55697-53-5Relevant articles and documents
Red Algal Molecules - Synthesis of Methyl Neo-β-carrabioside and Its S-Linked Variant via Two Synthetic Routes: A Late Stage Ring Closure and Using a 3,6-Anhydro- d -galactosyl Donor
Wallace, Michael D.,Ficko-Blean, Elizabeth,Stubbs, Keith A.
, p. 16182 - 16195 (2020)
Methyl neo-β-carrabioside has been synthesized for the first time, employing either a late stage ring closure to install the required 3,6-anhydro-bridge or a suitable 3,6-anhydro-galactosyl donor to form the unfavored 1,2-cis-equatorial α-linkage. Using the late stage ring closure approach, an S-linked analogue of methyl neo-β-carrabioside was also realized. These compounds have applications in the identification and characterization of marine bacterial exo-α-3,6-anhydro-d-galactosidases that have specific activity on red algal neo-carrageenan oligosaccharides, such as those found in both family 127 and 129 of the glycoside hydrolases. In addition a biochemical assay using the synthesized methyl neo-β-carrabioside and the marine bacterial exo-α-3,6-anhydro-d-galactosidase ZgGH129 demonstrates that the minimum substrate unit for the enzyme is neo-β-carrabiose.
SYNTHETIC MUCIN FRAGMENTS: METHYL 3-O-(2-ACETAMIDO-2-DEOXY-β-D-GLUCOPYRANOSYL)-β-D-GALACTOPYRANOSYDE AND METHYL 3-O-(2-ACETAMIDO-2-DEOXY-3-O-β-D-GALACTOPYRANOSYL-β-D-GLUCOPYRANOSYL)-β-D-GALACTOPYRANOSIDE
Kohata, Katsunori,Abbas, Saeed A.,Matta, Khushi L.
, p. 127 - 136 (2007/10/02)
Methyl 2,4,6-tri-O-benzyl-β-D-galactopyranoside (5) was obtained crystalline by way of its 3-O-allyl derivative, which was in turn obtained by ring-opening of a presumed 3,4-O-stannylene derivative of methyl β-D-galactopyranoside, followed by benzylation.
