Details van artikel 147 van 178 gevonden artikelen
Synthesis of Methyl O-β-D-Ouactopyrmosyl-(1+6)-(3-Deoxy-3-Fluoro-β-D-Galactopyranosyl)-(1→6)-β-D-Galactopyranoside. Confirmation of the Location of Subsite D in the Monoclonal IgA J539
Titel:
Synthesis of Methyl O-β-D-Ouactopyrmosyl-(1+6)-(3-Deoxy-3-Fluoro-β-D-Galactopyranosyl)-(1→6)-β-D-Galactopyranoside. Confirmation of the Location of Subsite D in the Monoclonal IgA J539
Auteur:
Kovac, Pavol Glaudemans, Cornells P. J.
Verschenen in:
Journal of carbohydrate chemistry
Paginering:
Jaargang 4 (1985) nr. 4 pagina's 613-626
Jaar:
1985-12-01
Inhoud:
Bromoacetylation of methyl 2,4-di-O-benzoyl-3-deoxy-3-fluoro-β-D-galactopyranoside, followed by the cleavage of the methoxy group from the resulting 6-O-bromoacetyl derivative 2 with 1,1-dichloromethyl methyl ether gave 2,4-di-0-benzoyl-6-0-bromoacetyl-3-deoxy-3-fluoro-α-D-galactopyranosyl chloride (3). Reaction of 3 with methyl 2,3,4-tri-O-benzoyl-β-D-galactopyranoside promoted by silver trifluoromethanesulfonate afforded methyl 0-(2,4-di-O-benzoyl-6-O-bromoacetyl-3-deoxy-3-fluoro-β-D-galacto-pyranosyl)-(1→6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside (5). O-Debromoacetylation of 5 with thiourea gave the disaccharide nucleophile 6 which was condensed with 2,3,4,6-tetra-O-benzoyl-α-D-galactopyranosyl bromide to afford the expected β-(trans)-linked trisaccharide derivative 7. Debenzoylation of 7 gave the methyl β-glycoside 8 of the (1→6)-linked D-galactotriose having the HO-3 of the internal residue replaced by a fluorine atom. Compound 8 was used to further delineate the subsites in the combining area of the monoclonal anti-(1→6)-β-D-galactan-specific immunoglobulin IgA J539.
Uitgever:
Taylor & Francis
Bronbestand:
Elektronische Wetenschappelijke Tijdschriften
Details van artikel 147 van 178 gevonden artikelen
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