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Uridine diphosphate glucose

Catalog No.GC37866

L'uridine diphosphate glucose (glucose-uracile-diphosphate, UDPG) est un sucre nucléotide.

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Uridine diphosphate glucose Chemical Structure

Cas No.: 133-89-1

Taille Prix Stock Qté
1mg
167,00 $US
En stock
5mg
352,00 $US
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Sample solution is provided at 25 µL, 10mM.

Product Documents

Quality Control & SDS

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Protocol

Cell experiment [1]:

Cell lines

S. cerevisiae alg6 cells (PRY103) transformed with plasmids p426GPD or p426GPD-gpt1+

Preparation Method

The C-terminal end of S. pombe GT was mutated from PDEL to the S. cerevisiae retrieval signal HDEL, and the GT-encoding gene, gpt1+, was then inserted in high-copy number expression vectors (p426GPD) under the glyceraldehyde 3-P dehydrogenase promoter. S. cerevisiae alg6 cells (PRY103) were then transformed with the expression vectors with or without S. pombe gpt1+ gene.

Reaction Conditions

S. cerevisiae alg6 mutant (PRY103) cells transformed with p426GPD-gpt1+ or with p426GPD were incubated with [14C]glucose for 15 min in the presence or absence of DNJ. N-linked oliogosaccharides were regarded as the indication.

Applications

Uridine diphosphate glucose could be transported into the ER of Saccharomyces cerevisiae in vivo and into ER–containing microsomes in vitro. Uridine diphosphate glucose helps with the synthesis of b-1,6-glucan, one of Saccharomyces cerevisiae cell wall components, in the lumen of the endoplasmic reticulum (ER).

Animal experiment [2]:

Animal models

Balb/c mice; CRF1 mice; CD8 mice

Preparation Method

Mice of various strains, Balb/c, CD8, and CRF 1with and without tumor implants, maintained on Purina rat chow and tap water, were infused intraperitoneally with a phosphate-buffered saline (PBS) solution of Uridine diphosphate glucose at a constant rate of 0.8 ml/day for 5 days.

Dosage form

8 and 80 mM (0.28 and2.8 mmoles/kg body weight/day)

Applications

Uridine diphosphate glucose (UDPG) is shown to have tissue-specific effects that have proved to be of clinical value in the treatment of some liver ailments. The effects of Uridine diphosphate glucose on the levels of 5-phosphoribosyl pyrophosphate (PRPP) and PRPP synthetase in mouse liver, spleen and transplanted tumors are investigated to determine the mechanism of action with three stains of mice models.

References:

[1]. Olga C. et al. Uridine Diphosphate–Glucose Transport into the Endoplasmic Reticulum of Saccharomyces cerevisiae: In Vivo and In Vitro Evidence. Molecular Biology of the Cell 1999 Apr; 10, 1019–1030.

[2]. Yip LC, et al. Effects of uridine diphosphoglucose (UDPG) infusion on 5-phosphoribosyl pyrophosphate (PRPP) levels of mouse tissues. Biochem Pharmacol. 1987 Mar 1;36(5):633-7.

Background

L'uridine diphosphate glucose (glucose-uracile-diphosphate, UDPG) est un sucre nucléotidique. Il est utilisé dans le métabolisme des sucres nucléotidiques en tant que forme activée du glucose, un substrat pour les enzymes appelées glucosyltransférases. [1] L'uridine diphosphate glucose a montré des effets spécifiques aux tissus qui se sont avérés être utiles dans le traitement de certaines maladies du foie. On sait également qu'il a plusieurs effets sur le métabolisme intra-hépatique de la bilirubine qui, à leur tour, sont liés à la synthèse de glycogène se produisant dans le foie.[2]

Une étude in vitro a démontré que les effets de l'UDPG sur le métabolisme cellulaire ne semblent pas se limiter à l'induction enzymatique. D'autres ont rapporté que l'UDPG peut avoir des effets dans des conditions qui empêchent l'induction enzymatique. Les résultats ont montré qu'une quantité significative d'UDPG, bien qu'il s'agisse d'un composé hautement polaire, passe à travers la membrane sans être modifié. Une grande fraction de l'UDPG ajoutée au milieu d'incubation a cependant été trouvée dans la cellule sous forme de glucose phosphate, indiquant une clivage après pénétration dans la cellule. Finalement, tout l'UDPG entrant dans les cellules était dégradé en glucose phosphate et glucose. Les études in vitro montrent que le G-6-P n'est pas la forme active et plusieurs tests montrent que l'uridine ne conduit pas à des changements similaires à ceux observés avec UDPG.

Une étude in vivo a indiqué que le niveau intracellulaire de PRPP dans les tissus animaux est grandement affecté par l'UDPG extracellulaire. L'altération du niveau de PRPP par UDPG n'est pas linéairement dose-dépendante. Les changements induits par UDPG dans la PRPP étaient également spécifiques aux tissus : le foie de souris était plus sensible que la rate. Cette dernière spécificité pourrait bien être liée aux effets thérapeutiquement bénéfiques de l'UDPG.[2]

References:
[1]. Rademacher T, Pet al. "Glycobiology". Annu Rev Biochem. 1988; 57: 785–838.
[2]. Yip LC, et al. Effects of uridine diphosphoglucose (UDPG) infusion on 5-phosphoribosyl pyrophosphate (PRPP) levels of mouse tissues. Biochem Pharmacol. 1987 Mar 1;36(5):633-7.

Chemical Properties

Cas No. 133-89-1 SDF
Canonical SMILES OC[C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)OP(OP(OC[C@@H]2O[C@@H](N3C=CC(NC3=O)=O)[C@H](O)[C@@H]2O)(O)=O)(O)=O)O)O)O
Formula C15H24N2O17P2 M.Wt 566.3
Solubility Water : ≥ 50 mg/mL Storage Store at -20°C, protect from light, stored under nitrogen
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table

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1 mg 5 mg 10 mg
1 mM 1.7658 mL 8.8292 mL 17.6585 mL
5 mM 0.3532 mL 1.7658 mL 3.5317 mL
10 mM 0.1766 mL 0.8829 mL 1.7658 mL
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