| Identification | Back Directory | [Name]
L-xylulose | [CAS]
527-50-4 | [Synonyms]
L-XYLULOSE
laevo-xylulose
L-Xylulose ,98%
L-THREO-PENTULOSE
threo-2-pentulose
L-Threo-2-pentulose
L-threo-2-Pentulose (9CI)
L-Xylulose (1.0 M in water)
L-Xylulose - Aqueous solution
L-Xylulose - 1.0 M aqueous solution
threo-2-Pentulose, L-threo-Pentulose
(3R,4S)-1,3,4,5-Tetrahydroxypentan-2-one
(3R,4S)-2-(hydroxymethyl)oxolane-2,3,4-triol | [Molecular Formula]
C5H10O5 | [MDL Number]
MFCD00064286 | [MOL File]
527-50-4.mol | [Molecular Weight]
150.13 |
| Chemical Properties | Back Directory | [Melting point ]
Not Applicable | [Boiling point ]
469.1±45.0 °C(Predicted) | [density ]
1.516±0.06 g/cm3(Predicted) | [Fp ]
>230 °F | [storage temp. ]
2-8°C | [solubility ]
Methanol (Slightly), Water (Soluble) | [form ]
syrup | [pka]
11.90±0.20(Predicted) | [color ]
light yellow | [LogP]
-1.200 (est) |
| Hazard Information | Back Directory | [Chemical Properties]
L-xylulose is a clear liquid. It is a ketopentose, meaning that it has five carbon atoms and a ketogroup at carbon C-2. It has a molecular formula of C5H10O5 and a molar mass of 150.13 g/mol. Xylulose is almost colorless and it forms syrup. The formation of crystals has not been reported (Budavari, 1996). Both D- and L - enantiomers of xylulose are found as intermediates in metabolic pathways of prokaryotes as well as eukaryotes. Both forms are rare in nature (Doten and Mortlock, 1985b). | [Uses]
L-Xylulose is used in studies relating to potential inhibitors of glycosidases and has been proven to inhibit oligosaccharide processing to a degree. | [Application]
L-Xylulose has been shown to be a specific inhibitor of certain α-glucosidases,while having virtually no effect on other glycosidases such as β-glucosidase or α- and β-mannosidases. Furthermore,it is a specific inhibitor of the N-linked glycoproteinprocessing enzyme，glucosidase I, but does not inhibit glucosidase I or otherglycoprotein processing mannosidases. Thus it could prove to be a useful inhibitor forstudying glycoprotein processing, especially as it has been proven to be non-toxic andto also be effective in cell cultures (Muniruzzaman et al., 1996). L-Xylulose has been shown to have a strong inhibitory effect on the a-glucosidases，sucrase and maltase, present in the small intestine. Thus, an L-xylulose containing drug preparation for reducing blood sugar levels in humans and animals has been patented (Heinz et al.,1998). | [Definition]
ChEBI: L-xylulose is a xylulose. It has a role as a human metabolite, an Escherichia coli metabolite and a mouse metabolite. It is an enantiomer of a D-xylulose. | [Preparation]
In 1933 a synthetic procedure for producing small amounts of D- and L -xylulose was introduced. In this method D- or L-xylose is epimerized to the corresponding diastereomer. The isomerization of xylose in pyridine leads to the production of xylulose (Touster, 1962). This enzyme catalyzes the production of L-xylulose from xylitol using either PQQ (pyrroloquinoline quinone) or FAD (flavin adenine dinucleotide) as prosthetic group, and L-xylulose is accumulated in the medium (Adachi et al., 1999; Adachi et al., 2001). |
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