Preparation of two methyl deoxyfluoro-beta-D-galactopyranosides, and their interaction with galactan-specific immunoglobulin A J539 (Fab').
Methyl 2-deoxy-2-fluoro-beta-D-glactopyranoside (2) and methyl 4-deoxy-4-fluoro-beta-D-glactopyranoside (7) have been prepared, and the possibility of their binding to (1 leads to 6)-beta-D-galactopyranan-specific immunoglobulin A J539 (Fab') has been investigated. Compound 2 does not show binding, whereas 7 does. It appears that the 2-hydroxyl group of methyl beta-D-galactopyranoside may take part in hydrogen bonding to the protein.
D006801:Humans; D007070:Immunoglobulin A; D008756:Methylgalactosides / Q000138:chemical synthesis* / Q000276:immunology; D008759:Methylglycosides / Q000138:chemical synthesis*; D013329:Structure-Activity Relationship
D007070:Immunoglobulin A; D008756:Methylgalactosides; D008759:Methylglycosides; C032695:methyl 4-deoxy-4-fluoro-D-galactopyranoside; C032694:methyl 2-deoxy-2-fluoro-D-galactopyranoside