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About This Item
Linear Formula:
HOCH2[CH(OH)]3CH2OH
CAS Number:
Molecular Weight:
152.15
UNSPSC Code:
12352201
NACRES:
NA.25
PubChem Substance ID:
EC Number:
201-788-0
Beilstein/REAXYS Number:
1720523
MDL number:
Product Name
Xylitol, ≥99% (GC)
InChI key
HEBKCHPVOIAQTA-SCDXWVJYSA-N
InChI
1S/C5H12O5/c6-1-3(8)5(10)4(9)2-7/h3-10H,1-2H2/t3-,4+,5+
SMILES string
OC[C@@H](O)[C@H](O)[C@@H](O)CO
assay
≥99% (GC)
form
crystalline
crystals or chunks
powder
sweetness
1 × sucrose
color
colorless
mp
94-97 °C (lit.)
solubility
water: 642g/l at 25 °C (77 °F )
Quality Level
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Application
Xylitol has been used:
- as a standard for high performance liquid chromatography
- in analysing antibacterial activity on oral biofilms
- for thermodynamic data and densities measurement
Biochem/physiol Actions
A sugar alcohol sweetener detectable by humans. Produced from hemicellulose hydrolysate fermentation.
General description
Xylitol is a naturally occurring five carbon sugar alcohol, equivalent to sucrose in sweetness. Xylitol finds applications in the preparation of confectionaries, chewing gum, toothpaste and mouthwashes. Xylitol is a low-energy sweetener with insulin independent metabolism, making it a promising alternative for sugar in diabetic patients. Xylitol is a natural anticaries agent used in the treatment of dental caries, as it is not utilized by cariogenic bacteria creates a starvation effect on them. Xylitol prevents otitis and upper respiratory tract infections. Commercially, microorganisms like bacteria, fungi and yeasts produce xylitol by fermentation.
Other Notes
To gain a comprehensive understanding of our extensive range of sugar alcohols for your research, we encourage you to visit our Carbohydrates Category page.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Apparent molar volumes and apparent molar heat capacities of aqueous adonitol, dulcitol, glycerol, meso-erythritol, myo-inositol, D-sorbitol, and xylitol at temperatures from (278.15 to 368.15) K and at the pressure 0.35 MPa
Blodgett MB, et al.
The Journal of Chemical Thermodynamics, 39(4), 627-644 (2007)
Culture parameters affecting xylitol production by Debaryomyces hansenii immobilized in alginate beads
Perez-Bibbins B, et al.
Process Biochemistry (Oxford, United Kingdom), 48(3), 387-397 (2013)
Molecular strategies for enhancing microbial production of xylitol
Pal S, et al.
Process Biochemistry (Oxford, United Kingdom), 51(7), 809-819 (2016)
Synergistic effect of xylitol and ursolic acid combination on oral biofilms
Zou Y, et al.
Restorative dentistry & endodontics, 39(4), 288-295 (2014)
Eun Joong Oh et al.
Metabolic engineering, 15, 226-234 (2012-10-30)
As Saccharomyces cerevisiae cannot utilize xylose as a carbon source, expression of XYL1 coding for xylose reductase (XR) from Scheffersomyces (Pichia) stipitis enabled production of xylitol from xylose with a high yield. However, insufficient supply of NAD(P)H for XR and
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