PubMed:1811854
Annnotations
GlyCosmos6-Glycan-Motif-Image
| Id | Subject | Object | Predicate | Lexical cue | image |
|---|---|---|---|---|---|
| T1 | 53-57 | Glycan_Motif | denotes | GM1b | https://api.glycosmos.org/wurcs2image/0.10.0/png/binary/G03277YI |
| T2 | 118-122 | Glycan_Motif | denotes | GM1b | https://api.glycosmos.org/wurcs2image/0.10.0/png/binary/G03277YI |
GlyCosmos6-Glycan-Motif-Structure
| Id | Subject | Object | Predicate | Lexical cue |
|---|---|---|---|---|
| T1 | 53-57 | https://glytoucan.org/Structures/Glycans/G03277YI | denotes | GM1b |
| T2 | 118-122 | https://glytoucan.org/Structures/Glycans/G03277YI | denotes | GM1b |
Glycosmos6-GlycoEpitope
| Id | Subject | Object | Predicate | Lexical cue |
|---|---|---|---|---|
| T1 | 53-57 | http://www.glycoepitope.jp/epitopes/EP0048 | denotes | GM1b |
| T2 | 118-122 | http://www.glycoepitope.jp/epitopes/EP0048 | denotes | GM1b |
sentences
| Id | Subject | Object | Predicate | Lexical cue |
|---|---|---|---|---|
| TextSentencer_T1 | 0-86 | Sentence | denotes | Regio- and stereo-selective synthesis of ganglioside GM1b and some positional analogs. |
| TextSentencer_T2 | 87-193 | Sentence | denotes | Total syntheses of ganglioside GM1b (IV3NeuAcGgOse4Cer) and three of its positional analogs are described. |
| TextSentencer_T3 | 194-643 | Sentence | denotes | Methyl O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D- glycero-alpha-D-galacto-2-nonulopyranosylonate)- (2----3)-2,4,6-tri-O-benzoyl-1-thio-beta-D-galactopyranoside (7) and methyl O-(methyl 5- acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-alpha-D-galacto-2 -nonulopyranosylonate)-(2----6)-2,4-di-O-benzoyl-3-O-benzyl-1-thio - beta-D-galactopyranoside (8) were the key glycosyl donors, prepared according to our reported methods. |
| TextSentencer_T4 | 644-1058 | Sentence | denotes | Coupling of 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-alpha-D-galactopyranosyl bromide and 2-(trimethylsilyl)ethyl O-(2,3,6-tri-O-benzyl-beta-D- galactopyranosyl)-(1----4)-2,3,6-tri-O-benzyl-beta-D-glucopyranoside gave a trisaccharide, which after removal of O-acetyl and phthaloyl groups was converted separately, by benzylidenation and dibutyltin oxide-mediated selective benzylation, into two glycosyl acceptors. |
| TextSentencer_T5 | 1059-1217 | Sentence | denotes | These were suitable respectively for C-3 and C-6 glycosylation reactions, promoted by dimethyl(methylthio)sulfonium triflate (DMTST), with the donors 7 and 8. |
| TextSentencer_T6 | 1218-1404 | Sentence | denotes | The four possible coupling reactions gave the corresponding four pentasaccharide derivatives in high yields, and these were transformed into their respective alpha-trichloroacetimidates. |
| TextSentencer_T7 | 1405-1772 | Sentence | denotes | Glycosylation of (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol with the alpha-trichloroacetimidates gave the corresponding beta-glycosides, which on channeling through selective reduction of the azido group, coupling of the thus formed amino group with octadecanoic acid, O-deacetylation, and saponification of the methyl ester group, gave the title compounds. |
| T1 | 0-86 | Sentence | denotes | Regio- and stereo-selective synthesis of ganglioside GM1b and some positional analogs. |
| T2 | 87-193 | Sentence | denotes | Total syntheses of ganglioside GM1b (IV3NeuAcGgOse4Cer) and three of its positional analogs are described. |
| T3 | 194-643 | Sentence | denotes | Methyl O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D- glycero-alpha-D-galacto-2-nonulopyranosylonate)- (2----3)-2,4,6-tri-O-benzoyl-1-thio-beta-D-galactopyranoside (7) and methyl O-(methyl 5- acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-alpha-D-galacto-2 -nonulopyranosylonate)-(2----6)-2,4-di-O-benzoyl-3-O-benzyl-1-thio - beta-D-galactopyranoside (8) were the key glycosyl donors, prepared according to our reported methods. |
| T4 | 644-1058 | Sentence | denotes | Coupling of 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-alpha-D-galactopyranosyl bromide and 2-(trimethylsilyl)ethyl O-(2,3,6-tri-O-benzyl-beta-D- galactopyranosyl)-(1----4)-2,3,6-tri-O-benzyl-beta-D-glucopyranoside gave a trisaccharide, which after removal of O-acetyl and phthaloyl groups was converted separately, by benzylidenation and dibutyltin oxide-mediated selective benzylation, into two glycosyl acceptors. |
| T5 | 1059-1217 | Sentence | denotes | These were suitable respectively for C-3 and C-6 glycosylation reactions, promoted by dimethyl(methylthio)sulfonium triflate (DMTST), with the donors 7 and 8. |
