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A6936

Sigma-Aldrich

3′-N-Acetylneuraminyl-N-acetyllactosamine sodium salt

≥95%

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Synonym(s):
α-NeuNAc-(2→3)-β-D-Gal-(1→4)-D-GlcNAc, 3′-SLN, 3′-Sialyl-N-acetyllactosamine
Empirical Formula (Hill Notation):
C25H42N2O19 · xNa+
CAS Number:
81693-22-3
Molecular Weight:
674.60 (free acid basis)
MDL number:
MFCD00132996
UNSPSC Code:
12352201
PubChem Substance ID:
24891158
NACRES:
NA.25

Quality Level

200

Assay

≥95%

form

solid

storage temp.

−20°C

SMILES string

CC(=O)NC(C=O)C(O)C(OC1OC(CO)C(O)C(OC2(CC(O)C(NC(C)=O)C(O2)C(O)C(O)CO)C(O)=O)C1O)C(O)CO

InChI

1S/C25H42N2O19/c1-8(32)26-10(4-28)16(37)20(13(36)6-30)44-23-19(40)22(18(39)14(7-31)43-23)46-25(24(41)42)3-11(34)15(27-9(2)33)21(45-25)17(38)12(35)5-29/h4,10-23,29-31,34-40H,3,5-7H2,1-2H3,(H,26,32)(H,27,33)(H,41,42)

InChI key

RGZDLTASXRMKKF-UHFFFAOYSA-N

Application

3′-N-Acetylneuraminyl-N-acetyllactosamine is a glycan component of O-gylcopeptides. 3′-Sialyl-N-acetyllactosamine can be used to make an avian receptor analogue glycoprobe to study the binding of influenza viruses such as the North American lineage subtype H7N2 virus A/New York/107/2003 (NY107). 3′-Sialyl-N-acetyllactosamine is used as a reference material in the analysis of milk oligosaccharides.

Other Notes

To gain a comprehensive understanding of our extensive range of Polysaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300

Precautionary Statements

P264 - P301 + P310

Hazard Classifications

Acute Tox. 1 Oral

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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A S Edge et al.
The Journal of biological chemistry, 262(33), 16135-16141 (1987-11-25)
Examination by gel filtration, thin layer and anion exchange chromatography of the O-linked carbohydrate units released from fetuin by alkaline borohydride treatment indicated the presence in this glycoprotein of an acidic glucosamine-containing hexasaccharide in addition to the previously described tetra-
Maria Lorna A De Leoz et al.
Journal of the American Society for Mass Spectrometry, 30(3), 426-438 (2018-12-20)
Reference spectral library searching, while widely used to identify compounds in other areas of mass spectrometry, is not commonly used in glycomics. Building on a study by Cotter and coworkers on analysis of sialylated oligosaccharides using atmospheric pressure-matrix-assisted laser-induced tandem
Melanie Koehler et al.
Nature communications, 10(1), 4460-4460 (2019-10-03)
Viral infection is an intricate process that requires the concerted action of both viral and host cell components. Entry of viruses into cells is initiated by interactions between viral proteins and their cell surface receptors. Despite recent progress, the molecular

Articles

Review of O-Linked Glycoproteins

O-Linked glycoproteins are usually large proteins with a molecular mass of >200 kDa. Glycosylation generally occurs in high-density clusters and may represent as much as 50-80% of the overall mass.

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