SYNTHESIS OF 2-(PARA-TRIFLUOROACETAMIDOPHENYL)ETHYL AND METHYL GLYCOSIDES OF O-(2-ACETAMIDO-2-DEOXY-ALPHA-D-GLUCOPYRANOSYL)-(1-]3)-O-ALPHA-L-RHAMNOPYRANOSYL-(1-]3)-O-ALPHA-L-RHAMNOPYRANOSYL-(1-]2)-ALPHA-D-GALACTOPYRANOSE, CORRESPONDING TO THE REPEATING UNIT OF THE SHIGELLA-DYSENTERIAE TYPE-1 CELL-WALL LIPOPOLYSACCHARIDE, AND ALSO OF DISACCHARIDE AND TRISACCHARIDE FRAGMENTS THEREOF

被引：6

作者：

GAREGG, PJ

HALLGREN, C

机构：

[1] Department of Organic Chemistry, Arrhenius Laboratory Stockholm University

来源：

JOURNAL OF CARBOHYDRATE CHEMISTRY | 1992年 / 11卷 / 04期

关键词：

D O I：

10.1080/07328309208017805

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

2-(p-Trifluoroacetamidophenyl)ethyl and methyl glycosides of a tetrasaccharide repeating unit corresponding to that of the Shigella dysenteriae type 1 cell wall lipopolysaccharide, of a rhamnosyl-rhamnosylgalactose trisaccharide, and of a rhamnosylrhamnose and a rhamnosylgalactose disaccharides are described. The main glycosylation method used was activation of thioglycosides with dimethyl(methylthio)-sulfonium triflate (DMTST).

