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Fischer projection of D-Glyceraldehyde.Projection of a tetrahedral molecule onto a planar surface. Visualizing a Fischer projection. In chemistry, the Fischer projection, devised by Emil Fischer in 1891, is a two-dimensional representation of a three-dimensional organic molecule by projection.
As is depicted in a Fischer projection of D-threose, the adjacent substituents will have a syn orientation in the isomer referred to as "threo", and are anti in the isomer referred to as "erythro". [3] [4] Fischer projections depicting the two enantiomers of threose
l-Glucose is an organic compound with formula C 6 H 12 O 6 or O=CH[CH(OH)] 5 H, specifically one of the aldohexose monosaccharides. As the l-isomer of glucose, it is the enantiomer of the more common d-glucose. l-Glucose does not occur naturally in living organisms, but can be synthesized in the laboratory.
In the D/L system, glyceraldehyde is used as the configurational standard for carbohydrates. [3] Monosaccharides with an absolute configuration identical to (R)-glyceraldehyde at the last stereocentre, for example C5 in glucose, are assigned the stereo-descriptor D-. Those similar to (S)-glyceraldehyde are assigned an L-.
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 natural isomer is D-erythrose; it is a diastereomer of D-threose. [3] 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 ...
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The L-isomers are generally absent in living organisms; however, L-altrose has been isolated from strains of the bacterium Butyrivibrio fibrisolvens. [6] When drawn in this order, the Fischer projections of the D-aldohexoses can be identified with the 3-digit binary numbers from 0 to 7, namely