Xylulose

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Xylulose[1][2]
L-xylulose.png
Names
IUPAC name
(3R,4S)-1,3,4,5-Tetrahydroxypentan-2-one
Other names
threo-Pentulose
threo-2-Pentulose
Identifiers
5962-29-8 (D/L) N
551-84-8 (D) YesY
527-50-4 (L) YesY
ChEBI CHEBI:17399 YesY
ChemSpider 20892 YesY
Jmol 3D model Interactive image
PubChem 22253
  • InChI=1S/C5H10O5/c6-1-3(8)5(10)4(9)2-7/h3,5-8,10H,1-2H2/t3-,5+/m0/s1 YesY
    Key: ZAQJHHRNXZUBTE-WVZVXSGGSA-N YesY
  • InChI=1S/C5H10O5/c6-1-3(8)5(10)4(9)2-7/h3,5-8,10H,1-2H2/t3-,5+/m0/s1
  • Key: ZAQJHHRNXZUBTE-WVZVXSGGSA-N
  • C([C@@H]([C@H](C(=O)CO)O)O)O
Properties
C5H10O5
Molar mass 150.13 g/mol
Appearance Faint yellow syrup
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
Infobox references

Xylulose is a ketopentose, a monosaccharide containing five carbon atoms, and including a ketone functional group. It has the chemical formula C5H10O5. In nature, it occurs in both the L- and D-enantiomers.

Pathology

L-Xylulose accumulates in the urine in patients with pentosuria, due to a deficiency in L-xylulose reductase. Since L-xylulose is a reducing sugar like D-glucose, pentosuria patients have been wrongly diagnosed in the past to be diabetic.

References

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  1. Data is for L-xylulose.
  2. Merck Index, 11th Edition, 9996.