A galectin-binding diglycan
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Product Categories

Product Type

Biochemicals

Research Area

Endocrinology & Metabolism
Carbohydrate Metabolism

Thiodigalactoside

Item No. 17154

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
β-D-galactopyranosyl 1-thio-β-D-galactopyranoside
CAS Number
51555-87-4
Synonyms
  • D-Galactopyranosyl-β-D-thiogalactopyranoside
  • Galactosyl 1-thiogalactoside
  • TDG
Molecular Formula
C12H22O10S
Formula Weight
358.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 1 mg/mlDMSO: 20 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
O[C@@H]1[C@H](O)[C@@H](O)[C@H](S[C@@]2([H])[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O2)O[C@@H]1CO
InChi Code
InChI=1S/C12H22O10S/c13-1-3-5(15)7(17)9(19)11(21-3)23-12-10(20)8(18)6(16)4(2-14)22-12/h3-20H,1-2H2/t3-,4-,5+,6+,7+,8+,9-,10-,11+,12+/m1/s1
InChi Key
SYKYBMOFPMXDRQ-ZFDCCPEWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    25 mg

    $49

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    50 mg

    $93

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    100 mg

    $132

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    250 mg

    $190

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    Product Description

    Galectins are a family of glycan-binding lectins with diverse regulatory roles in physiological processes.1,2 They have significant roles in inflammation and cancer.1,2 Thiodigalactoside is a diglycan that binds galectins-1, -3, -8, and -9 with Kd values between 24 and 78 µM.3,4 It is used to investigate the roles of these galectins in cell signaling and carcinogenesis.5,6,7

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ebrahim, A.H., Alalawi, Z., Mirandola, L., et al. Galectins in cancer: Carcinogenesis, diagnosis and therapy. Ann. Transl. Med. 2(9), 88-95 (2014).

    2. Than, N.G., Romero, R., Balogh, A., et al. Galectins: Double-edged swords in the cross-roads of pregnancy complications and female reproductive tract inflammation and neoplasia. J. Pathol. Transl. Med. 49(3), 181-208 (2015).

    3. Salameh, B.A., Cumpstey, I., Sundin, A., et al. 1H-1,2,3-triazol-1-yl thiodigalactoside derivatives as high affinity galectin-3 inhibitors. Bioorg. Med. Chem. 18(14), 5367-5378 (2010).

    4. van Hattum, H., Branderhorst, H.M., Moret, E.E., et al. Tuning the preference of thiodigalactoside- and lactosamine-based ligands to galectin-3 over galectin-1. J. Med. Chem. 56(3), 1350-1354 (2013).

    5. Ito, K., Scott, S.A., Cutler, S., et al. Thiodigalactoside inhibits murine cancers by concurrently blocking effects of galectin-1 on immune dysregulation, angiogenesis and protection against oxidative stress. Angiogenesis 14(3), 293-307 (2011).

    6. Kuo, P., Bratman, S.V., Shultz, D.B., et al. Galectin-1 mediated radiation-related lymphopenia and attenuates NSCLC radiation response. Clin. Cancer Res. 20(21), 5558-5569 (2014).

    7. Mukherjee, R., Kim, S.W., Park, T., et al. Targeted inhibition of galectin 1 by thiodigalactoside dramatically reduces body weight gain in diet-induced obese rats. Int. J. Obes. (Lond) 39(9), 1349-1358 (2015).