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X3375

Sigma-Aldrich

Xylitol

≥99% (GC)

Synonym(s):

Xylite

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About This Item

Linear Formula:
HOCH2[CH(OH)]3CH2OH
CAS Number:
87-99-0
Molecular Weight:
152.15
Beilstein/REAXYS Number:
1720523
EC Number:
201-788-0
MDL number:
MFCD00064292
UNSPSC Code:
12352201
PubChem Substance ID:
24902140
NACRES:
NA.25

Quality Level

200

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 )

SMILES string

OC[C@@H](O)[C@H](O)[C@@H](O)CO

InChI

1S/C5H12O5/c6-1-3(8)5(10)4(9)2-7/h3-10H,1-2H2/t3-,4+,5+

InChI key

HEBKCHPVOIAQTA-SCDXWVJYSA-N

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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.

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.

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Y0000177

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Synergistic effect of xylitol and ursolic acid combination on oral biofilms
Zou Y, et al.
Restorative dentistry & endodontics, 39(4), 288-295 (2014)
Molecular strategies for enhancing microbial production of xylitol
Pal S, et al.
Process Biochemistry (Oxford, United Kingdom), 51(7), 809-819 (2016)
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)
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)
Mette K Keller et al.
BMC oral health, 12, 44-44 (2012-10-25)
The increasing interest in probiotic lactobacilli in health maintenance has raised the question of potential risks. One possible side effect could be an increased acidogenicity in dental plaque. The aim of this study was to investigate the effect of probiotic
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