200100

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

Used as an inhibitor of O-linked glycosylation in a variety of cell lines.

• Synonym(s): Benzyl-2-acetamido-2-deoxy-α-D-galactopyranoside, Benzyl-α-GalNAc
• Empirical Formula (Hill Notation): C₁₅H₂₁NO₆
• CAS Number: 3554-93-6
• Molecular Weight: 311.33
• MDL number: MFCD00057920
• UNSPSC Code: 12352200

Properties

• Quality Level: 100
• Assay: ≥98% (TLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze
• color: off-white
• solubility: hot ethanol: 1 mg/mL; DMSO: 100 mg/mL
• shipped in: ambient
• storage temp.: −20°C
• SMILES string: CC(N[C@H]([C@H]([C@H]1O)O)[C@H](O[C@@H]1CO)OCC2=CC=CC=C2)=O
• 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

Description

General description

Used as an inhibitor of O-linked glycosylation in a variety of cell lines. Also inhibits 2,3(O)-sialyltransferase and disrupts glycoprotein targeting in HT-29 cells. Substrate for N-acetyl-β-D-glucosaminyltransferase.

Used as an inhibitor of O-linked glycosylation in a variety of cell lines. It has also been used to inhibit 2,3(O)-sialyltransferase and disrupt glycoprotein targeting in HT-29 cells. Substrate for N-acetyl-β-D-glucosaminyltransferase.

Biochem/physiol Actions

Cell permeable: no

Primary Target
o-linked glycosylation

Product does not compete with ATP.

Reversible: no

Warning

Toxicity: Standard Handling (A)

Other Notes

Huet, G., et al. 1998. J. Cell Biol. 141, 1311.
Kuan, S.-F., et al. 1989. J. Biol. Chem. 264, 19271.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable