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
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页码：221 / 234
页数：14
相关论文
共 42 条
[1]   TETRAFLUOROBORIC ACID, AN EFFICIENT CATALYST IN CARBOHYDRATE PROTECTION AND DEPROTECTION REACTIONS [J].
ALBERT, R ;
DAX, K ;
PLESCHKO, R ;
STUTZ, AE .
CARBOHYDRATE RESEARCH, 1985, 137 (MAR) :282-290
[2]  
DEMARY M, 1978, NOUV J CHIM, V2, P373
[3]   CHEMISTRY OF BACTERIAL-ENDOTOXINS .1. BLOCK SYNTHESIS OF 6-O-(4-O-AMMONIO(HYDROGEN)PHOSPHONO-2-DEOXY-2-[(3R)-3-HYDROXY-TETRADECANAMIDO]-BETA-D-GLUCOPYRANOSYL)-2-DEOXY-2-[(3R)-3-HYDROXY-TETRADECANAMIDO]-D-GLUCOSE [J].
DIOLEZ, C ;
MONDANGE, M ;
SARFATI, SR ;
SZABO, L ;
SZABO, P .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1984, (02) :275-280
[4]  
DITTMER JC, 1964, J LIPID RES, V5, P126
[5]  
Galanos C., 1977, INT REV BIOCH BIOCH, V14, P239
[6]   DEHYDROABIETYLAMINE - A NEW RESOLVING AGENT [J].
GOTTSTEI.WJ ;
CHENEY, LC .
JOURNAL OF ORGANIC CHEMISTRY, 1965, 30 (06) :2072-&
[7]   STUDIES ON IMMUNOADJUVANT ACTIVE COMPOUNDS .13. SYNTHESIS OF CARBOHYDRATE ANALOGS (POSITIONAL, CONFIGURATIONAL, AND OPTICAL) OF N-ACETYLMURAMOYL-L-ALANYL-D-ISOGLUTAMINE, AND THEIR IMMUNOADJUVANT ACTIVITIES [J].
HASEGAWA, A ;
KANEDA, Y ;
GOH, Y ;
NISHIBORI, K ;
KISO, M ;
AZUMA, I .
CARBOHYDRATE RESEARCH, 1981, 94 (02) :143-163
[8]   BEHAVIOR OF SOME ALDOSES WITH 2,2-DIMETHOXYPROPANE-N,N-DIMETHYLFORMAMIDE PARA TOLUENESULFONIC ACID .1. AT ROOM-TEMPERATURE (-25 DEGREES) [J].
HASEGAWA, A ;
FLETCHER, HG .
CARBOHYDRATE RESEARCH, 1973, 29 (01) :209-222
[9]   AN AGENT FROM E-COLI CAUSING HEMORRHAGE AND REGRESSION OF AN EXPERIMENTAL MOUSE TUMOR .3. THE COMPONENT FATTY ACIDS OF THE PHOSPHOLIPIDE MOIETY [J].
IKAWA, M ;
KOEPFLI, JB ;
MUDD, SG ;
NIEMANN, C .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1953, 75 (05) :1035-1038
[10]   TOTAL SYNTHESIS OF ESCHERICHIA-COLI LIPID-A [J].
IMOTO, M ;
YOSHIMURA, H ;
SAKAGUCHI, N ;
KUSUMOTO, S ;
SHIBA, T .
TETRAHEDRON LETTERS, 1985, 26 (12) :1545-1548
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