Date published: 2026-4-25

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6-Deoxy-6-fluoro-D-galactose (CAS 447-25-6)

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CAS Number:
447-25-6
Molecular Weight:
182.15
Molecular Formula:
C6H11FO5
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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6-Deoxy-6-fluoro-D-galactose, a fluorinated derivative of D-galactose, has gained significant attention in glycobiology research due to its unique structural modifications and implications for studying carbohydrate-related processes. Its substitution with a fluorine atom at the C-6 position provides researchers with a valuable tool for investigating the effects of fluorination on glycan structure, function, and recognition by carbohydrate-binding proteins. Studies have shown that the introduction of a fluorine atom alters the conformational dynamics and physicochemical properties of the sugar, leading to changes in its interactions with lectins, glycosyltransferases, and other glycan-processing enzymes. This compound has been extensively utilized in the synthesis of fluorinated glycoconjugates, glycomimetics, and glycan microarrays for probing carbohydrate-protein interactions, glycan biosynthesis pathways, and molecular recognition events. Additionally, 6-Deoxy-6-fluoro-D-galactose serves as a valuable substrate for enzymatic and chemoenzymatic glycosylation reactions, facilitating the generation of fluorinated oligosaccharides and glycoconjugates with tailored properties for various research applications, including glycobiology, chemical biology, and drug discovery. Its versatility and synthetic accessibility make it an indispensable tool for advancing our understanding of carbohydrate biology and exploiting fluorinated sugars for diverse research endeavors.


6-Deoxy-6-fluoro-D-galactose (CAS 447-25-6) References

  1. UDP-6-deoxy-6-fluoro-alpha-D-galactose binds to two different galactosyltransferases, but neither can effectively catalyze transfer of the modified galactose to the appropriate acceptor.  |  Schengrund, CL. and Kovác, P. 1999. Carbohydr Res. 319: 24-8. PMID: 10520253
  2. Ligand recognition by the lactose permease of Escherichia coli: specificity and affinity are defined by distinct structural elements of galactopyranosides.  |  Sahin-Tóth, M., et al. 2000. Biochemistry. 39: 5097-103. PMID: 10819976
  3. Developing an asymmetric, stereodivergent route to selected 6-deoxy-6-fluoro-hexoses.  |  Caravano, A., et al. 2009. Org Biomol Chem. 7: 996-1008. PMID: 19225683
  4. Obtaining Pure 1H NMR Spectra of Individual Pyranose and Furanose Anomers of Reducing Deoxyfluorinated Sugars.  |  Poškaitė, G., et al. 2023. J Org Chem. 88: 13908-13925. PMID: 37754916
  5. The use of deoxyfluoro-D-galactopyranoses in a study of yeast galactokinase specificity.  |  Thomas, P., et al. 1974. Biochem J. 139: 661-4. PMID: 4369372
  6. Fluorocarbohydrates. XXIV. Chemical and enzymic reduction and phosphorylation of 6-deoxy-6-fluoro- -D-galactose.  |  Kent, PW. and Wright, JR. 1972. Carbohydr Res. 22: 193-200. PMID: 5048299
  7. Structural requirements for active intestinal sugar transport. The involvement of hydrogen bonds at C-1 and C-6 of the sugar.  |  Barnett, JE., et al. 1968. Biochem J. 109: 61-7. PMID: 5669849
  8. Effects of a membrane sugar analogue, 6-deoxy-6-fluoro-D-galactose, on the L1210 leukemic cell ectosialyltransferase system.  |  Morin, MJ., et al. 1983. Biochem Pharmacol. 32: 553-61. PMID: 6847704
  9. Halogenated L-fucose and D-galactose analogues: synthesis and metabolic effects.  |  Sufrin, JR., et al. 1980. J Med Chem. 23: 143-9. PMID: 7359528
  10. Equilibrium and transient kinetic studies of the binding of cytochalasin B to the L-arabinose-H+ symport protein of Escherichia coli. Determination of the sugar binding specificity of the L-arabinose-H+ symporter.  |  Walmsley, AR., et al. 1993. Eur J Biochem. 215: 43-54. PMID: 8344284

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

6-Deoxy-6-fluoro-D-galactose, 10 mg

sc-221099
10 mg
$320.00