107937-20-2

Upstream product

• 129948-14-7 methyl 3,4,6-tri-O-benzyl-2-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-α-D-mannopyranoside 
• 20672-67-7 methyl 3,4,6-tri-O-benzyl-α-D-mannopyranoside 
• 13242-53-0 acetobromomannose 
• 129948-14-7 Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2R,3R,4S,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-methoxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester 
• 3068-32-4 1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside 
• 66492-24-8 3,4,6-tri-O-benzyl-1,2-O-(1-ethoxyethylidene)-α-D-galactopyranose 
• 73445-27-9 methyl 3,4,6-tri-O-benzyl-β-D-galactopyranoside 
• 81120-51-6 1,2-O-((1RS)-1-ethoxyethylidene)-β-D-galactopyranose 
• 100-39-0 benzyl bromide 
• 3254-15-7 3,4,6-tri-O-acetyl-1,2-O-(1-ethoxyethylidene)-α-D-galactopyranose 

Downstream Products

• 108399-89-9 methyl 3,4,6-tri-O-benzyl-2-O-(2,3-O-isopropylidene-α-D-mannopyranosyl)-α-D-manopyranoside 
• 131283-80-2 Phosphoric acid (2R,3S,4S,5S,6R)-6-((2S,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-methoxy-tetrahydro-pyran-3-yloxy)-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl ester diphenyl ester 
• 108399-87-7 (3aS,4S,6R,7aR)-4-((2S,3S,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-methoxy-tetrahydro-pyran-3-yloxy)-6-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-dihydro-[1,3]dioxolo[4,5-c]pyran-7-one 
• 108399-88-8 methyl 3,4,6-tri-O-benzyl-2-O-<6-O-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-α-D-talopyranosyl>-α-D-mannopyranoside 
• 108425-20-3 methyl 3,4,6-tri-O-benzyl-2-O-<6-O-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-α-D-mannopyranosyl>-α-D-mannopyranoside 
• 108399-90-2 methyl 3,4,6-tri-O-benzyl-2-O-α-D-talopyranosyl-α-D-mannopyranoside 
• 108399-89-9 methyl 3,4,6-tri-O-benzyl-2-O-(2,3-O-isopropylidene-α-D-talopyranosyl)-α-D-mannopyranoside 
• 129728-52-5 methyl 3,4,6-tri-O-benzyl-2-O-(2,3,4-tri-O-acetyl-6-O-triphenylmethyl-α-D-mannopyranosyl)-α-D-mannopyranoside 
• 107937-21-3 methyl 3,4,6-tri-O-benzyl-2-O-(2,3,4-tri-O-acetyl-6-deoxy-6-fluoro-α-D-mannopyranosyl)-α-D-mannopyranoside 
• 129728-53-6 methyl 3,4,6-tri-O-benzyl-2-O-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-α-D-mannopyranoside 
• 129728-54-7 methyl 3,4,6-tri-O-benzyl-2-O-(6-deoxy-6-fluoro-α-D-mannopyranosyl)-α-D-mannopyranoside 
• 108399-86-6 methyl 3,4,6-tri-O-benzyl-2-O-<6-O-(tert-butyldiphenylsilyl)-α-D-mannopyranosyl>-α-D-mannopyranoside 

Relevant academic research and scientific papers

LYSOSOMAL-ENZYME TARGETING: THE PHOSPHORYLATION OF SYNTHETIC D-MANNOSYL SACCHARIDES BY UDP-N-ACETYLGLUCOSAMINE:LYSOSOMAL-ENZYME N-ACETYLGLUCOSAMINE-PHOSPHOTRANSFERASE FROM RAT-LIVER MICROSOMES AND FIBROBLASTS

Phosphorylation of the D-mannose residues of lysosomal-enzymes is essential for the uptake and intracellular transport of these enzymes to lysosomes.The GlcNAc-P-transferase which is involved in the phosphorylation reaction seems to recognize a signal, probably a protein conformation, common to many lysosomal enzymes.To evaluate the role of the carbohydrate portion of the enzyme in these phosphorylation reactions, the acceptor specificity of GlcNAc-P-transferase from rat-liver microsomes and fibroblasts was examined with the aid of synthetic D-mannosyl disaccharides and derivatives that are closely related to the high-mannose type of oligosaccharides.Four methyl D-mannobiosides were synthesized, and their structures were established by 13C-n.m.r. spectroscopy.Of all the D-mannosyl saccharides tested, α-D-Man-(1->2)-α-D-Man-(1->OMe) was found to be the best acceptor, thereby suggesting that oligosaccharide structure may also have a role to play in recognition by this enzyme.

PREPARATION OF α AND Β ANOMERS OF VARIOUS ISOMERIC METHYL O-D-GALACTOPYRANOSYL-D-GALACTOPYRANOSIDES. STANDARDS FOR INTERPRETATION OF 13C-N.M.R. SPECTRA OF D-GALACTOPYRANANS

The four isomer of methyl O-β-D-galactopyranosyl-β-D-galactopyranoside were prepared by condensation of 2,3,4,6-tetra-O-acetyl-α-galactopyranosyl bromide with appropriate, partially O-substitued derivatives of methyl β-D-galactopyranoside.Reaction of 3,4,6-tri-O-acetyl-1,2-O-(1-ethoxyethylidene)-α-D-galactopyranose with the same acceptors, in the presence of mercuric bromide, led to the formation of α and β linkages.Thus, it was possible to assign 13C-n.m.r. resonances of α and β anomers of methyl O-D-galactopyranosyl-β-D-galactopyranosides.In terms of application of these shift values and those of related D-galactobioses to the structual analysis of D-galactopyranans by shift comparisons, some generalizations can be made.For β-D-galactopyranans, the resonances glycosyloxylated carbon atoms of methyl O-β-D-galactopyranosyl-β-D-galactopyranosides are sensitive to structure and appear to have typical values, whereas limited variation was observed with shift of C-1' signals.On the other hand, for assigning structures to D-galactopyranans containing α linkages, the C-1' shifts (at higher field) of methyl O-α-D-galactopyranosyl-β-D-galactopyranosidesc are sensitive to linkage position, whereas those of glycosyloxylated carbon atoms vary only a little.