A glycosphingolipid and TACA
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Globo H

Item No. 36243

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-O-[O-6-deoxy-α-L-galactopyranosyl-(1→2)-O-β-D-galactopyranosyl-(1→3)-O-2-(acetylamino)-2-deoxy-β-D-galactopyranosyl-(1→3)-O-α-D-galactopyranosyl-(1→4)-O-β-D-galactopyranosyl-(1→4)-β-D-glucopyranosyl]-ceramide
CAS Number
77538-31-9
Synonyms
  • Fucα1→2Galβ1→3GalNAcβ1→3Galα1→4Galβ1→4Glcβ-Cer
Molecular Formula
C78H142N2O32 (for docosanoyl)
Formula Weight
1620.0
Purity
≥95% (mixture of fatty acid chains)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Methanol: Soluble
SMILES
O[C@@H]([C@H](O[C@H]1O[C@@H]2[C@H]([C@H](O[C@@H]([C@@H]2O)CO)O[C@H]3[C@H](O[C@H]([C@@H]([C@H]3O)O)O[C@@H]4[C@H](O[C@H]([C@@H]([C@H]4O)O)OC[C@@H]([C@H](O)/C=C/CCCCCCCCCCCCC)NC([R])=O)CO)CO)O)CO)[C@H](O[C@@H]5O[C@@H]([C@@H]([C@@H]([C@H]5O[C@@H]6O[C@H]([C@H]([C@H]([C@@H]6O)O)O)C)O)O)CO)[C@H]1NC(C)=O
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    500 µg

    $599

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    Product Description

    Globo H is a glycosphingolipid and tumor-associated carbohydrate antigen (TACA).1,2 It is present on the surface of cancer cells, including breast and pancreatic cancer cells, and is involved in tumor immune evasion and angiogenesis.3 Globo H has been found in undifferentiated human embryonic stem cells (hESCs), and increased plasma levels of anti-globo H antibodies are associated with breast cancer.4,5 This product contains globo H molecular species with primarily C22:0 fatty acyl chains. As this product is derived from a natural source, there may be variations in the sphingoid backbone.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yu, J., Hung, J.-T., Wang, S.-H., et al. Targeting glycosphingolipids for cancer immunotherapy. FEBS Lett. 594(22), 3602-3618 (2020).

    2. Berois, N., Pittini, A., and Osinaga, E. Targeting tumor glycans for cancer therapy: Successes, limitations, and perspectives. Cancers (Basel) 14(3), 645 (2022).

    3. Sigal, D.S., Hermel, D.J., Hsu, P., et al. The role of Globo H and SSEA-4 in the development and progression of cancer, and their potential as therapeutic targets. Future Oncol. 18(1), 117-134 (2022).

    4. Liang, Y.-J., Kuo, H.-H., Lin, C.-H., et al. Switching of the core structures of glycosphingolipids from globo- and lacto- to ganglio-series upon human embryonic stem cell differentiation. Proc. Natl. Acad. Sci. U.S.A. 107(52), 22564-22569 (2010).

    5. Wang, C.-C., Huang, Y.-L., Ren, C.-T., et al. Glycan microarray of Globo H and related structures for quantitative analysis of breast cancer. Proc. Natl. Acad. Sci. U.S.A. 105(33), 11661-11666 (2008).