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Usage

Uses

Used in Biochemical Research:
b-L-Galactopyranose, 6-deoxy-, 1-(dihydrogen phosphate) is used as a research compound for exploring its biochemical properties and interactions within biological systems. Its unique structure allows for the investigation of its role in various biological processes and its potential as a therapeutic agent.
Used in Pharmaceutical Research and Development:
In the pharmaceutical industry, b-L-Galactopyranose, 6-deoxy-, 1-(dihydrogen phosphate) is used as a precursor or building block in the synthesis of new drug compounds. Its deoxy sugar and dihydrogen phosphate components may contribute to the development of innovative medications with specific therapeutic targets.
Used in Drug Delivery Systems:
b-L-Galactopyranose, 6-deoxy-, 1-(dihydrogen phosphate) may be utilized in the design of drug delivery systems to improve the efficacy and bioavailability of pharmaceuticals. Its chemical properties could facilitate targeted drug delivery or controlled release mechanisms, enhancing therapeutic outcomes.
Used in Diagnostic Applications:
b-L-Galactopyranose, 6-deoxy-, 1-(dihydrogen phosphate) could be employed in the development of diagnostic tools, potentially serving as a marker or indicator in assays and tests within clinical and research settings, due to its distinctive chemical characteristics.
Each application underscores the versatility and potential of b-L-Galactopyranose, 6-deoxy-, 1-(dihydrogen phosphate) in advancing scientific understanding and contributing to the creation of new therapeutic and diagnostic solutions.

Upstream product

• 138552-47-3 dibenzyl 2,3,4-tri-O-benzoyl-β-L-fucopyranosyl 1-phosphate 
• 131897-73-9 2,3,4-tri-O-benzoyl-α-L-fucopyranosyl bromide 
• 69558-02-7 Ethyl 2,3,4-tri-O-acetyl-1-thio-α/β-L-fucopyranoside 
• 116546-90-8 Ethyl 2,3,4-tri-O-benzoyl-1-thio-β-L-fucopyranoside 
• 180476-31-7 ethyl 2,3,4-tri-O-benzoyl-1-thio-β-L-fucopyranoside 
• 180476-30-6 2,3,4-tri-O-benzoyl-α-L-fucopyranosyl-1-trichloroacetoimidate 
• 64913-16-2 L-fucose tetraacetate 
• 1623-08-1 phosphoric acid dibenzyl ester 
• 186186-65-2 3,4-di-O-acetyl-2,6-dideoxy-2-fluoro-α-L-galactopyranosyl bromide 
• 13224-93-6 β-L-fucopyranose 

Downstream Products

• 62012-79-7 dTDP-β-L-fucose 
• 30174-43-7 UDP-β-L-fucose 

Relevant academic research and scientific papers

Biochemical characterization of GDP-l-fucose de novo synthesis pathway in fungus Mortierella alpina

Mortierella alpina is a filamentous fungus commonly found in soil, which is able to produce large amount of polyunsaturated fatty acids. l-Fucose is an important sugar found in a diverse range of organisms, playing a variety of biological roles. In this study, we characterized the de novo biosynthetic pathway of GDP-l-fucose (the nucleotide-activated form of l-fucose) in M. alpina. Genes encoding GDP-d-mannose 4,6-dehydratase (GMD) and GDP-keto-6-deoxymannose 3,5-epimerase/4-reductase (GMER) were expressed heterologously in Escherichia coli. The recombinant enzymes were produced as His-tagged fusion proteins. Conversion of GDP-mannose to GDP-4-keto-6-deoxy mannose by GMD and GDP-4-keto-6-deoxy mannose to GDP-l-fucose by GMER were analyzed by capillary electrophoresis, electro-spray ionization-mass spectrometry, and nuclear magnetic resonance spectroscopy. The km values of GMD for GDP-mannose and GMER for GDP-4-keto-6-deoxy mannose were determined to be 0.77 mM and 1.047 mM, respectively. Both NADH and NADPH may be used by GMER as the coenzyme. The optimum temperature and pH were determined to be 37 °C and pH 9.0 (GMD) or pH 7.0 (GMER). Divalent cations are not required for GMD and GMER activity, and the activities of both enzymes may be enhanced by DTT. To our knowledge this is the first report on the characterization of GDP-l-fucose biosynthetic pathway in fungi.

Exploiting nucleotidylyltransferases to prepare sugar nucleotides

(Graph Presented) Enzymatic approaches to prepare sugar nucleotides are gaining in importance and offer several advantages over chemical synthesis including high yields and stereospecificity. We report the cloning, expression, and purification of two new wild-type thymidylyltransferases and observed catalysis with a wide variety of substrates. Significant product inhibition was not observed with the enzymes studied over a 24 h period, enabling the efficient preparation of 15 sugar nucleotides, clearly demonstrating the synthetic utility of these biocatalysts.

Process for preparing nucleotide inhibitors of glycosyltransferases

Nucleotide linked 2-deoxy-2-fluoroglycosides are employed as potent competitive inhibitors of glycosyltransferases. More particularly, uridine-5'-diphospho-2-deoxy-2-fluoro-galactose (UDP-2F-Gal), guanidine-5'-diphospho-2-deoxy-2-fluoro-L-fucose (GDP-2F-Fuc), uridine-51-diphospho-2-deoxy-2-fluoro-D-glucose (UDP-2F-Glu), guanosine-5'-diphospho-2-deoxy-2-fluoro-D-mannose (GDP-2F-Man), cytosine-5'-monophospho-2-deoxy-2-fluoro-D-sialic acid, and cytosine-5'-monophospho-2-deoxy-2-KDO may be employed as inhibitors of β-1,4-galactosyltransferase, α-1,3-fucosyltransferase, glucosyltransferases, N-acetylglucosaminyltransferases, (α-mannosyltransferases, α-sialyltransferases, and KDO-transferases, respectively. Synthesis of nucleotide-linked-2-deoxy-2-fluoroglycosides is achieved using either chemoenzymatic or chemical methodologies.

Synthesis of guanosine 5′-(β-L-fucopyranosyl)-diphosphate revisited

It will be demonstrated that a successful synthesis of β-L-fucopyranose-1-phosphate (2), a key intermediate in the preparation of guanosine 5′-(β-L-fucopyranose)-diphosphate (1), strongly depends on the nature of the acyl protecting groups for the non-anomeric hydroxyl functions. Thus, the perbenzoylated, instead of peracetylated, α-L-fucopyranosyl trichloroacetimidate (11) or the corresponding ethyl β-thiofucopyranoside proved to be a convenient starting compound for the preparation of 2. Further, condensation of N,N'-dicyclohexyl-4-morpholinecarboxamidinium guanosine 5′-morpholidophosphate with excess 2 gave the title compound without concomitant formation of bisguanosine-5′-diphosphate (16).

An approach towards the synthesis of 1,2-trans glycosyl phosphates via iodonium ion assisted activation of thioglycosides

Phosphorylation of benzoylated ethyl 1,2-trans 1-thioglycosides with dibenzyl phosphate in the presence of NIS gave, after removal of all protecting groups, 1,2-trans glycosyl phosphates. The scope of the stereoselective method was demonstrated by the syn