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Arabinose 

Arabinose
IUPAC name (2R,3S,4S)-2,3,4,5-Tetrahydroxypentanal
Identifiers
CAS number [5328-37-0]
PubChem 5460291
SMILES
Properties
Molecular formula C5H10O5  [Isomers]
Molar mass 150.13 g∙mol-1
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox references

Arabinose is an aldopentose — a monosaccharide containing five carbon atoms, and including an aldehyde (CHO) functional group. It has chemical formula C5H10O5 and a molar mass of 150.13 g/mol.

Isomerism

The chemical structure of D-arabinofuranose
The chemical structure of D-arabinofuranose

For biosynthetic reasons, saccharides are almost always more abundant in nature as the "D" form, or structurally analogous to D-(+)-glyceraldehyde.[1] However, L-arabinose is in fact more common than D-arabinose in nature and is found in nature as a component of biopolymers such as hemicellulose and pectin. The L-arabinose operon is a very important operon in molecular biology and bioengineering.

A classic method for the organic synthesis of arabinose from glucose is the Wohl degradation.

References

  1. ^ For sugars, the D/L nomenclature does not refer to the molecule's optical rotation properties but to its structural analogy to glyceraldehyde.

See also

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