153809-64-4

Upstream product

• 1623-08-1 phosphoric acid dibenzyl ester 
• 153923-40-1 2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl bromide 
• 275358-18-4 1-O-Acetyl-2,3,4,6-tetra-O-benzoyl-α,β-galactofuranose 
• 98-88-4 benzoyl chloride 
• 10257-28-0 D-Galactose 
• 153831-23-3 Methyl α,β-D-galactofuranoside 
• 359875-44-8 methyl 2,3,5,6-tetra-O-benzoyl-D-galactofuranoside 
• 138811-45-7 1,2,3,5,6-penta-O-benzoyl-D-galactofuranose 
• 35556-50-4 2,3,5,6-tetra-O-benzoyl-D-galactono-1,4-lactone 
• 5531-48-6 2,3,5,6-tetra-O-benzoyl-D-galactofuranose 
• 2782-07-2 D-galactono-1,4-lactone 

Downstream Products

• 153809-66-6 C₃₄H₂₉O₁₃P 

Relevant academic research and scientific papers

The first chemical synthesis of UDP[6-3H]-α-D- galactofuranose

Galactofuranose metabolism is a good target for the development of novel chemotherapeutic agents for the treatment of some microbial infections. This is a valid objective because galactofuranose is absent in mammals. Two enzymes are involved in the biosynthesis of molecules containing galactofuranose: a mutase, which catalyzes the interconversion of UDP-Galp and UDP-Galf, and D-galactofuranosyltransferases. The mechanism of action of the mutase and its inhibition is currently being investigated, whereas studies on the galactofuranosyltransferases have been hampered by the lack of a labeled galactofuranose nucleotide. In the present work we describe the chemical synthesis of UDP-α-D-[6-3H]Galf and we prove its effectiveness for incorporation of radioactive galactofuranose into a natural acceptor. This is the first report on the chemical synthesis of a labeled donor of galactofuranose with the potential for studying the galactofuranosyltransferases independently from the UDP-Galp mutase. Wiley-VCH Verlag GmbH & Co. KGaA, 2005.

Improved chemical synthesis of UDP-galactofuranose

(Equation presented) A reliable and efficient synthetic route to UDP-α-D-galactofuranose (UDP-Galf) has been developed. Reaction of UMP-N-methylimidazolide with Galf 1-phosphate proceeds rapidly to provide UDP-Galf with excellent reproducibility and in a yield approximately twice as high as those reported previously.

Studies of UDP-galactopyranose mutase from Escherichia coli: An unusual role of reduced FAD in its catalysis

The galactofuranose moiety found in many surface constituents of microorganisms is derived from UDP-D-galactopyranose (UDP-Galp) via a unique ring contraction reaction catalyzed by UDP-Galp mutase. This enzyme, which has been isolated from several bacteri

The first chemical synthesis of UDP-α-D-galactofuranose

The chemical synthesis of uridine 5′-diphosphate α-D-galactofuranose (UDP-Galf) was examined. UDP-Galf was synthesized from α-D-galactofuranosyl phosphate and uridine 5′-monophosphate. The potential use of UDP-Galf as a biochemical donor of D-galactofuran