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D-Galactopyranosyl-β-D-thiogalactopyranoside (CAS 51555-87-4)

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Alternate Names:
Thiodigalactoside; TDG
Application:
D-Galactopyranosyl-β- D-thiogalactopyranoside is often used to study galectins and their roles in inflammation and cancer
CAS Number:
51555-87-4
Purity:
≥98%
Molecular Weight:
358.36
Molecular Formula:
C12H22O10S
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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D-Galactopyranosyl-β- D-thiogalactopyranoside (Thiodigalactoside) is a compound belonging to the dihexoses (disaccharides containing two hexose carbohydrates). Thiodigalactoside is known to target galectin-1, heat-labile enterotoxin b chain, neurocan core protein, and lactose permease.

D-Galactopyranosyl-β- D-thiogalactopyranoside is often used to study galectins, a family of glycan-binding lectins with diverse regulatory roles in physiological processes. Galectins have significant roles in inflammation and cancer. Thiodigalactoside is a diglycan that binds galectins-1, -3, -8, and -9 with Kd values between 24 and 78 µM. It is used to investigate the roles of these galectins in cell signaling and carcinogenesis.


D-Galactopyranosyl-β-D-thiogalactopyranoside (CAS 51555-87-4) References

  1. Binding of enzyme IIAGlc, a component of the phosphoenolpyruvate:sugar phosphotransferase system, to the Escherichia coli lactose permease.  |  Sondej, M., et al. 2002. Biochemistry. 41: 5556-65. PMID: 11969416
  2. Characterization of a lactose permease mutant that binds IIAGlc in the absence of ligand.  |  Sondej, M., et al. 2003. Biochemistry. 42: 9153-9. PMID: 12885249
  3. Sugar binding induces an outward facing conformation of LacY.  |  Smirnova, I., et al. 2007. Proc Natl Acad Sci U S A. 104: 16504-9. PMID: 17925435
  4. Modulated expression of adhesion molecules and galectin-1: role during mesenchymal stromal cell immunoregulatory functions.  |  Najar, M., et al. 2010. Exp Hematol. 38: 922-32. PMID: 20570633
  5. Tuning the preference of thiodigalactoside- and lactosamine-based ligands to galectin-3 over galectin-1.  |  van Hattum, H., et al. 2013. J Med Chem. 56: 1350-4. PMID: 23281927
  6. Galectin-1 mediates radiation-related lymphopenia and attenuates NSCLC radiation response.  |  Kuo, P., et al. 2014. Clin Cancer Res. 20: 5558-69. PMID: 25189484
  7. Galectins in cancer: carcinogenesis, diagnosis and therapy.  |  Ebrahim, AH., et al. 2014. Ann Transl Med. 2: 88. PMID: 25405163
  8. Galectins: Double-edged Swords in the Cross-roads of Pregnancy Complications and Female Reproductive Tract Inflammation and Neoplasia.  |  Than, NG., et al. 2015. J Pathol Transl Med. 49: 181-208. PMID: 26018511
  9. Purification in high yield and characterisation of the galactose-specific lectin from the seeds of snake gourd (Trichosanthes anguina).  |  Komath, SS., et al. 1996. Biochem Mol Biol Int. 39: 243-52. PMID: 8799450
  10. Galectin-8 tandem-repeat structure is essential for T-cell proliferation but not for co-stimulation  |  Cattaneo, V., Tribulatti, M. V., & Campetella, O. 2011. Biochemical Journal. 434(1): 153-160.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

D-Galactopyranosyl-β-D-thiogalactopyranoside, 100 mg

sc-285346
100 mg
$107.00

D-Galactopyranosyl-β-D-thiogalactopyranoside, 250 mg

sc-285346A
250 mg
$161.00