An inhibitor of mucin synthesis
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Product Type

Biochemicals

Research Area

Cancer
Cell Death
Cell Migration & Metastasis

Application

Benzyl-2-acetamido-2-deoxy-α-D-galactopyranoside

Item No. 31747

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
phenylmethyl 2-(acetylamino)-2-deoxy-α-D-galactopyranoside
CAS Number
3554-93-6
Synonyms
  • Benzyl N-acetyl-α-D-galactosaminide
  • Benzyl-α-GalNAc
Molecular Formula
C15H21NO6
Formula Weight
311.3
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 1 mg/ml
SMILES
CC(N[C@H]([C@H]([C@H]([C@H](O1)CO)O)O)[C@H]1OCC2=CC=CC=C2)=O
InChi Code
InChI=1S/C15H21NO6/c1-9(18)16-12-14(20)13(19)11(7-17)22-15(12)21-8-10-5-3-2-4-6-10/h2-6,11-15,17,19-20H,7-8H2,1H3,(H,16,18)/t11-,12-,13+,14-,15+/m1/s1
InChi Key
SKOZFDIGKDPQBO-QMIVOQANSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    25 mg

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    100 mg

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    250 mg

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    Product Description

    Benzyl-2-acetamido-2-deoxy-α-D-galactopyranoside (benzyl-α-GalNAc) is an inhibitor of mucin synthesis.1,2,3 It inhibits glucosamine labeling, a marker of mucin synthesis, in Caco-2, HT-29, and T84 colon cancer cells when used at a concentration of 2 mM.1 Benzyl-α-GalNAc (0.4, 0.6, and 0.8 mg/ml) enhances cell death induced by 5-fluorouracil (Item No. 14416) in Capan-1 and HPAF-II cells.2 LS 174T colon cancer cells grown in the presence of benzyl-α-GalNAc exhibit reduced liver metastasis in a mouse xenograft model compared with control LS 174T cells.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Niv, Y., Byrd, J.C., Ho, S.B., et al. Mucin synthesis and secretion in relation to spontaneous differentiation of colon cancer cells in vitro. Int. J. Cancer 50(1), 147-152 (1992).

    2. Kalra, A.V., and Campbell, R.B. Mucin impedes cytotoxic effect of 5-FU against growth of human pancreatic cancer cells: Overcoming cellular barriers for therapeutic gain. Br. J. Cancer 97(7), 910-918 (2007).

    3. Bresalier, R.S., Niv, Y., Byrd, J.C., et al. Mucin production by human colonic carcinoma cells correlates with their metastatic potential in animal models of colon cancer metastasis. J. Clin. Invest. 87(3), 1037-1045 (1991).