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3-Deoxy-3-fluoro-D-mannose (CAS 87764-46-3)

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Alternate Names:
3-Deoxy-3-fluoro-D-mannose
Application:
3-Deoxy-3-fluoro-D-mannose is metabolized and incorporated into the cell wall of Saccharomyces cerevisiae
CAS Number:
87764-46-3
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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3-Deoxy-3-fluoro-D-mannose is a synthetic sugar analog that has gained significant attention in biochemical and pharmaceutical research due to its unique properties and potential applications. One of the primary mechanisms of action of this compound involves its incorporation into glycoconjugates, such as glycoproteins and glycolipids, during cellular metabolism. This altered glycosylation pattern can affect various cellular processes, including cell adhesion, signaling, and recognition. In research settings, 3-Deoxy-3-fluoro-D-mannose has been utilized as a tool to probe the role of specific sugar residues in biological systems, particularly in studies focusing on carbohydrate-protein interactions and the function of glycosyltransferases. Additionally, this compound has been investigated for the development of novel antimicrobial agents targeting bacterial cell wall biosynthesis. Furthermore, 3-Deoxy-3-fluoro-D-mannose derivatives have shown promise as molecular probes for imaging techniques, such as positron emission tomography (PET), enabling the visualization and tracking of glycosylation processes in living organisms. Overall, 3-Deoxy-3-fluoro-D-mannose represents a valuable tool in glycobiology research, offering insights into the roles of carbohydrates in various biological pathways and providing opportunities for the development of diagnostic tools.


3-Deoxy-3-fluoro-D-mannose (CAS 87764-46-3) References

  1. Synthetic explorations towards 3-deoxy-3-fluoro derivatives of D-perosamine.  |  Poirot, E., et al. 2001. Carbohydr Res. 334: 195-205. PMID: 11513826
  2. History of the first synthesis of 2-deoxy-2-fluoro-D-glucose the unlabeled forerunner of 2-deoxy-2-[18F]fluoro-D-glucose.  |  Pacák, J. and Cerný, M. 2002. Mol Imaging Biol. 4: 352-4. PMID: 14537109
  3. Synthesis and purification of 2-deoxy-2-[18F]fluoro-D-glucose and 2-deoxy-2-[18F]fluoro-D-mannose: characterization of products by 1H- and 19F-NMR spectroscopy.  |  Oberdorfer, F., et al. 1986. Int J Rad Appl Instrum A. 37: 695-701. PMID: 3021670
  4. Hexose transport in L6 rat myoblasts. I. Rate-limiting step, kinetic properties, and evidence for two systems.  |  D'Amore, T. and Lo, TC. 1986. J Cell Physiol. 127: 95-105. PMID: 3958060
  5. Metabolism of 3-deoxy-3-fluoro-D-mannose and 4-deoxy-4-fluoro-D-mannose by Saccharomyces cerevisiae S288C.  |  Grier, TJ. and Rasmussen, JR. 1983. Biochem J. 209: 677-85. PMID: 6347179
  6. Preparation of 3-deoxy-3-fluoro-D-mannose and corresponding hexitol  |  Černý, Miloslav, et al. 1983. Collection of Czechoslovak chemical communications. 48: 2693.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

3-Deoxy-3-fluoro-D-mannose, 5 mg

sc-220860
5 mg
$380.00