B4894
Benzyl 2-acetamido-2-deoxy-α-D-galactopyranoside
O-glycosylation inhibitor, ≥97% (TLC)
Synonym(s):
Benzyl-α-GalNAc, α-D-GalNAc-1→OCH2Ph, Benzyl N-acetyl-α-D-galactosaminide, GalNAc α-O-benzyl, GalNAc-O-bn
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About This Item
Empirical Formula (Hill Notation):
C15H21NO6 · xH2O
CAS Number:
Molecular Weight:
311.33 (anhydrous basis)
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352201
MDL number:
Quality Level
assay
≥97% (TLC)
form
powder
color
white to off-white
mp
204-208 °C
solubility
methanol: soluble 10 mg/mL, clear
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
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
Biochem/physiol Actions
Benzyl-N-acetyl-α-galactosaminide inhibits glycosyltransferase incorporation of glucosamine into O-glycans. Suppresses mucin biosynthesis and inhibits MUC1 expression in breast cancer cell line MDF-7.
Other Notes
To gain a comprehensive understanding of our extensive range of Disaccharides for your research, we encourage you to visit our Carbohydrates Category page.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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S F Kuan et al.
The Journal of biological chemistry, 264(32), 19271-19277 (1989-11-15)
Specific inhibitors of the glycosylation of O-glycosidically linked glycoproteins have not previously been described. When tested for their effects on mucin glycosylation in a mucin-producing colon cancer cell line, LS174T, benzyl-, phenyl-, and p-nitrophenyl-N-acetyl-alpha-galactosaminide inhibited the formation of fully glycosylated
Li Lu et al.
Ai zheng = Aizheng = Chinese journal of cancer, 23(11), 1294-1296 (2004-11-04)
Recent researches found that an abundant production of mucin protein well correlates with tumor cell metastasis. This study was to investigate inhibitory effect of benzyl-alpha-GalNAc on production of mucin 1 (MUC1), and on adhesion and invasion of breast cancer cell
Allison K Rodgers et al.
Fertility and sterility, 95(2), 823-825 (2010-10-26)
The attachment of endometrial epithelial cells (EECs) and endometrial stromal cells (ESCs) to peritoneal mesothelial cells (PMCs) with and without inhibition of N- and O-linked glycosylation, the viability of EECs and ESCs, and the expression of CD44 surface density were
Global Trade Item Number
| SKU | GTIN |
|---|---|
| B4894-25MG | 04061833433522 |
| B4894-100MG | 04061832960791 |
| B4894-500MG | 04061832960807 |