SYNTHESIS OF 2-DEOXY-4-O-PHOSPHONO-3-O-TETRADECANOYL-2-[(3R)-3-TETRADECANOYLOXYTETRADECANAMIDO]-D-GLUCOSE AND (3S)-3-TETRADECANOYLOXYTETRADECANAMIDO]-D-GLUCOSE - A DIASTEREOISOMERIC PAIR OF 4-O-PHOSPHONO-D-GLUCOSAMINE DERIVATIVES (GLA-27) RELATED TO BACTERIAL LIPID-A

被引：46
作者：
KISO, M
TANAKA, S
TANAHASHI, M
FUJISHIMA, Y
OGAWA, Y
HASEGAWA, A
机构：
来源：
CARBOHYDRATE RESEARCH | 1986年 / 148卷 / 02期
关键词：
D O I：
10.1016/S0008-6215(00)90390-2
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：
引用
收藏
页码：221 / 234
页数：14
相关论文
共 42 条
[11]   CHEMICAL-STRUCTURE OF ESCHERICHIA-COLI LIPID-A - LINKAGE SITE OF ACYL-GROUPS IN THE DISACCHARIDE BACKBONE [J].
IMOTO, M ;
KUSUMOTO, S ;
SHIBA, T ;
NAOKI, H ;
IWASHITA, T ;
RIETSCHEL, ET ;
WOLLENWEBER, HW ;
GALANOS, C ;
LUDERITZ, O .
TETRAHEDRON LETTERS, 1983, 24 (37) :4017-4020
[12]   CHEMICAL-STRUCTURE OF ESCHERICHIA-COLI LIPID-A [J].
IMOTO, M ;
KUSUMOTO, S ;
SHIBA, T ;
RIETSCHEL, ET ;
GALANOS, C ;
LUDERITZ, O .
TETRAHEDRON LETTERS, 1985, 26 (07) :907-908
[13]   A NEW SYNTHETIC ROUTE TO 2-(ACYLAMINO)-2-DEOXY-ALPHA-D-GLUCOPYRANOSYL PHOSPHATES, AND THEIR ENDOTOXIC ACTIVITY RELATED TO THE SALMONELLA-TYPE LIPID-A [J].
KISO, M ;
NISHIHORI, K ;
HASEGAWA, A ;
OKUMURA, H ;
AZUMA, I .
CARBOHYDRATE RESEARCH, 1981, 95 (01) :C5-C8
[14]   SYNTHESIS OF BIOLOGICALLY-ACTIVE, NOVEL MONOSACCHARIDE ANALOGS OF LIPID-A [J].
KISO, M ;
ISHIDA, H ;
HASEGAWA, A .
AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1984, 48 (01) :251-252
[15]   A CONVENIENT SYNTHESIS OF 2-DEOXY-2 AND 2-DEOXY-2-(D-3-HYDROXYTETRADECANOYLAMINO-D-GLUCOSE-(L-3-HYDROXYTETRADECANOYLAMINO)-D-GLUCOSE - DIASTEREOISOMERS OF THE MONOMERIC, LIPID-A COMPONENT OF THE BACTERIAL LIPOPOLYSACCHARIDE [J].
KISO, M ;
NISHIGUCHI, H ;
MURASE, S ;
HASEGAWA, A .
CARBOHYDRATE RESEARCH, 1981, 88 (01) :C5-C9
[16]   APPLICATION OF FERRIC CHLORIDE-CATALYZED GLYCOSYLATION TO A SYNTHESIS OF GLYCOLIPIDS [J].
KISO, M ;
NISHIGUCHI, H ;
HASEGAWA, A .
CARBOHYDRATE RESEARCH, 1980, 81 (02) :C13-C15
[17]   SYNTHESIS OF 2-(ACYLAMINO)-2-DEOXY-ALPHA-D-GLUCOPYRANOSYL PHOSPHATES - MONOSACCHARIDE ANALOGS OF LIPID-A [J].
KISO, M ;
NISHIHORI, K ;
HASEGAWA, A .
AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1981, 45 (02) :545-548
[18]   SYNTHESIS OF BETA-D-(1-]6)-LINKED DISACCHARIDES OF N-FATTY ACYLATED 2-AMINO-2-DEOXY-D-GLUCOSE - AN APPROACH TO THE LIPID A COMPONENT OF THE BACTERIAL LIPOPOLYSACCHARIDE [J].
KISO, M ;
NISHIGUCHI, H ;
NISHIHORI, K ;
HASEGAWA, A ;
MIURA, I .
CARBOHYDRATE RESEARCH, 1981, 88 (01) :C10-C13
[19]  
KISO M, 1983, ACS SYM SER, V231, P277
[20]  
KISO M, 1984, BACT ENDOTOXIN, P39
12345