Everything about D-glyceraldehyde totally explained
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Glyceraldehyde is a
triose monosaccharide with
chemical formula C3H6O3. It is the simplest of all common
aldoses. It is a
sweet colorless
crystalline
solid that's an intermediate compound in
carbohydrate metabolism. The word comes from combining
glycerine and
aldehyde, as glyceraldehyde is merely glycerine with one
hydroxide changed to an aldehyde.
Glyceraldehyde has a
chiral center and therefore exists as two different
enantiomers with opposite optical rotation:
- R from Latin rectus meaning right, or
- S from Latin sinister meaning left
While the
optical rotation of glyceraldehyde is (+) for
R and (−) for
S, this isn't true for all monosaccharides. The stereochemical rotation can only be determined by the chemical structure, whereas the optical rotation can only be determined
empirically (by experiment).
Glyceraldehyde is used as the configurational standard for carbohydrates. Monosaccharides with an identical conformation at the last stereocentre, for example, C5 for
glucose, to (
R)-glyceraldehyde are assigned the stereo-descriptor
D, those similar to (
S)-glyceraldehyde are assigned a
L. Both,
D and
L, should be
small capital letters.
Glyceraldehyde can be prepared, along with
dihydroxyacetone, by the mild oxidation of
glycerol, for example with
hydrogen peroxide and a
ferrous salt as
catalyst.
It was by a lucky guess that the
D molecular geometry was assigned to (+)-glyceraldehyde in the late 19th century, as confirmed by
x-ray crystallography in 1951.
Further Information
Get more info on 'D-glyceraldehyde'.
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