28053-08-9

Basic information

• Product Name: Uridine 5'-diphosphoglucose disodium salt
• Synonyms: UDP-glc, Uridine-diphosphate-glucose disodium salt, Uridine[5]diphospho[1]-α-D-glucopyranose disodium salt;UDP-Glc, UDPG;Uridine 5'-(trihydrogen diphosphate) mono-α-D-glucopyranosye ester disodium salt;disodium [[(2R,3S,4R,5R)-5-(2,4-diketopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-oxido-phosphoryl] [(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methylol-tetrahydropyran-2-yl] phosphate;disodium [[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-oxidanidyl-phosphoryl] [(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] phosphate;disodium [[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-oxidophosphoryl] [(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] phosphate;Uridine 5′-diphosphoglucose disodium salt from Saccharomyces cerevisiae,UDP-Glc, UDPG;Uridine 5'-diphospho
• CAS NO: 28053-08-9
• Molecular Formula: C₁₅H₂₂N₂O₁₇P₂*2Na
• Molecular Weight: 610.27
• EINECS: 248-801-6
• Product Categories: Bases & Related Reagents;Carbohydrates & Derivatives;Heterocycles;Intermediates & Fine Chemicals;Nucleotides;Pharmaceuticals
• Mol File: 28053-08-9.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• Storage Temp.: −20°C
• Solubility: H2O: soluble50mg/mL, clear
• Stability: Hygroscopic
• BRN: 4290380
• CAS DataBase Reference: Uridine 5'-diphosphoglucose disodium salt(CAS DataBase Reference)
• NIST Chemistry Reference: Uridine 5'-diphosphoglucose disodium salt(28053-08-9)
• EPA Substance Registry System: Uridine 5'-diphosphoglucose disodium salt(28053-08-9)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 28053-08-9(Hazardous Substances Data)

Usage

Description

Uridine 5'-diphosphoglucose disodium salt, also known as UDP-glucose, is a phosphorylated uridine derivative that plays a crucial role in nucleotide sugars metabolism. It serves as an activated form of glucose, acting as a substrate for various enzymes, particularly glucosyltransferases. Uridine 5'-diphosphoglucose disodium salt is essential for the synthesis of glycogen and other complex carbohydrates, as well as being involved in the treatment of chronic alcoholism and the characterization of limonoid glucosyltransferase.

Uses

1. Used in Pharmaceutical Industry:
Uridine 5'-diphosphoglucose disodium salt is used as a therapeutic agent for the treatment of chronic alcoholism. It aids in the regulation of glucose metabolism and supports the body's recovery process from alcohol-related damage.
2. Used in Enzyme Research:
In the field of biochemistry, Uridine 5'-diphosphoglucose disodium salt is used as a substrate for the enzyme glucosyltransferases. This application is vital for understanding the mechanisms of carbohydrate metabolism and the role of glucosyltransferases in various biological processes.
3. Used in Glycogen Synthesis:
Uridine 5'-diphosphoglucose disodium salt is used as a glycogen precursor, where it participates in the transfer of glucose from UDP-glucose to the growing glycogen chain. This process is catalyzed by the enzyme glycogen synthase, which is essential for the storage of glucose in the form of glycogen.
4. Used in Characterization of Limonoid Glucosyltransferase:
In the field of enzyme research, Uridine 5'-diphosphoglucose disodium salt is used for the characterization of limonoid glucosyltransferase. This enzyme is involved in the biosynthesis of limonoids, a class of natural products with diverse biological activities, including anticancer, anti-inflammatory, and insecticidal properties.
5. Used in Metabolic Studies:
Uridine 5'-diphosphoglucose disodium salt is used in the study of nucleotide sugars metabolism, particularly in the formation of UDP-glucose from UDP-galactose. This conversion is catalyzed by the enzyme uridine diphosphate galactose-4-epimerase, which is crucial for understanding the interconversion of different sugar nucleotides and their roles in cellular metabolism.

Biochem/physiol Actions

Uridine diphosphate glucose (UDP-glucose) is an essential mediator of the cellular metabolic pathways. In yeast, the high levels of trehalose and glycogen favor increased levels of UDP-glucose.

Upstream product

• 14795-21-2 galactose-α-1-phosphate barium salt 
• 1476-50-2 uridine 5'-triphosphate trisodium salt 

Downstream Products

• 154368-11-3 [1-¹³C₁]-β-D-fructofuranosyl α-D-glucopyranoside 
• 118694-15-8 uridine-5'-diphosphate-2-deoxy-2-fluorogalactose 
• 1036637-21-4 12-[N-(5-oxohexanoyl)-l-phenylalanyl-l-glutamyl-l-phenylalanyl-glycinyl]-aminododecyl O-(β-d-galactopyranosyl)-(1→4)-2-acetamido-2-deoxy-β-d-glucopyranoside 
• 129943-00-6 N⁴-<(5-acetamido-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranulosonic acid)-(2,6)-β-D-galactopyranosyl-(1,4)-2-acetamido-2-deoxy-β-D-glucopyranosyl>-N²-<(allyloxy)carbonyl-L-phenylalanyl>-L-asparaginyl-L-seryl-L-threonyl-L-isoleucine 
• 78969-47-8 (5-acetamido-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranulosonic acid)-(2,6)-β-D-galactopyranosyl-(1,4)-2-acetamido-2-deoxyglucopyranose 
• 208647-48-7 1-Naphthyl-α-D-glucopyranosid 
• 77171-31-4 2-phenylethyl-desulphoglucosinolate 
• 5115-75-3 desulfogalactotropaeolin 
• 5115-74-2 benzyl desulphoglucosinolate 
• 58-98-0 UDP 
• 2616-64-0 UDP-glucuronic acid 
• 1144040-14-1 4-nitrophenyl (β-D-galactopyranosyl)-(1->3)-2-acetamido-2-deoxy-β-D-galactopyranoside 

Relevant articles and documents

Practical enzyme-based syntheses of uridine 5'-diphosphogalactose and uridine 5'-diphospho-N-acetylgalactosamine on a gram scale

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