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4-Deoxy-4-fluoro-D-galactose (CAS 40010-20-6)

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Alternate Names:
4-Fluoro-4-deoxy-D-galactopyranose
CAS Number:
40010-20-6
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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4-Deoxy-4-fluoro-D-galactose, a fluorinated analog of D-galactose, has garnered attention in scientific research due to its unique structural properties and potential applications in various biochemical studies. One of its key mechanisms of action lies in its ability to act as a substrate analogue for enzymes involved in carbohydrate metabolism, particularly those that utilize D-galactose as a substrate. Research has shown that 4-deoxy-4-fluoro-D-galactose can competitively inhibit these enzymes, leading to alterations in glycosylation patterns and affecting cellular processes such as cell adhesion, signaling, and immune response. Additionally, this chemical has been employed in studies investigating the role of sugar analogues in cell signaling pathways, highlighting its utility in elucidating molecular mechanisms underlying cellular processes. Furthermore, 4-deoxy-4-fluoro-D-galactose has been utilized as a tool for probing the specificity and kinetics of glycosyltransferases and glycosidases, shedding light on the intricacies of carbohydrate biosynthesis and degradation pathways. Its unique fluorinated moiety also renders it amenable to spectroscopic analysis techniques, facilitating its use in structural and functional studies of carbohydrate-binding proteins and enzymes. Overall, 4-deoxy-4-fluoro-D-galactose presents a valuable tool for investigating carbohydrate metabolism, cell signaling, and glycosylation processes in scientific research contexts, offering insights into fundamental biological mechanisms.


4-Deoxy-4-fluoro-D-galactose (CAS 40010-20-6) References

  1. Imino sugars are potent agonists of the human glucose sensor SGLT3.  |  Voss, AA., et al. 2007. Mol Pharmacol. 71: 628-34. PMID: 17110502
  2. 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
  3. Carbohydrate binding specificity of four N-acetyl-D-galactosamine- 'specific' lectins: Helix pomatia A hemagglutinin, soy bean agglutinin, lima bean lectin, and Dolichos biflorus lectin.  |  Hammarström, S., et al. 1977. Biochemistry. 16: 2750-5. PMID: 560855
  4. The carbon-13 nuclear magnetic resonance spectra of the deoxyfluoro-D-glucoses, 2-deoxy-2-fluoro-D-mannose, and 4-deoxy-4-fluoro-D-galactose. Orientational and substituent effects upon n J FC  |  Wray, V. 1976. Journal of the Chemical Society, Perkin Transactions 2. (13): 1598-1605.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

4-Deoxy-4-fluoro-D-galactose, 5 mg

sc-216821
5 mg
$360.00