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Uridine diphosphate glucose

Catalog No.GC37866

Uridine diphosphate glucose (uracil-diphosphate glucose, UDPG) is a nucleotide sugar.

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Uridine diphosphate glucose Chemical Structure

Cas No.: 133-89-1

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1mg
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5mg
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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

Uridine diphosphate glucose (uracil-diphosphate glucose, UDPG) is a nucleotide sugar. It is used in nucleotide sugar metabolism as an activated form of glucose, a substrate for enzymes called glucosyltransferases. [1] Uridine diphosphate glucose has been shown to have tissue-specific effects that have proved to be of clinical value in the treatment of some liver ailments. It is also known to have multiple effects on intrahepatic bilirubin metabolism which, in turn, are related to the glycogen synthesis occurring in the liver.[2]

In vitro study demonstrated that the effects of UDPG on cell metabolism do not appear to be limited to enzyme induction. Others have reported that UDPG can have effects under conditions that bar enzyme induction. Results showed that a significant amount of the UDPG, even though it is a highly polar compound, does pass through the membrane unchanged. A large fraction of the UDPG added to incubation media, however, was found in the cell as glucose phosphate, indicating cleavage after penetration of the cell. Eventually. all the UDPG that entered the cells was degraded to glucose phosphate and glucose. The in vitro studies show that G-6-P is not the active form, and several tests show that uridine does not lead to changes like those seen with UDPG. [2]

In vivo study indicated that indicate that the intracellular level of PRPP in animal tissues is greatly affected by extracellular UDPG. The alteration of PRPP level by UDPG is not linearly dose-related. The changes in PRPP that were induced by UDPG were also tissue-specific: mouse liver was more sensitive than was the spleen. This latter specificity may well be related to the therapeutically beneficial effects of 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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