16375-63-6

Basic information

• Product Name: UDP-6-deoxy-Gal
• CAS NO: 16375-63-6
• Molecular Weight: 550.307
• Mol File: 16375-63-6.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: UDP-6-deoxy-Gal(CAS DataBase Reference)
• NIST Chemistry Reference: UDP-6-deoxy-Gal(16375-63-6)
• EPA Substance Registry System: UDP-6-deoxy-Gal(16375-63-6)

Safety Data

• Hazardous Substances Data: 16375-63-6(Hazardous Substances Data)

Upstream product

• 73-34-7 D-Fucose 
• 63-39-8 UTP 
• 1476-50-2 uridine 5'-triphosphate trisodium salt 
• 157365-62-3 2,3,4-tri-O-acetyl-6-deoxy-α-D-galactopyranose 
• 81276-27-9 Gal6deoxy-1-P 
• 51921-33-6 1,2,3,4-tetra-O-acetyl-D-fucopyranose 
• 5158-64-5 2,3,4-tri-O-acetyl-D-fucopyranosyl bromide 
• 153448-93-2 2,3,4-tri-O-acetyl-6-deoxy-α-D-galactopyranosyl 1-phosphate dibenzyl ester 
• 28915-80-2 2,3,4-tri-O-acetyl-6-deoxy-D-galactopyranose 

Relevant articles and documents

Biosynthesis of nucleotide sugars by a promiscuous UDP-sugar pyrophosphorylase from Arabidopsis thaliana (AtUSP)

Nucleotide sugars are activated forms of monosaccharides and key intermediates of carbohydrate metabolism in all organisms. The availability of structurally diverse nucleotide sugars is particularly important for the characterization of glycosyltransferases. Given that limited methods are available for preparation of nucleotide sugars, especially their useful non-natural derivatives, we introduced herein an efficient one-step three-enzyme catalytic system for the synthesis of nucleotide sugars from monosaccharides. In this study, a promiscuous UDP-sugar pyrophosphorylase (USP) from Arabidopsis thaliana (AtUSP) was used with a galactokinase from Streptococcus pneumoniae TIGR4 (SpGalK) and an inorganic pyrophosphatase (PPase) to effectively synthesize four UDP-sugars. AtUSP has better tolerance for C4-derivatives of Gal-1-P compared to UDP-glucose pyrophosphorylase from S. pneumoniae TIGR4 (SpGalU). Besides, the nucleotide substrate specificity and kinetic parameters of AtUSP were systematically studied. AtUSP exhibited considerable activity toward UTP, dUTP and dTTP, the yield of which was 87%, 85% and 84%, respectively. These results provide abundant information for better understanding of the relationship between substrate specificity and structural features of AtUSP.

Rapid conversion of unprotected galactose analogs to their UDP-derivatives for use in the chemoenzymatic synthesis of unnatural oligosaccharides

The rapid conversion of D-galactose, its 2-deoxy, 3-deoxy, 4-deoxy and 6-deoxy derivatives and L-arabinose to their UDP-derivatives (2-7) is described. The procedure involves the in situ preparation of the per-O-trimethylsilylated glycopyranosyl iodides and their direct reaction with UDP. All six sugar nucleotides were active as substrates for β(1→4)-galactosyltransferase and were used to enzymatically prepare N-acetyllactosamine (8) and five of its analogs (9-13).

Synthesis of uridine 5′(α-D-fucopyranosyl diphosphate) and (digitoxigenin-3β-yl)-β-D-fucopyranoside and enzymatic β-D-fucosylation of cardenolide aglycones in Digitalis lanata

The phosphorylation of 2,3,4-tri-Oacetyl-α-D-fucopyranose with o-phenylene phosphochloridate yielded α-D-fucopyranosyl phosphate which was used for condensation with undine 5′-monophosphomorpholidate to give uridine 5′-(α-D-fucopyranosyl diphosphate) (UDP-α-D-fucose). A crude enzyme preparation from young leaves of Digitalis lanata EHRH has been shown to catalyze the transfer of D-fucose from synthetic UDP-α-D-fucose to cardenolide aglycones, such as digitoxigenin. The reaction product was identified and characterized by chemical synthesis, HPLC, and spectral methods as the 3 β-O-β-D-fucopyranoside of digitoxigenin (digiproside). Copyright