Date published: 2025-10-20

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Globotriose (CAS 66580-68-5)

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CAS Number:
66580-68-5
Molecular Weight:
504.44
Molecular Formula:
C18H32O16
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Globotriose, formally known as Gal(α1-4)Gal(β1-4)Glc, is a trisaccharide consisting of two galactose molecules and one glucose molecule. It plays a critical role in the study of microbial pathogenesis, particularly in research related to bacterial infections that target the human kidney and urinary tract. Globotriose is the specific receptor for the binding of Shiga-like toxin produced by pathogenic strains of E. coli, which is a primary causative agent of hemolytic uremic syndrome, a severe condition following E. coli infections. In scientific research, globotriose is extensively used to understand the biochemical basis of host-pathogen interactions. Studies involving this trisaccharide help explain how bacteria recognize and adhere to host cells via carbohydrate-specific interactions, which is crucial for developing strategies to inhibit bacterial adhesion and colonization. The structural analysis of globotriose and its binding affinities with bacterial adhesins and toxins provides insights into the molecular mechanisms of infection. Additionally, globotriose is used in the development of synthetic vaccines where mimicking the structure of key bacterial binding sites can induce an immune response without the presence of the pathogen. This approach has implications for the design of broad-spectrum vaccines against a variety of pathogenic bacteria that utilize similar mechanisms for host interaction.


Globotriose (CAS 66580-68-5) References

  1. Determination of the cell adhesion specificity of Streptococcus suis with the complete set of monodeoxy analogues of globotriose.  |  Haataja, S., et al. 1999. Glycoconj J. 16: 67-71. PMID: 10580652
  2. Synthesis of selected aminodeoxy analogues of galabiose and globotriose.  |  Hansen, HC. and Magnusson, G. 1999. Carbohydr Res. 322: 166-80. PMID: 10637981
  3. Neutralization of Shiga toxins Stx1, Stx2c, and Stx2e by recombinant bacteria expressing mimics of globotriose and globotetraose.  |  Paton, AW., et al. 2001. Infect Immun. 69: 1967-70. PMID: 11179385
  4. Efficient chemoenzymatic synthesis of globotriose and its derivatives with a recombinant alpha-(1-->4)-galactosyltransferase.  |  Zhang, J., et al. 2002. Carbohydr Res. 337: 969-76. PMID: 12039536
  5. Overexpression and biochemical characterization of beta-1,3-N-acetylgalactosaminyltransferase LgtD from Haemophilus influenzae strain Rd.  |  Shao, J., et al. 2002. Biochem Biophys Res Commun. 295: 1-8. PMID: 12083757
  6. Large scale in vivo synthesis of globotriose and globotetraose by high cell density culture of metabolically engineered Escherichia coli.  |  Antoine, T., et al. 2005. Biochimie. 87: 197-203. PMID: 15760713
  7. A one-pot approach to bio-synthesize globotriose and its derivatives from simpler substrates.  |  Zhao, X., et al. 2014. Eur J Med Chem. 80: 423-7. PMID: 24796882
  8. Efficient and regioselective synthesis of globotriose by a novel α-galactosidase from Bacteroides fragilis.  |  Gong, W., et al. 2016. Appl Microbiol Biotechnol. 100: 6693-6702. PMID: 27020280
  9. Designer biocatalysts for direct incorporation of exogenous galactose into globotriose.  |  Long, L., et al. 2020. Biotechnol Bioeng. 117: 285-290. PMID: 31631323
  10. Synthesis of some divalent O- and S-glycosides of galabiose and globotriose.  |  Hansen, HC. and Magnusson, G. 1998. Carbohydr Res. 307: 243-51. PMID: 9675366

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Globotriose, 500 µg

sc-257557
500 µg
$395.00