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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 C([C@@H]([C@@H]([C@H](C=O)O)O)O)O
Properties
Molecular formula C5H10O5
Molar mass 150.13
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)
Infobox disclaimer and 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

  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

 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Arabinose". A list of authors is available in Wikipedia.
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