Xylulose

Title: Xylulose
CAS Registry Number: 5962-29-8
CAS Name: threo-Pentulose
Molecular Formula: C5H10O5
Molecular Weight: 150.13
Percent Composition: C 40.00%, H 6.71%, O 53.29%
Literature References: L-Form has been found in the urine of humans with pentosuria. Prepn of DL-form: Gascoigne, Chem. Ind. (London) 1959, 402; of D-form: Mendicino, J. Am. Chem. Soc. 82, 4975 (1960); of L-form: Wolfrom, Bennett, J. Org. Chem. 30, 458 (1965). Isoln of DL-form from the acid hydrolysate of bagasse hemicellulose: Banerjee et al., Sci. Cult. 27, 498 (1961), C.A. 56, 11682d (1962). Enzymic prepn of L-form: Hough, Jones, Chem. Ind. (London) 1952, 907; eidem, J. Chem. Soc. 1952, 4047. Formation of L-form in normal humans and guinea pigs, and its utilization by guinea-pig liver prepns: Touster et al., J. Am. Chem. Soc. 76, 5005 (1954). Reviews: The Carbohydrates, W. Pigman, Ed. (Academic Press, New York, 1957) pp 80, 86-87, 759, 795; Methods in Carbohydrate Chemistry vol. 1, R. L. Whistler, M. L. Wolfrom, Eds. (Academic Press, New York, 1962) pp 94-101.
Derivative Type: D-Isomer
Properties: Syrup. [a]D18 -33° (c = 2.5).
Optical Rotation: [a]D18 -33° (c = 2.5)
Derivative Type: D-Isomer p-bromophenylhydrazone
Molecular Formula: C11H15BrN2O4
Molecular Weight: 319.15
Percent Composition: C 41.40%, H 4.74%, Br 25.04%, N 8.78%, O 20.05%
Properties: Pale yellow crystals from abs ethanol + water, mp 128-129°. [a]D20 +24° (15 min) ® -31° (7 days, in pyridine).
Melting point: mp 128-129°
Optical Rotation: [a]D20 +24° (15 min) ® -31° (7 days, in pyridine)
Derivative Type: L-Isomer
Properties: Syrup. [a]D21 +31°.
Optical Rotation: [a]D21 +31°
Derivative Type: L-Isomer p-bromophenylhydrazone
Properties: Yellow plates from dil alc, mp 128°. [a]D20 -20° (10 min) ® +22° (5 hrs, c = 0.5 in ethanol).
Melting point: mp 128°
Optical Rotation: [a]D20 -20° (10 min) ® +22° (5 hrs, c = 0.5 in ethanol)
Xylyl Bromide Xylyl Chloride Yam, Mexican Yellow AB Yellow OB

Xylulose[1][2]
L-xylulose.png
Identifiers
CAS number 5962-29-8 (D/L) YesY, 551-84-8 (D) YesY, 527-50-4 (L) YesY
PubChem 22253
ChemSpider 20892 YesY
ChEBI CHEBI:17399 YesY
Jmol-3D images Image 1
Properties
Molecular formula C5H10O5
Molar mass 150.13 g/mol
Appearance Syrup
 YesY (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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.