7349-77-1

Basic information

• Product Name: uridine 5'-diphospho-β-D-galactose
• Synonyms: uridine 5'-diphospho-β-D-galactose
• CAS NO: 7349-77-1
• Molecular Weight: 566.306
• Mol File: 7349-77-1.mol
• Article Data: 17

Chemical Properties

• CAS DataBase Reference: uridine 5'-diphospho-β-D-galactose(CAS DataBase Reference)
• NIST Chemistry Reference: uridine 5'-diphospho-β-D-galactose(7349-77-1)
• EPA Substance Registry System: uridine 5'-diphospho-β-D-galactose(7349-77-1)

Safety Data

• Hazardous Substances Data: 7349-77-1(Hazardous Substances Data)

Upstream product

• 58-96-8 uridine 
• 59-56-3 mannose-1-phosphate 
• 63-39-8 UTP 
• 530-26-7 D-Mannose 
• 83-87-4 D-Mannose pentaacetate 
• 2280-44-6 D-Glucose 
• 58-98-0 UDP 
• 27251-84-9 D-galactopyranose 1-phosphate 
• 10257-28-0 D-Galactose 
• 67145-38-4 2,3,4,6-Tetra-O-benzyl-D-galactopyranosyl bromide 
• 6386-24-9 2,3,4,6-tetra-O-benzyl-D-galactopyranose 
• 13242-53-0 acetobromomannose 

Downstream Products

• 27251-84-9 D-galactopyranose 1-phosphate 
• 58-97-9 5'-Uridylic Acid 
• 58-98-0 UDP 
• 113960-55-7 bufalin-3-(β-D-glucoside) 
• 88901-39-7 mogroside IE₁ 
• 117405-49-9 E-4-O-β-D-glucopyranosyl-p-coumaric acid 
• 117405-51-3 4-hydroxy-3-methoxycinnamic acid 4-O-β-D-glucopyranoside 
• 2492-87-7 4-nitrophenyl-β-D-glucoside 
• 93-39-0 skimmin 
• 18997-57-4 4-methylumbelliferyl β-D-glucopyranoside 
• 531-58-8 6-hydroxy-7-β-D-glucopiranolyloxycoumarin 
• 86594-19-6 lacto-N-neo-tetraose 
• 73448-32-5 4-methylumbelliferyl β-D-galactopyranosyl-(1->4)-2-acetamido-2-deoxy-β-D-glucopyranoside 

Relevant articles and documents

Stereoselective chemical synthesis of sugar nucleotides via direct displacement of acylated glycosyl bromides

Figure presented The use of Leloir glycosyltransferases to prepare biologically relevant oligosaccharides and glycoconjugates requires access to sugar nucleoside diphosphates, which are notoriously difficult to efficiently synthesize and purify. We report a novel stereoselective route to UDP- and GDPα-D-mannose as well as UDP- and GDP-β-L-fucose via direct displacement of acylated glycosyl bromides with nucleoside 5′- diphosphates.

One-Step Synthesis of Sugar Nucleotides

The chemical synthesis of sugar nucleotides requires a multistep procedure to ensure a selective reaction. Herein, sugar nucleotides were synthesized in one step using 2-chloro-1,3-dimethylimidazolinium chloride as the condensation reagent. The products were obtained in yields of 12-30%, and the yields were increased to 35-47% by the addition of a tuning reagent. NMR identification of the sugar nucleotides showed that mainly 1,2-trans-glycosides were present. The reported method represents a one-step route to sugar nucleotides from commercially available materials.

Efficient one-pot multienzyme synthesis of UDP-sugars using a promiscuous UDP-sugar pyrophosphorylase from Bifidobacterium longum (BLUSP)

A promiscuous UDP-sugar pyrophosphorylase (BLUSP) was cloned from Bifidobacterium longum strain ATCC55813 and used efficiently with a Pasteurella multocida inorganic pyrophosphatase (PmPpA) with or without a monosaccharide 1-kinase for one-pot multienzyme synthesis of UDP-galactose, UDP-glucose, UDP-mannose, and their derivatives. Further chemical diversification of a UDP-mannose derivative resulted in the formation of UDP-N-acetylmannosamine. The Royal Society of Chemistry 2012.