Talose

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Structural formula
Structure of talose
Fischer projection , open-chain representation
General
Surname
  • D - (+) - talose
  • L - (-) - talose
other names
  • (2 S , 3 S , 4 S , 5 R ) -pentahydroxyhexanal
  • (2 R , 3 R , 4 R , 5 S ) -pentahydroxyhexanal
Molecular formula C 6 H 12 O 6
Brief description

White dust

External identifiers / databases
CAS number
  • 2595-98-4 ( D -Talose)
  • 23567-25-1 ( L -Talose)
EC number 219-996-5
ECHA InfoCard 100.018.179
PubChem 99459
ChemSpider 89855
Wikidata Q423195
properties
Molar mass 180.16 g mol −1
Physical state

firmly

Melting point

133-135 ° C ( D- form)

solubility

soluble in water

safety instructions
GHS labeling of hazardous substances
no GHS pictograms
H and P phrases H: no H-phrases
P: no P-phrases
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Talose is a monosaccharide with six carbon atoms. This sugar belongs to the group of aldohexoses . Talose is the C-2 epimer of galactose (see: family tree of aldoses ). D- Talose occurs naturally - albeit in small quantities - as a component of the antibiotic hygromycins (formed by streptomycetes ).

As with any sugar (except for dihydroxyacetone) there are two enantiomeric forms that behave like an image and a mirror image. Whenever “Talose” is mentioned in this text or in the scientific literature without any additional name ( prefix ), D -Talose is meant.

properties

In aqueous solution, an intramolecular ring closure sometimes occurs, so that an equilibrium is established between the aldehyde form and the two ring forms ( furanose and pyranose ):

D -Talose - spellings
Wedge formula Haworth notation
D-Talose Keilstrich.svg Alpha-D-Talofuranose.svg
α- D- talofuranose
20%
Beta-D-Talofuranose.svg
β- D- talofuranose
11%
Alpha-D-Talopyranose.svg
α- D -alopyranose
40%
Beta-D-Talopyranose.svg
β- D -alopyranose
29%

Individual evidence

  1. a b c d e data sheet D-Talose at AlfaAesar, accessed on May 22, 2017 ( PDF )(JavaScript required) .
  2. Jürg Hunziker: Carbohydrate Chemistry ( Memento from May 10, 2008 in the Internet Archive ), April 1, 2007.

Web links

Commons : Talose  - collection of images, videos and audio files