Xylitol-[d7]

Catalog number: BRP-02150

Xylitol-[d7]

Xylitol-[d7] is deuterium labelled Xylitol, which is a lower-calorie alternative to table sugar. Studies have shown that xylitol chewing gum can benefit acute otitis media. Xylitol is categorized by the U.S. FDA as a food additive.

* Please kindly note that our products are not to be used for therapeutic purposes and cannot be sold to patients.
Catalog
BRP-02150
Synonyms
Xylitol-1,1,2,3,4,5,5-d7; (2R,3R,4S)-(D7)pentane-1,2,3,4,5-pentol; DL-Xylitol-d7; meso-Xylitol-d7; xylo-Pentitol-d7
IUPAC Name
(2R,3r,4S)-pentane-d7-1,2,3,4,5-pentaol
Molecular Weight
159.19
Molecular Formula
C5H5D7O5
Canonical SMILES
OCC(O)C(O)C(O)CO
InChI
InChI=1S/C5H12O5/c6-1-3(8)5(10)4(9)2-7/h3-10H,1-2H2/t3-,4+,5+/i1D2,2D2,3D,4D,5D
InChIKey
HEBKCHPVOIAQTA-PZQXHKSTSA-N
Melting Point
92-95 °C
Purity
98%; 99.1% atom D
Solubility
Soluble in Water (Slightly)
Appearance
White Solid
Storage
Store at -20 °C
Shipping
Room temperature.
Related CAS
87-99-0 (unlabelled)
Synthesis Conditions
We recommend only using fast deprotecting amidites with this product due to the mild cleavage and deprotection conditions.
Deprotection Conditions
Cleave and deprotect in concentrated NH4OH for 1 hour at 60°C (after 1 hour at 60°C; degradation of product may occur).

Chemical Structure:

Reference Reading

1. Xylitol Toxicosis in Dogs: An Update
Lisa A Murphy, Eric K Dunayer. Vet Clin North Am Small Anim Pract. 2018 Nov;48(6):985-990. doi: 10.1016/j.cvsm.2018.06.004.
Xylitol ingestions in dogs may result in severe hypoglycemia followed by acute hepatic failure and associated coagulopathies. Aggressive treatment may be needed, but the prognosis is generally expected to be good for dogs developing uncomplicated hypoglycemia. Because of increased availability of xylitol-containing products in the market and in the dog's environment, it is likely that there will continue to be increased exposures and toxicity in dogs.
2. Oral and Systemic Effects of Xylitol Consumption
Sok-Ja Janket, Jaspreet Benwait, Paul Isaac, Leland K Ackerson, Jukka H Meurman. Caries Res. 2019;53(5):491-501. doi: 10.1159/000499194.
Recent results of randomized trials testing the efficacy of xylitol in caries prevention have been conflicting. This narrative review reveals the sources of discrepancy. The following databases were searched for the terms "xylitol" or "artificial sweeteners" restricted to the English language: PubMed, Web of Science, Evidenced-Based Medicine, Scopus, and the Cochrane database. In a separate search, the terms "dental caries" or "cariogenicity" or "glucosyltransferase" or "low glycemic" or "low insulinemic" or "dysbiosis" or "gut microbiome" were used and then combined. In section I, findings regarding the role of xylitol in dental caries prevention, the appropriateness of research methods, and the causes for potential biases are summarized. In section II, the systemic effects of xylitol on gut microbiota as well as low-glycemic/insulinogenic systemic effects are evaluated and summarized. The substitution of a carbonyl group with an alcohol radical in xylitol hinders its absorption and slowly releases sugar into the bloodstream. This quality of xylitol is beneficial for diabetic patients to maintain a constant glucose level. Although this quality of xylitol has been proven in in vitro and animal studies, it has yet to be proven in humans. Paradoxically, recent animal studies reported hyperglycemia and intestinal dysbiosis with artificial sweetener consumption. Upon careful inspection of evidence, it was revealed that these reports may be due to misinterpretation of original references or flaws in study methodology. Any systemic benefits of xylitol intake must be weighed in consideration with the well-established adverse gastrointestinal consequences. The contribution of xylitol to gut dysbiosis that may affect systemic immunity warrants further research.
3. Xylitol's Health Benefits beyond Dental Health: A Comprehensive Review
Krista Salli, Markus J Lehtinen, Kirsti Tiihonen, Arthur C Ouwehand. Nutrients. 2019 Aug 6;11(8):1813. doi: 10.3390/nu11081813.
Xylitol has been widely documented to have dental health benefits, such as reducing the risk for dental caries. Here we report on other health benefits that have been investigated for xylitol. In skin, xylitol has been reported to improve barrier function and suppress the growth of potential skin pathogens. As a non-digestible carbohydrate, xylitol enters the colon where it is fermented by members of the colonic microbiota; species of the genus Anaerostipes have been reported to ferment xylitol and produce butyrate. The most common Lactobacillus and Bifidobacterium species do not appear to be able to grow on xylitol. The non-digestible but fermentable nature of xylitol also contributes to a constipation relieving effect and improved bone mineral density. Xylitol also modulates the immune system, which, together with its antimicrobial activity contribute to a reduced respiratory tract infection, sinusitis, and otitis media risk. As a low caloric sweetener, xylitol may contribute to weight management. It has been suggested that xylitol also increases satiety, but these results are not convincing yet. The benefit of xylitol on metabolic health, in addition to the benefit of the mere replacement of sucrose, remains to be determined in humans. Additional health benefits of xylitol have thus been reported and indicate further opportunities but need to be confirmed in human studies.
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