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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:
1720523
EC Number:
201-788-0
MDL number:
MFCD00064292
UNSPSC Code:
12352201
PubChem Substance ID:
24902140
NACRES:
NA.25
Pricing and availability is not currently available.

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.[1] 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.[1][2] 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.[3] Xylitol prevents otitis and upper respiratory tract infections. Commercially, microorganisms like bacteria, fungi and yeasts produce xylitol by fermentation.[2]

Application

Xylitol has been used:
  • as a standard for high performance liquid chromatography[1]
  • in analysing antibacterial activity on oral biofilms[3]
  • for thermodynamic data and densities measurement[4]

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000432452
0000432452
0000413772
0000413772
0000405481

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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)
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)
Molecular strategies for enhancing microbial production of xylitol
Pal S, et al.
Process Biochemistry (Oxford, United Kingdom), 51(7), 809-819 (2016)
Kiet A Ly et al.
Pediatric dentistry, 28(2), 154-163 (2006-05-20)
The purpose of this report was to provide an overview of xylitol and other polyol sweeteners and dental caries for clinicians and to discuss current applications for dental practice and potential community-based public health interventions. Xylitol, like other polyol sweeteners
View All Related Papers

Questions

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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