94335

Uridine 5′-diphosphoglucose disodium salt

≥98.0% (HPLC)

• Synonym(s): UDP-D-Glucose disodium salt, UDPG, UDP-glc, Uridine-diphosphate-glucose disodium salt, Uridine[5’]diphospho[1]-α-D-glucopyranose disodium salt
• Empirical Formula (Hill Notation): C₁₅H₂₂N₂Na₂O₁₇P₂
• CAS Number: 28053-08-9
• Molecular Weight: 610.27
• Beilstein/REAXYS Number: 4290380
• EC Number: 248-801-6
• MDL number: MFCD00216890
• UNSPSC Code: 41106305
• PubChem Substance ID: 329770327
• NACRES: NA.51

Properties

• biological source: Saccharomyces cerevisiae
• assay: ≥98.0% (HPLC)
• form: powder
• impurities: ≤5% solvent; ≤8.5% water
• solubility: H₂O: 50 mg/mL, clear
• storage temp.: −20°C
• SMILES string: [Na+].[Na+].OC[C@H]1O[C@H](OP([O-])(=O)OP([O-])(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N3C=CC(=O)NC3=O)[C@H](O)[C@@H](O)[C@@H]1O
• InChI: 1S/C15H24N2O17P2.2Na/c18-3-5-8(20)10(22)12(24)14(32-5)33-36(28,29)34-35(26,27)30-4-6-9(21)11(23)13(31-6)17-2-1-7(19)16-15(17)25;;/h1-2,5-6,8-14,18,20-24H,3-4H2,(H,26,27)(H,28,29)(H,16,19,25);;/q;2*+1/p-2/t5-,6-,8-,9-,10+,11-,12-,13-,14-;;/m1../s1
• InChI key: PKJQEQVCYGYYMM-QBNUFUENSA-L

Description

General description

Uridine5′-diphosphoglucose disodium salt is a nucleotide sugar consisting of a uracil base, ribose sugar, and two phosphate groups.

Application

UDP-glucose has been used:

• as a substrate in the enzymatic production of glycosides and their detection by liquid chromatography-mass spectrometry.
• as a substrate in the substrate screening and binding affinity measurements of the human CMP-Sia transporter.

Biochem/physiol Actions

UDP-glucose, acts as a precursor of UDP-galactose and UDP-glucuronate. In addition, it also aids in the biosynthesis of glucose-containing molecules such as oligosaccharides, polysaccharides, glycoproteins, and glycolipids in animals and some microorganisms . Several studies suggest that UDP-Glucose has the potential to act as a signaling molecule in plants beyond its classical metabolic functions . Uridine-5′-diphosphoglucose acts as an agonist to the purinergic receptor P2Y14 G protein-coupled receptor (GPCR) receptor, involved in the activation of dendritic cells and glial cells. It can also activate G protein-coupled receptor 17 (GPR17) thereby inducing oligodendrocyte differentiation.

Other Notes

Stimulates the reduction of methylcoenzyme M in cell-free extracts of Methanobacterium thermoautotrophicum

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)