Idose

Last updated
Idose [1]
Idose.png
D-Idose-chain-3D-balls.png
Names
IUPAC names
Idose
ido-Hexose [2]
Systematic IUPAC name
(3S,4R,5R,6R)-6-(Hydroxymethyl)oxane-2,3,4,5-tetrol
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
UNII
  • InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3+,4-,5+,6?/m1/s1 X mark.svgN
    Key: WQZGKKKJIJFFOK-YIDFTEPTSA-N X mark.svgN
  • InChI=1/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3+,4-,5+,6?/m1/s1
    Key: WQZGKKKJIJFFOK-YIDFTEPTBS
  • O[C@@H]1[C@@H](O)[C@H](OC(O)[C@H]1O)CO
Properties
C6H12O6
Molar mass 180.156 g·mol−1
Appearancewhite solid
Melting point 132 °C (270 °F; 405 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Idose is a hexose, a six carbon monosaccharide. It has an aldehyde group and is thus an aldose. Idose is not found in nature, but its oxidized derivative iduronic acid, is a component of dermatan sulfate and heparan sulfate, which are glycosaminoglycans. The first and third hydroxyls point the opposite way from the second and fourth. It is made by aldol condensation of D- and L-glyceraldehyde. L-Idose is a C-5 epimer of D-glucose.

It can be identified by mass spectrometry. [3]

References

  1. Merck Index , 11th Edition, 4818
  2. https://iupac.qmul.ac.uk/2carb/app.html
  3. Nagy, Gabe; Pohl, Nicola L. B. (2015). "Complete Hexose Isomer Identification with Mass Spectrometry". Journal of the American Society for Mass Spectrometry. 26 (4): 677–685. Bibcode:2015JASMS..26..677N. doi:10.1007/s13361-014-1072-z. PMID   25652933.