Altrose

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Altrose
Stereo structural formula of (5R)-altrose
Stereo structural formula of (6R)-altropyranose
Names
Preferred IUPAC name
Altrose
Systematic IUPAC name
(2S,3R,4R)-2,3,4,5,6-Pentahydroxyhexanal
Identifiers
1990-29-0 (D) N
1949-88-8 (L) YesY
ChemSpider 389851 YesY
Jmol-3D images Image
Image
Properties
C6H12O6
Molar mass 180.16 g·mol−1
Melting point 103 °C (217 °F; 376 K)
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 N verify (what isYesY/N?)
Infobox references

Altrose is an aldohexose sugar. D-Altrose is an unnatural monosaccharide. It is soluble in water and practically insoluble in methanol. However, L-altrose has been isolated from strains of the bacterium Butyrivibrio fibrisolvens.[1]

Altrose is a C-3 epimer of mannose. The ring conformation of α-Altropyranoside is flexible compared to most other aldohexopyranosides, with idose as exception. In solution different derivatives of altrose have been shown to occupy both 4C1, OS2 and 1C4-conformations.

Haworth projections of various forms of D-altrose

References[edit]

  1. ^ US patent 4966845, Stack; Robert J., "Microbial production of L-altrose", issued 1990-10-30, assigned to Government of the United States of America, Secretary of Agriculture