359689-81-9

Upstream product

• 108-24-7 acetic anhydride 
• 182925-05-9 p-nitrophenyl O-β-D-galactopyranosyl-(1->3)-O-(6-O-acetyl-β-D-galactopyranosyl)-(1->4)-β-D-xylopyranoside 

Downstream Products

• 182925-07-1 N-benzyloxycarbonyl-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->4)-O-(2,3-di-O-acetyl-β-D-xylopyranosyl)-(1->3)-L-serine benzyl ester 

Relevant academic research and scientific papers

Chemoenzymatic synthesis of a trisaccharide-serine conjugate, gal(β1-3)gal(β1-4)xyl(β1-o)-l-ser, use of galactosyl fluoride as a donor for transglycosylation

The trisaccharide - serine conjugate [Gal(β1-3)Gal(β1-4)Xyl(β-Ser], constituting the linkage region between the glycosaminoglycan and protein in proteoglycan, was synthesized by using enzymatic transglycosylation with a β-D-galactosidase as a key reaction. The yields of transglycosylation were much improved by using galactosyl fluoride as a donor in comparison with those obtained by a conventional p-nitrophenyl (PNP) galactoside. After enzymatic synthesis of Gal(β1-3)Gal(β1-4)Xyl(β)-PNP, cleavage of the PNP group of the fully acetylated trisaccharide, chemical coupling with serine, and final deprotection afforded Gal(β1-3)Gal(β1-4)Xyl(β)-Ser.