18404-78-9

Upstream product

• 18404-76-7 benzyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-(2,6-di-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside 
• 86520-63-0 2,3,4,6-tetra-O-acetyl-α-galactopyranosyl trichloroacetimidate 
• 18404-75-6 benzyl O-(2,6-di-O-acetyl-β-D-galactopyranosyl)-(1<*>4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside 
• 18404-77-8 benzyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside 

Relevant academic research and scientific papers

Identification and synthesis of a trisaccharide produced from lactose by transgalactosylation

Enzymatic transgalactosylation of lactose by means of Streptococcus thermophilus, subspecies DN-001065, led to a mixture of D-galactose (~4%), D-glucose (~15%), lactose (~51%), minor disaccharides (6%), trisaccharides (~20%) and tetrasaccharides (3%). The major trisaccharide (~16%) was identified by NMR spectroscopy and chemical synthesis as being the known β-D-galactopyranosyl-(1→3)-β-D-galactopyranosyl-(1→4)-D-glucose (3'-β-D-galactopyranosyl-lactose). It was purified from a mixture of peracetylated oligosaccharides by column chromatography followed by deacetylation. For the first time, 3'-β-D-galactopyranosyl-lactose has been obtained on the 1 g scale, by resorting to simple techniques and equipment. NMR spectra have been unambiguously assigned. Copyright (C) 2000 Elsevier Science Ltd.