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turanose

Structure via PubChem · Public domain (PubChem)

EntityQ2733419· pop 20· linked from 117 articles

Also known as D-(+)-turanose

Turanose is a reducing disaccharide. The -isomer is naturally occurring. Its systematic name is α--glucopyranosyl-(1→3)-α--fructofuranose. It is an analog of sucrose not metabolized by higher plants, but rather acquired through the action of sucrose transporters for intracellular carbohydrate signaling. In addition to its involvement in signal transduction, -(+)-turanose can also be used as a carbon source by many organisms including numerous species of bacteria and fungi.

Chemical data

Formula
C12H22O11
Molecular weight
342.3 g/mol
IUPAC name
(3S,4R,5R)-1,4,5,6-tetrahydroxy-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexan-2-one
SMILES
C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@@H]([C@@H]([C@@H](CO)O)O)C(=O)CO)O)O)O)O
InChIKey
RULSWEULPANCDV-PIXUTMIVSA-N
XLogP
-4.8
Polar surface area
197 Ų
H-bond donors
8
H-bond acceptors
11
Formal charge
0

via PubChem

Wikidata facts

Mass
342.116212
Show 4 more facts
chemical formula
C₁₂H₂₂O₁₁
canonical SMILES
C(C1C(C(C(C(O1)OC(C(C(CO)O)O)C(=O)CO)O)O)O)O
isomeric SMILES
C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@@H]([C@@H]([C@@H](CO)O)O)C(=O)CO)O)O)O)O
Commons category
Turanose
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Contents
  • References

Turanose is a reducing disaccharide. The -isomer is naturally occurring. Its systematic name is α--glucopyranosyl-(1→3)-α--fructofuranose. It is an analog of sucrose not metabolized by higher plants, but rather acquired through the action of sucrose transporters for intracellular carbohydrate signaling. In addition to its involvement in signal transduction, -(+)-turanose can also be used as a carbon source by many organisms including numerous species of bacteria and fungi.

==References==

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