| T6 | 1218-1404 | Sentence | denotes | The four possible coupling reactions gave the corresponding four pentasaccharide derivatives in high yields, and these were transformed into their respective alpha-trichloroacetimidates. |
| T7 | 1405-1772 | Sentence | denotes | Glycosylation of (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol with the alpha-trichloroacetimidates gave the corresponding beta-glycosides, which on channeling through selective reduction of the azido group, coupling of the thus formed amino group with octadecanoic acid, O-deacetylation, and saponification of the methyl ester group, gave the title compounds. |
GlyCosmos15-Glycan
| Id | Subject | Object | Predicate | Lexical cue | image |
|---|---|---|---|---|---|
| T1 | 53-57 | Glycan | denotes | GM1b | https://api.glycosmos.org/wurcs2image/latest/png/binary/G03277YI |
| T2 | 118-122 | Glycan | denotes | GM1b | https://api.glycosmos.org/wurcs2image/latest/png/binary/G03277YI |
Glycan-GlyCosmos
| Id | Subject | Object | Predicate | Lexical cue | image |
|---|---|---|---|---|---|
| T1 | 53-57 | Glycan | denotes | GM1b | https://api.glycosmos.org/wurcs2image/latest/png/binary/G03277YI |
| T2 | 118-122 | Glycan | denotes | GM1b | https://api.glycosmos.org/wurcs2image/latest/png/binary/G03277YI |
GlyCosmos15-Taxon
| Id | Subject | Object | Predicate | Lexical cue | db_id |
|---|---|---|---|---|---|
| T1 | 231-238 | Organism | denotes | tetra-O | 100829 |
| T2 | 417-424 | Organism | denotes | tetra-O | 100829 |
GlyCosmos15-GlycoEpitope
| Id | Subject | Object | Predicate | Lexical cue | glycoepitope_id |
|---|---|---|---|---|---|
| T1 | 53-57 | http://purl.jp/bio/12/glyco/glycan#Glycan_epitope | denotes | GM1b | http://www.glycoepitope.jp/epitopes/EP0048 |
| T2 | 118-122 | http://purl.jp/bio/12/glyco/glycan#Glycan_epitope | denotes | GM1b | http://www.glycoepitope.jp/epitopes/EP0048 |
GlyCosmos15-Sentences
| Id | Subject | Object | Predicate | Lexical cue |
|---|---|---|---|---|
| T1 | 0-86 | Sentence | denotes | Regio- and stereo-selective synthesis of ganglioside GM1b and some positional analogs. |
| T2 | 87-193 | Sentence | denotes | Total syntheses of ganglioside GM1b (IV3NeuAcGgOse4Cer) and three of its positional analogs are described. |
| T3 | 194-643 | Sentence | denotes | Methyl O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D- glycero-alpha-D-galacto-2-nonulopyranosylonate)- (2----3)-2,4,6-tri-O-benzoyl-1-thio-beta-D-galactopyranoside (7) and methyl O-(methyl 5- acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-alpha-D-galacto-2 -nonulopyranosylonate)-(2----6)-2,4-di-O-benzoyl-3-O-benzyl-1-thio - beta-D-galactopyranoside (8) were the key glycosyl donors, prepared according to our reported methods. |
| T4 | 644-1058 | Sentence | denotes | Coupling of 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-alpha-D-galactopyranosyl bromide and 2-(trimethylsilyl)ethyl O-(2,3,6-tri-O-benzyl-beta-D- galactopyranosyl)-(1----4)-2,3,6-tri-O-benzyl-beta-D-glucopyranoside gave a trisaccharide, which after removal of O-acetyl and phthaloyl groups was converted separately, by benzylidenation and dibutyltin oxide-mediated selective benzylation, into two glycosyl acceptors. |
| T5 | 1059-1217 | Sentence | denotes | These were suitable respectively for C-3 and C-6 glycosylation reactions, promoted by dimethyl(methylthio)sulfonium triflate (DMTST), with the donors 7 and 8. |
| T6 | 1218-1404 | Sentence | denotes | The four possible coupling reactions gave the corresponding four pentasaccharide derivatives in high yields, and these were transformed into their respective alpha-trichloroacetimidates. |
| T7 | 1405-1772 | Sentence | denotes | Glycosylation of (2S,3R,4E)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol with the alpha-trichloroacetimidates gave the corresponding beta-glycosides, which on channeling through selective reduction of the azido group, coupling of the thus formed amino group with octadecanoic acid, O-deacetylation, and saponification of the methyl ester group, gave the title compounds. |
NCBITAXON
| Id | Subject | Object | Predicate | Lexical cue | db_id |
|---|---|---|---|---|---|
| T1 | 231-238 | OrganismTaxon | denotes | tetra-O | 100829 |
| T2 | 417-424 | OrganismTaxon | denotes | tetra-O | 100829 |
GlyCosmos-GlycoEpitope
| Id | Subject | Object | Predicate | Lexical cue | glycoepitope_id |
|---|---|---|---|---|---|
| T1 | 53-57 | http://purl.jp/bio/12/glyco/glycan#Glycan_epitope | denotes | GM1b | http://www.glycoepitope.jp/epitopes/EP0048 |
| T2 | 118-122 | http://purl.jp/bio/12/glyco/glycan#Glycan_epitope | denotes | GM1b | http://www.glycoepitope.jp/epitopes/EP0048 |