Skip to Content
Merck
All Photos(2)

Documents

B5019

Sigma-Aldrich

Benzyl 2-acetamido-2-deoxy-3-O-β-D-galactopyranosyl-α-D-galactopyranoside

Synonym(s):

β-D-Gal-(1→3)-α-D-GalNAc-1→OCH2Ph

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C21H31NO11
CAS Number:
3554-96-9
Molecular Weight:
473.47
MDL number:
MFCD00057916
UNSPSC Code:
12352201
PubChem Substance ID:
24891804
NACRES:
NA.25

Assay

≥97% (TLC)

form

powder

storage temp.

−20°C

SMILES string

CC(=O)NC1C(OCc2ccccc2)OC(CO)C(O)C1OC3OC(CO)C(O)C(O)C3O

InChI

1S/C21H31NO11/c1-10(25)22-14-19(33-21-18(29)17(28)15(26)12(7-23)32-21)16(27)13(8-24)31-20(14)30-9-11-5-3-2-4-6-11/h2-6,12-21,23-24,26-29H,7-9H2,1H3,(H,22,25)

InChI key

MYDRTQFLXCNCAG-UHFFFAOYSA-N

Application

Benzyl 2-acetamido-2-deoxy-3-O-β-D-galactopyranosyl-α-D-galactopyranoside, a benzyl derivative of 2-acetamido-2-deoxy-3-O-β-D-galactopyranosyl-α-D-galactopyranoside, may be used in structural studies on the Lewis lec antigen.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

H Paulsen et al.
Carbohydrate research, 104(2), 195-219 (1982-06-16)
The hapten of the T-antigen was synthesized with a peptide-like amide-spacer as 2-(4-methoxycarbonylbutanecarboxamido)ethyl 2-acetamido-2-deoxy-3-O-beta-D-galactopyranosyl-alpha-D-galactopyranoside and coupled with serum albumin to give a synthetic antigen. Other O-beta-D-galactopyranosyl haptens, 2-(4-methoxycarbonylbutanecarboxamido)ethyl 2-acetamido-2-deoxy-4-O-beta-D-galactopyranosyl-alpha-D-galactopyranoside, O-beta-D-galactopyranosyl-(1 leads to 3)-O-[beta-D-galactopyranosyl-(1 leads to 4)]-2-acetamido-2-deoxy-alpha-D-galactopyranoside, and 2-acetamido-2-deoxy-3-O-beta-D-galactopyranosyl-alpha-D-glucopyranoside, the last
I Brockhausen et al.
Biochemistry, 24(8), 1866-1874 (1985-04-09)
Pig and rat colon mucosal membrane preparations catalyze the in vitro transfer of N-acetyl-D-glucosamine (GlcNAc) from UDP-GlcNAc to GalNAc-ovine submaxillary mucin to form GlcNAc beta 1-3GalNAc-mucin. Rat colon also catalyzes the in vitro transfer of GlcNAc from UDP-GlcNAc to GlcNAc
Forced dissociation of selectin-ligand complexes using steered molecular dynamics simulation.
Lu S, Long M.
Molecular and Cellular Biochemistry, 2, 161-177 (2005)
P Reboul et al.
Glycoconjugate journal, 13(1), 69-79 (1996-02-01)
When treated with retinoic acid in vivo, C6 glioma cells show an enhancement of CMP-Neu5Ac:Gal beta 1-3 GalNAc-R alpha-2,3 sialyltransferase activity. A 300 kDa glycoprotein was detected by lectin affinoblotting in retinoic acid-treated C6 cells which stained weakly or not
D Williams et al.
The Journal of biological chemistry, 255(23), 11247-11252 (1980-12-10)
Canine submaxillary gland microsomes have been shown to catalyze the following reaction: UDP-GlcNAc + Gal beta 1-3GalNAc-X leads to Gal beta 1-3(GlcNAc)GalNAc-X + UDP where X is porcine or ovine submaxillary mucin polypeptide or a low molecular weight substituent. This
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service