Molecular structure of Benzyl-2-acetamido-2-deoxy-α-D-galactopyranoside, CAS Number: 3554-93-6
Benzyl-2-acetamido-2-deoxy-α-D-galactopyranoside (CAS 3554-93-6)
See product citations (2)
Alternate Names:
Benzyl-2-acetamido-2-deoxy-α-D-galactopyranoside is also known as Benzyl N-acetyl-α-D-galactosaminide.
Application:
Benzyl-2-acetamido-2-deoxy-α-D-galactopyranoside is an inhibitor of O-linked glycosylation in a variety of cell lines.
CAS Number:
3554-93-6
Purity:
≥95%
Molecular Weight:
311.33
Molecular Formula:
C15H21NO6
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Benzyl-2-acetamido-2-deoxy-α-D-galactopyranoside is used as an inhibitor of O-linked glycosylation in a variety of cell lines. Benzyl-2-acetamido-2-deoxy-a-D-galactopyranoside also inhibits 2,3(O)-sialyltransferase and disrupts glycoprotein targeting in HT-29 cells. Benzyl-2-acetamido-2-deoxy-α-D-galactopyranoside can serve as a substrate for N-acetyl-b-D-glucosaminyltransferase. In Capan-1 and HPAF-II cells, Benzyl-2-acetamido-2-deoxy-α-D-galactopyranoside enhanced cell death induced by 5-fluorouracil.
Benzyl-2-acetamido-2-deoxy-α-D-galactopyranoside (CAS 3554-93-6) References
- Expression of mucin-associated sulfo-Lea carbohydrate epitopes on human colon carcinoma cells. | Tsuiji, H., et al. 1998. Jpn J Cancer Res. 89: 1267-75. PMID: 10081487
- O-linked glycans mediate apical sorting of human intestinal sucrase-isomaltase through association with lipid rafts. | Alfalah, M., et al. 1999. Curr Biol. 9: 593-6. PMID: 10359703
- Intestinal dipeptidyl peptidase IV is efficiently sorted to the apical membrane through the concerted action of N- and O-glycans as well as association with lipid microdomains. | Alfalah, M., et al. 2002. J Biol Chem. 277: 10683-90. PMID: 11773049
- Benzyl-N-acetyl-alpha-D-galactosaminide induces a storage disease-like phenotype by perturbing the endocytic pathway. | Ulloa, F. and Real, FX. 2003. J Biol Chem. 278: 12374-83. PMID: 12538583
- Inhibition of the O-glycan elongation limits MUC1 incorporation to cell membrane of human endometrial carcinoma cells. | Porowska, H., et al. 2004. Int J Mol Med. 13: 459-64. PMID: 14767580
- Enterovirus 70 binds to different glycoconjugates containing alpha2,3-linked sialic acid on different cell lines. | Nokhbeh, MR., et al. 2005. J Virol. 79: 7087-94. PMID: 15890948
- The influence of N- and O-glycosylation inhibitors on the glycosylation profile of cellular membrane proteins and adhesive properties of carcinoma cell lines. | Paszkiewicz-Gadek, A., et al. 2006. Int J Mol Med. 17: 669-74. PMID: 16525726
- Sialylated glycans as receptor and inhibitor of enterovirus 71 infection to DLD-1 intestinal cells. | Yang, B., et al. 2009. Virol J. 6: 141. PMID: 19751532
- Benzyl-2-Acetamido-2-Deoxy-α-d-Galactopyranoside Increases Human Immunodeficiency Virus Replication and Viral Outgrowth Efficacy In Vitro. | Olvera, A., et al. 2017. Front Immunol. 8: 2010. PMID: 29472913
- Characterization of human colon carcinoma variant cells selected for sialyl Lex carbohydrate antigen: liver colonization and adhesion to vascular endothelial cells. | Izumi, Y., et al. 1995. Exp Cell Res. 216: 215-21. PMID: 7529188
- Benzyl-N-acetyl-alpha-D-galactosaminide inhibits the sialylation and the secretion of mucins by a mucin secreting HT-29 cell subpopulation. | Delannoy, P., et al. 1996. Glycoconj J. 13: 717-26. PMID: 8909998
- Infection of glial cells by the human polyomavirus JC is mediated by an N-linked glycoprotein containing terminal alpha(2-6)-linked sialic acids. | Liu, CK., et al. 1998. J Virol. 72: 4643-9. PMID: 9573227
- Permanent exposure of mucin-secreting HT-29 cells to benzyl-N-acetyl-alpha-D-galactosaminide induces abnormal O-glycosylation of mucins and inhibits constitutive and stimulated MUC5AC secretion. | Hennebicq-Reig, S., et al. 1998. Biochem J. 334 (Pt 1): 283-95. PMID: 9693131
Inhibitor of:
β-1,4-Gal-T1, β-1,4-GalNAc-T2, β-1,4-GalNAc-T3, β3Gn-T9, ALG9, Blood Group B antigen, FucT-l, FucT-VI, FucT-XI, FUT1, galectin-14, GalNAc-T7, GalNAc-TL1, GalNAc-TL2, GalNAc-TL4, GalNAcT-2, Ggta1, Glt28d2, Glycophorin B, GTDC1, ISPD, KDELC2, LSECtin, MPDU1, Mucin 10, Mucin 19, Mucin 21, Mucin 22, O-GlcNAc transferase, PIG-G, Sialyltransferase 7B, Sialyltransferase 7E, SLC35D3, SLC35E1, SLC35E3, SSEA-4, St3Gal-I, St3Gal-II, ST8Sia III, Thomsen-Friedenreich, UAP1L1, XylT-II, and ZG16.Activator of:
β-1,3-Gal-T2, β-1,4-Gal-T1, β-1,4-GalNAc-T4, FLJ23356, FucT-IV, GalNAc-T11, GalNAc-T17, GalNAc4ST-1, GCNT1, GnT-IVH, Mucin 15, O-GlcNAc, OST48, and ST6GAL2.Substrate of:
Enzyme.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Benzyl-2-acetamido-2-deoxy-α-D-galactopyranoside, 100 mg | sc-203427 | 100 mg | $350.00 | |||
Benzyl-2-acetamido-2-deoxy-α-D-galactopyranoside, 1 g | sc-203427A | 1 g | $3122.00 |