyribose all the hydroxyl groups are on the same side in the Fischer projection.The term "2-deoxyribose" may refer to either of two enantiomers: the biologically important d-2-deoxyribose and to the rarely encountered mirror image l-2-deoxyribose.