Date published: 2025-10-17

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1,2,3,4-Tetra-O-acetyl-L-fucopyranose (CAS 24332-95-4)

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Alternate Names:
1,2,3,4-Tetraacetate-6-deoxy-L-galactopyranose; L-Fucose tetraacetate; NSC 119108
Application:
1,2,3,4-Tetra-O-acetyl-L-fucopyranose is used for fluorescent imaging of fucosylated glycans
CAS Number:
24332-95-4
Purity:
≥90%
Molecular Weight:
332.30
Molecular Formula:
C14H20O9
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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1,2,3,4-Tetra-O-acetyl-L-fucopyranose, a derivative of L-fucose, has been extensively studied in scientific research for its structural and functional significance in various biological processes. One of the key research applications of this chemical lies in glycobiology, where it serves as a valuable tool for elucidating the roles of fucose-containing glycans in cellular recognition, signaling, and adhesion. By acetylating the hydroxyl groups of L-fucose, 1,2,3,4-Tetra-O-acetyl-L-fucopyranose enhances its stability and solubility, facilitating its use as a substrate in enzymatic assays and chemical syntheses aimed at probing fucose-related pathways. Moreover, 1,2,3,4-Tetra-O-acetyl-L-fucopyranose has been employed in the synthesis of complex oligosaccharides and glycoconjugates, allowing researchers to explore the structure-function relationships of fucose-containing biomolecules in biological systems. Additionally, this chemical has found utility in the development of glycan-based probes and inhibitors for studying carbohydrate-protein interactions, such as those involved in host-pathogen recognition, immune responses, and cancer metastasis. Furthermore, 1,2,3,4-Tetra-O-acetyl-L-fucopyranose has been utilized in the synthesis of carbohydrate-based vaccines, contributing to advancements in the fields of glycobiology and carbohydrate chemistry. Overall, the unique properties of 1,2,3,4-Tetra-O-acetyl-L-fucopyranose make it a versatile tool for investigating the roles of fucose-containing glycans in biological processes and developing novel strategies for targeting carbohydrate-mediated pathways in health and disease.


1,2,3,4-Tetra-O-acetyl-L-fucopyranose (CAS 24332-95-4) References

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  2. Fucose: biosynthesis and biological function in mammals.  |  Becker, DJ. and Lowe, JB. 2003. Glycobiology. 13: 41R-53R. PMID: 12651883
  3. A straightforward alpha-selective aromatic glycosylation and its application for stereospecific synthesis of 4-methylumbelliferyl alpha-T-antigen.  |  Chang, SS., et al. 2009. Carbohydr Res. 344: 432-8. PMID: 19131049
  4. Synthesis of the sodium salts of methyl 2-O-alpha-L-fucopyranosyl-alpha-L-fucopyranoside 3- and 4-sulfate.  |  Jain, RK. and Matta, KL. 1990. Carbohydr Res. 208: 51-8. PMID: 1964872
  5. Glycoconjugates of Mucochloric Acid-Synthesis and Biological Activity.  |  Żurawska, K., et al. 2023. Pharmaceuticals (Basel). 16: PMID: 37111282
  6. Chemical synthesis of -L-fucopyranosyl phosphate and -L-rhamnopyranosyl phosphate.  |  Prihar, HS. and Behrman, EJ. 1973. Biochemistry. 12: 997-1002. PMID: 4346928
  7. Preparation and properties of crystalline acetochlorofucose and its conversion into the beta-glycosides and alpha-1-phosphate of L-fucose.  |  Leaback, DH., et al. 1969. Biochemistry. 8: 1351-9. PMID: 5805286
  8. Metabolic delivery of ketone groups to sialic acid residues. Application To cell surface glycoform engineering.  |  Yarema, KJ., et al. 1998. J Biol Chem. 273: 31168-79. PMID: 9813021
  9. Building blocks for glycopeptide synthesis: Preparation of α-O-fucosylated fmoc serine and threonine in one step from L-fucose tetraacetate.  |  Elofsson, Mikael, et al. 1996. Tetrahedron letters. 37.42: 7645-7648.
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Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

1,2,3,4-Tetra-O-acetyl-L-fucopyranose, 1 g

sc-220535
1 g
$320.00