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200100

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

Name: Benzyl-2-acetamido-2-deoxy-&#945;-D-galactopyranoside
Brand: MM

≥98% (TLC), solid, O-linked glycosylation inhibitor, Calbiochem^®

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₁₅H₂₁NO₆

CAS Number:

3554-93-6

Molecular Weight:

311.33

UNSPSC Code:

12352200

MDL number:

MFCD00057920

Assay:

≥98% (TLC)

Form:

solid

Quality level:

100

Storage condition:

OK to freeze

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Properties

Product Name

Benzyl-2-acetamido-2-deoxy-α-D-galactopyranoside, Used as an inhibitor of O-linked glycosylation in a variety of cell lines.

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. 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

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

Disclaimer

Toxicity: Standard Handling (A)

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c