Date published: 2025-10-15

1-800-457-3801

SCBT Portrait Logo
Seach Input

6-Azido-6-deoxy-D-galactose (CAS 66927-03-5)

0.0(0)
Write a reviewAsk a question

CAS Number:
66927-03-5
Purity:
≥95%
Molecular Weight:
205.17
Molecular Formula:
C6H11N3O5
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

QUICK LINKS

6-Azido-6-deoxy-D-galactose is a modified sugar where the hydroxyl group at the sixth carbon is replaced by an azido group. This compound is extensively utilized in biochemical and molecular research due to its unique chemical properties and reactivity. The azido group provides a bioorthogonal handle for click chemistry reactions, enabling the specific labeling and modification of biomolecules without interfering with natural biological processes. Researchers leverage 6-azido-6-deoxy-D-galactose in glycan engineering to incorporate azide groups into glycoconjugates. This allows for the subsequent attachment of probes, fluorophores, or other functional groups using copper-catalyzed azide-alkyne cycloaddition (CuAAC), facilitating the study of glycan structure and function. In enzymology, 6-azido-6-deoxy-D-galactose is used as a substrate to investigate the activity and specificity of galactosyltransferases and other glycosylation enzymes. These studies are critical for understanding the biosynthesis of complex carbohydrates and their roles in cell-cell communication, immune recognition, and pathogen interactions. Additionally, the incorporation of 6-azido-6-deoxy-D-galactose into glycoproteins and glycolipids allows researchers to explore the dynamics of glycan turnover and trafficking within cells. Overall, 6-azido-6-deoxy-D-galactose is a valuable tool in glycobiology and bioorthogonal chemistry, providing insights into glycan biosynthesis, enzyme mechanisms, and the development of novel biomolecular probes.


6-Azido-6-deoxy-D-galactose (CAS 66927-03-5) References

  1. Studies on the substrate specificity of Escherichia coli galactokinase.  |  Yang, J., et al. 2003. Org Lett. 5: 2223-6. PMID: 12816414
  2. Structure-based enhancement of the first anomeric glucokinase.  |  Yang, J., et al. 2004. Chembiochem. 5: 992-6. PMID: 15239058
  3. Structure-based engineering of E. coli galactokinase as a first step toward in vivo glycorandomization.  |  Yang, J., et al. 2005. Chem Biol. 12: 657-64. PMID: 15975511
  4. Neoglycorandomization and chemoenzymatic glycorandomization: two complementary tools for natural product diversification.  |  Langenhan, JM., et al. 2005. J Nat Prod. 68: 1696-711. PMID: 16309329
  5. Selective detection of sugar phosphates by capillary electrophoresis/mass spectrometry and its application to an engineered E. coli host.  |  Hui, JP., et al. 2007. Chembiochem. 8: 1180-8. PMID: 17562551
  6. Deoxygenative olefination reaction as the key step in the syntheses of deoxy and iminosugars.  |  Chang Hsu, Y. and Hwu, JR. 2012. Chemistry. 18: 7686-90. PMID: 22615220
  7. Post-click labeling enables highly accurate single cell analyses of glucose uptake ex vivo and in vivo.  |  Tsuchiya, M., et al. 2024. Commun Biol. 7: 459. PMID: 38627603
  8. Enzymatic/chemical synthesis and biological evaluation of seven-membered iminocyclitols.  |  Morís-Varas, et al. 1996. Journal of the American Chemical Society. 118.33: 7647-7652.
  9. New evidence for isomerism of the formazyl group. Synthesis of selectively protected 2-deoxy-galactose formazans.  |  Zsoldos-Mády, Virág, et al. 2001. Journal of carbohydrate chemistry. 20.7-8: 747-754.
  10. 6-Azido d-galactose transfer to N-acetyl-d-glucosamine derivative using commercially available β-1, 4-galactosyltransferase.  |  Bosco, Michaël, et al. 2008. Tetrahedron Letters. 49.14: 2294-2297.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

6-Azido-6-deoxy-D-galactose, 50 mg

sc-256972
50 mg
$196.00