引用

页码：445 / 461

页数：17

共 50 条

[1] CARBOHYDRATE COMPONENTS OF FLAVONOL TRIAOSIDES - A CONVENIENT SYNTHESIS OF O-ALPHA-L-RHAMNOPYRANOSYL-(1-]3)-O-ALPHA-L-RHAMNOPYRANOSYL-(1-]6)-D-GALACTOSE AND O-ALPHA-L-RHAMNOPYRANOSYL-(1-]2)-O-ALPHA-L-RHAMNOPYRANOSYL-(1-]6)-D-GALACTOSE
LIPTAK, A
NANASI, P
NESZMELYI, A
RIESSMAURER, I
[J]. CARBOHYDRATE RESEARCH, 1981, 93 (01) : 43 - 52
[2] SYNTHESIS, AND C-13 NMR-STUDY, OF O-ALPHA-L-RHAMNOPYRANOSYL-(1-]3)-O-ALPHA-L-RHAMNOPYRANOSYL-(1-]2)-L-RHAMNOPYRANOSE AND O-ALPHA-L-RHAMNOPYRANOSYL-(1-]3)-O-ALPHA-L-RHAMNOPYRANOSYL-(1-]3)-L-RHAMNOPYRANOSE, CONSTITUENTS OF BACTERIAL, CELL-WALL POLYSACCHARIDES
POZSGAY, V
NANASI, P
NESZMELYI, A
[J]. CARBOHYDRATE RESEARCH, 1981, 90 (02) : 215 - 231
[3] CONVENIENT SYNTHESIS OF O-ALPHA-L-RHAMNOPYRANOSYL-(1-]4)-O-ALPHA-L-RHAMNOPYRANOSYL-(1-]6)-D-GALACTOPYRANOSE NONA-ACETATE
LIPTAK, A
NANASI, P
[J]. CARBOHYDRATE RESEARCH, 1975, 44 (02) : 313 - 316
[4] SYNTHESIS OF METHYL O-(2-ACETAMIDO-2-DEOXY-ALPHA-D-GLUCOPYRANOSYL)-(1-]2)-O-ALPHA-D-GLUCOPYRANOSYL-(1-]2)-ALPHA-D-GALACTOPYRANOSIDE AND OF METHYL O-ALPHA-D-GLUCOPYRANOSYL-(1-]2)-O-ALPHA-D-GALACTOPYRANOSYL-(1-]3)-O-[ALPHA-D-GALACTOPYRANOSYL-(1-]6)]-ALPHA-D-GLUCOPYRANOSIDE, CORRESPONDING TO PARTS OF THE OUTER CORE OF THE SALMONELLA CELL-WALL LIPOPOLYSACCHARIDE
GAREGG, PJ
HELLAND, AC
[J]. JOURNAL OF CARBOHYDRATE CHEMISTRY, 1993, 12 (01) : 105 - 117
[5] O-ALPHA-L-RHAMNOPYRANOSYL-(1-]4)-O-ALPHA-L-RHAMNOPYRANOSYL-(1-]6)-D-GALACTOPYRANOSE NON-ACETATE - SYNTHESIS OF CARBOHYDRATE COMPONENT OF RHAMNAZIN-3-O-TRIOSIDE
WAGNER, H
LIPTAK, A
NANASI, P
[J]. ACTA CHIMICA ACADEMIAE SCIENTARIUM HUNGARICAE, 1976, 89 (04): : 405 - 410
[6] SYNTHESIS OF 2-(PARA-TRIFLUOROACETAMIDOPHENYL)ETHYL O-BETA-D-MANNOPYRANOSYL-(1-]2)-O-ALPHA-D-MANNOPYRANOSYL-(1-]2)-O-[ALPHA-D-GLUCOPYRANOSYL-(1-]3]-O-ALPHA-D-MANNOPYRANOSYL-(1-]2)-O-BETA-D-MANNOPYRANOSYL-(1-]3)-2-ACETAMIDO-2-DEOXY-BETA-D-GLUCOPYRANOSIDE, CORRESPONDING TO THE REPEATING UNIT OF THE SALMONELLA-THOMPSON, SEROGROUP-C1 O-ANTIGEN LIPOPOLYSACCHARIDE, AND OF A PENTASACCHARIDE FRAGMENT
GAREGG, PJ
HALLGREN, C
[J]. JOURNAL OF CARBOHYDRATE CHEMISTRY, 1992, 11 (04) : 425 - 443
[7] SYNTHETIC MUCIN FRAGMENTS - BENZYL O-BETA-D-GALACTOPYRANOSYL-(1-]3)-O-(2-ACETAMIDO-2-DEOXY-BETA-D-GLUCOPYRANOSYL)-(1-]6)-2-ACETAMIDO-2-DEOXY-ALPHA-D-GALACTOPYRANOSIDE AND O-ALPHA-L-FUCOPYRANOSYL-(1-]3)-O-(2-ACETAMIDO-2-DEOXY-BETA-D-GLUCOPYRANOSYL)-(1-]6)-2-ACETAMIDO-2-DEOXY-D-GALACTOPYRANOSE
THOMAS, RL
RUTAN, JF
ABBAS, SA
MATTA, KL
[J]. CARBOHYDRATE RESEARCH, 1989, 189 : 21 - 30
[8] SYNTHESIS OF PARA-TRIFLUOROACETAMIDOPHENYL O-ALPHA-D-GALACTOPYRANOSYL-(1-]2)-O-ALPHA-D-MANNOPYRANOSYL-(1-]4)-ALPHA-L-RHAMNOPYRANOSIDE
GAREGG, PJ
HULTBERG, H
LINDBERG, C
[J]. CARBOHYDRATE RESEARCH, 1980, 83 (01) : 157 - 162
[9] SYNTHETIC STUDIES IN CARBOHYDRATES .60. SYNTHETIC MUCIN FRAGMENTS - BENZYL O-(2-ACETAMIDO-2-DEOXY-ALPHA-D-GLUCOPYRANOSYL)-(1-]3)-O-BETA-D-GALACTOPYRANOSYL-(1-]3)-O-[(2-ACETAMIDO-I-DEOXY-BETA-D-GLUCOPYRANOSYL)-(1-]6)]-1-ACETAMIDO-2-DEOXY-ALPHA-D-GALACTOPYRANOSIDE AND BENZYL O-(2-ACETAMIDO-2-DEOXY-BETA-D-GLUCOPYRANOSYL)-(1-]3)-O-BETA-D-GALACTOPYRANOSYL-(1-]3)-O-[BETA-D-GALACTOPYRANOSYL-(1-]6)]-2-ACETAMIDO-2-DEOXY-ALPHA-D-GALACTOPYRANOSIDEN
THOMAS, RL
ABBAS, SA
MATTA, KL
[J]. CARBOHYDRATE RESEARCH, 1988, 183 (02) : 163 - 173
[10] SYNTHESIS OF 8-(METHOXYCARBONYL)OCTYL GLYCOSIDES OF O-ALPHA-L-RHAMNOPYRANOSYL-(1-]3)-O-ALPHA-L-RHAMNOPYRANOSYL-(U-]3)-2-ACETAMIDO-2,6-DIDEOXY-D-GLUCOPYRANOSE- MODELS FOR THE ANTIGEN OF PSEUDOMONAS-AERUGINOSA FISHER IMMUNOTYPE-5
HORTON, D
SAMRETH, S
[J]. CARBOHYDRATE RESEARCH, 1982, 103 (01) : C12 - C15

← 1 2 3 4 5 →