Date published: 2025-9-18

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1-Azido-1-deoxy-β-D-galactopyranoside (CAS 35899-89-9)

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Alternate Names:
Beta-D-galactopyranosyl azide
CAS Number:
35899-89-9
Purity:
≥97%
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.

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1-Azido-1-deoxy-β-D-galactopyranoside is a pivotal compound in carbohydrate chemistry and bioconjugation research, extensively used to study glycosylation processes and enzyme mechanisms. The azido group at the anomeric carbon replaces the hydroxyl group, introducing a reactive handle that facilitates click chemistry reactions, particularly the copper-catalyzed azide-alkyne cycloaddition (CuAAC). This property makes it a valuable tool for labeling and modifying carbohydrates, proteins, and other biomolecules. In research, 1-Azido-1-deoxy-β-D-galactopyranoside is used to investigate the specificity and activity of galactosidases and glycosyltransferases, enzymes that play critical roles in the synthesis and breakdown of galactose-containing glycoconjugates. The compound′s azido functionality allows it to be incorporated into glycan structures, enabling the tracking and visualization of glycosylation pathways using fluorescent or other detectable tags. Researchers utilize this compound to study carbohydrate-protein interactions, providing insights into molecular recognition processes essential for cell-cell communication, adhesion, and signaling. Additionally, this compound is instrumental in the synthesis of modified glycans and glycoproteins, aiding in the exploration of their structural and functional roles in biological systems. By employing 1-Azido-1-deoxy-β-D-galactopyranoside, scientists can dissect complex glycosylation pathways and develop novel biochemical tools to advance the understanding of glycoscience and its implications in various biological processes.


1-Azido-1-deoxy-β-D-galactopyranoside (CAS 35899-89-9) References

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  3. Heterogeneous catalysis for azide-alkyne bioconjugation in solution via spin column: Attachment of dyes and saccharides to peptides and DNA.  |  Kallick, J., et al. 2015. Biotechniques. 59: 329-30, 332, 334. PMID: 26651512
  4. Pillar[5]arene-Based Glycoclusters: Synthesis and Multivalent Binding to Pathogenic Bacterial Lectins.  |  Buffet, K., et al. 2016. Chemistry. 22: 2955-63. PMID: 26845383
  5. Carbon-1 versus Carbon-3 Linkage of d-Galactose to Porphyrins: Synthesis, Uptake, and Photodynamic Efficiency.  |  Pereira, PMR., et al. 2018. Bioconjug Chem. 29: 306-315. PMID: 29313666
  6. Carbosilane Glycodendrimers for Anticancer Drug Delivery: Synthetic Route, Characterization, and Biological Effect of Glycodendrimer-Doxorubicin Complexes.  |  Müllerová, M., et al. 2022. Biomacromolecules. 23: 276-290. PMID: 34928129
  7. Modifications of geldanamycin via CuAAC altering affinity to chaperone protein Hsp90 and cytotoxicity.  |  Skrzypczak, N., et al. 2023. Eur J Med Chem. 256: 115450. PMID: 37210951
  8. Programmable Monodisperse Glyco-Multivalency Using Self-Assembled Coordination Cages as Scaffolds.  |  Pritchard, C., et al. 2023. ACS Appl Mater Interfaces. 15: 36052-36060. PMID: 37486195
  9. Hydrolytically stable bioactive synthetic glycopeptide homo-and copolymers by combination of NCA polymerization and click reaction[J].  |  Huang J, Habraken G, Audouin F. 2010. Macromolecules,., 43(14):: 6050-6057.
  10. Synthesis and cellular properties of Near-IR BODIPY–PEG and carbohydrate conjugates[J].  |  Uppal T, Bhupathiraju N V S D K, Vicente M G H. 2013,. Tetrahedron,. 69(23):: 4687-4693.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

1-Azido-1-deoxy-β-D-galactopyranoside, 500 mg

sc-255792
500 mg
$186.00