N-Acetyl-D-lactosamine aminoethyl glycoside (LacNAc EtNH2)

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Category:
  • Disaccharide found in milk and as a structural element in larger N-glycans, a carbohydrate cancer antigen.
  • Applications: targeting of galectins, galactosidase substrate, liver targeting via asialoglycoprotein receptor
  • Mass: purity: >95%

N-Acetyllactosamine (LacNAc) is a fundamental disaccharide unit that serves as one of the most important building blocks in mammalian glycobiology. Consisting of galactose linked to N-acetylglucosamine, LacNAc represents the core structural motif from which an enormous diversity of more complex glycan structures are elaborated. It is the essential scaffold upon which Lewis antigens, blood group determinants, and poly-N-acetyllactosamine chains are constructed, making it central to virtually every aspect of cell surface glycobiology.

The biological importance of LacNAc extends far beyond its role as a biosynthetic intermediate. The disaccharide itself is the primary recognition determinant for galectins, a family of β-galactoside-binding lectins with crucial roles in immune regulation, inflammation, cancer progression, and development. The arrangement of LacNAc units, whether as isolated disaccharides, tandem repeats (polylactosamine), or branched structures, profoundly influences the binding avidity for galectins and thus the biological outcomes of these interaction