1990-29-0

Altrose

Altrose
Altrose
Général
Nom IUPAC 6-(hydroxymethyl)oxane-
2,3,4,5-tétrol
No CAS 1990-29-0 (D)
1949-88-8 (L)
5987-68-8 (DL)
No EINECS 217-764-8 (L)
PubChem 102190
Apparence Solide blanc
Propriétés chimiques
Formule brute C6H12O6  [Isomères]
Masse molaire 180,1559 gmol-1
C 40 %, H 6,71 %, O 53,29 %,
Propriétés physiques
T° fusion 103 à 105 °C
Solubilité Soluble dans l'eau.
Unités du SI & CNTP, sauf indication contraire.

L'Altrose est un aldohexose, un ose comopsé de 6 atomes de carbone (hexose) et d'une fonction aldéhyde (aldose).

La forme isomère D est un sucre rare non naturel. Il est soluble dans l'eau et insoluble dans le méthanol. Le L-altrose a été isolé dans la bactérie Butyrivibrio fibrisolvens[1].

Sommaire

Isomérie

L'Altrose est l'épimère du mannose en C3 (c’est-à-dire que sa configuration spatiale est rigoureusement la même, sauf pour les substituants du carbone 3, où ils sont inversés par rapport au mannose).

Dans l'eau, la forme isomère prédominante est la forme bêta-D-altropyranose (40%)[2].

Isomère du D-Altrose
Forme linéaire Projection de Haworth
D-Altrose Keilstrich.svg
<1%
Alpha-D-Altrofuranose.svg
α-D-Altrofuranose
20%
Beta-D-Altrofuranose.svg
β-D-Altrofuranose
13%
Alpha-D-Altropyranose.svg
α-D-Altropyranose
27%
Beta-D-Altropyranose.svg
β-D-Altropyranose
40%

Notes et références de l'article

  1. (en) RJ Stack (1990) Microbial production of L-altrose. US PATENT 4966845
  2. (de) Dr. Jürg Hunziker, "Kohlenhydratchemie": http://dcbwww.unibe.ch/groups/hunziker/teaching/carbohyd/Kap_02/209konfo.html. 01. April 2007

Voir aussi

Articles connexes

Liens et documents externes

  • Merck Index, 11th Edition, 319.
  • Portail de la chimie Portail de la chimie
  • Portail de la biochimie Portail de la biochimie
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