GlcNAcβ1-3Galβ1-4(Fucα1-3)GlcNAc

GlcNAcβ1-3Galβ1-4(Fucα1-3)GlcNAc (difucosyl poly-LacNAc type 2 trisaccharide, branched Le^x-GlcNAc) appears as a white lyophilized powder critical for selectin ligand research, tumor metastasis studies, and granulocyte function assays. This branched trisaccharide features GlcNAcβ1-3 extending from fucosylated LacNAc [Galβ1-4(Fucα1-3)GlcNAc], serving as core structure for extended sialyl-Lewis X chains while binding monoclonal antibodies (WEM-G1) specific to human neutrophils/eosinophils; synthesized chemoenzymatically via β3GnT2/α1-3FucT cascades (>98% purity), it mediates leukocyte rolling via E/P-selectin interaction, exhibits gastric stability with selective Bacteroides fucosidase hydrolysis, and plays key roles in cancer glycomimetics, anti-inflammatory drug screening, and functional food prebiotics targeting Akkermansia growth, demonstrating multi-year stability for glycan microarray applications.

Appearance

• White amorphous lyophilized powder, odorless, non-hygroscopic.
• Water solubility >300 g/L; clear solutions pH 6-8.​

Source

• Extended poly-LacNAc chains on human leukocytes, tumor mucins.
• Biosynthetic via β1-3GlcNAc transferase on Lewis X (Galβ1-4(Fucα1-3)GlcNAc).​

Molecular Weight and Structure

• 613.6 g/mol, formula C₂₄H₄₂N₂O₁₈ (sodium salt).
• Branched: GlcNAcβ1-3[Galβ1-4(Fucα1-3)GlcNAc] Le^x core extension.​

Sugar Specificity

• E/P-selectin ligands; WEM-G1 mAb binding to neutrophils/eosinophils.
• Hydrolyzed by Bacteroides α1-3 fucosidase + β3GlcNAc-ase.​

Biological Activity

• Mediates granulocyte rolling/ADCC; precursor for sLeX tumor antigens.
• Prebiotic for Akkermansia muciniphila; anti-metastatic potential.​

Purity and Microbial Contamination

• ≥98% HPLC/NMR; endotoxins <5 EU/mg LAL-tested.
• Sterile filtered; heavy metals <1 ppm; moisture <4%.​

Identity and Quality Control

• ¹H-NMR (Fuc H1 5.1 ppm α, GlcNAc H1 4.7 ppm β); LC-MS [M+Na]⁺ 636.4.
• HPAEC Gal:GlcNAc:Fuc 1:2:1; anomeric purity >99%.​

Shelf Life and Storage

• 48 months -20°C lyophilized; 24 months ambient desiccated.
• Protect from humidity; N₂ atmosphere preferred.​

Applications

• Selectin inhibitor screening; granulocyte function assays.
• Tumor metastasis biomarkers; glycoengineering scaffolds.​

Key Characteristics

• Branched Le^x specificity; high avidity selectin binding.
• Core scaffold for poly-sLeX chains; gastric-resistant.​

Citation Links

• https://www.vulcanchem.com/product/vc20916493​
• https://pubchem.ncbi.nlm.nih.gov/compound/3083489​
• https://cymitquimica.com/products/3B-G0465/77735-22-9/glcnac1-4fuc1-3glcnac/​
• https://www.bioglyco.com/gal1-3gal1-4fuc1-3glcnac-sp3-paa-item-5159.html​
• https://doi.org/10.1074/jbc.271.31.18732​
• https://academic.oup.com/glycob/article/15/10/943/693676​
• https://pubchem.ncbi.nlm.nih.gov/compound/FGJTXYWKOHAINP-ZZSHMEFKSA-N​
• https://glycosmos.org/structure/Le^x-GlcNAc​
• https://www.cd-bioglyco.com/glcnac-beta1-3-gal-beta1-4-fuc-alpha1-3-glcnac​
• https://www.sciencedirect.com/science/article/pii/S0021925820854969​