Gulose

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

colorless, viscous liquid

External identifiers / databases
CAS number
  • 4205-23-6 ( D -Gulose)
  • 6027-89-0 ( L -Gulose)
ECHA InfoCard 100,021,927
PubChem 167792
ChemSpider 146783
DrugBank DB01914
Wikidata Q423227
properties
Molar mass 180.16 g mol −1
Physical state

firmly

Melting point

132 ° C

solubility

good in water, bad in ethanol

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 .

Gulose is a monosaccharide with six carbon atoms, i.e. a hexose . Gulose belongs to the group of non-naturally occurring aldoses .

As with every sugar (except for dihydroxyacetone) there are two enantiomeric forms that relate to each other like image and mirror image, namely D - (-) - gulose and L - (+) - gulose. Whenever “Gulose” is mentioned in this text or in the scientific literature without any additional name ( prefix ), it means D -Gulose.

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 -Gulose - spellings
Wedge formula Haworth notation
D-Gulose Keilstrich.svg Alpha-D-Gulofuranose.svg
α- D -Gulofuranose
<1%
Beta-D-Gulofuranose.svg
β- D -Gulofuranose
<1%
Alpha-D-gulopyranosis.svg
α- D- gulopyranose
22%
Beta-D-Gulopyranose.svg
β- D- gulopyranose
78%

Individual evidence

  1. a b Data sheet L - (+) - Gulose at Acros, accessed on February 19, 2010.
  2. Entry on Gulose. In: Römpp Online . Georg Thieme Verlag, accessed on December 28, 2014.
  3. a b Data sheet DL-Glyceraldehyde, ≥90% (GC) from Sigma-Aldrich , accessed on February 15, 2013 ( PDF ).
  4. Jürg Hunziker: Carbohydrate Chemistry ( Memento from May 10, 2008 in the Internet Archive ), April 1, 2007.

Web links

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