A NEW METHODOLOGY FOR CHEMOSELECTION OF ONE AMINO AND 4 HYDROXYL-GROUPS OF GLUCOSAMINE DERIVATIVES AND ITS USE FOR SYNTHESIS OF LIPID-X

被引:28
作者
TAKAHASHI, T [1 ]
SHIMIZU, C [1 ]
NAKAMOTO, S [1 ]
IKEDA, K [1 ]
ACHIWA, K [1 ]
机构
[1] SHIZUOKA COLL PHARM, 2-2-1 OSHIKA, SHIZUOKA 422, JAPAN
关键词
D O I
10.1248/cpb.33.1760
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
引用
收藏
页码:1760 / 1762
页数:3
相关论文
共 17 条
[1]   CHEMISTRY OF BACTERIAL-ENDOTOXINS .3. REACTIONS OF OXAZOLINES DERIVED FROM 1,3,4,6-TETRA-O-ACETYL-2-[(3R)-3-HYDROXYTETRADECANAMIDO]-BETA-D-GLUCOPYRANOSE [J].
DIOLEZ, C ;
SARFATI, SR ;
SZABO, L .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1985, (01) :57-60
[2]   ACETYLPYRIDINIUM AS AN AMINO PROTECTOR GROUP [J].
GAOZZA, CH ;
CIERI, BC ;
LAMDAN, S .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1971, 8 (06) :1079-&
[3]   THE REMOVAL OF N-O-NITROPHENOXYACETYL AND N-CHLOROACETYL GROUPS FROM PEPTIDES [J].
HOLLEY, RW ;
HOLLEY, AD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1952, 74 (12) :3069-3074
[4]   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
[5]  
IMOTO M, P JPN ACAD B, P60
[6]   A CONVENIENT PREPARATIVE METHOD OF CARBOHYDRATE PHOSPHATES WITH BUTYLLITHIUM AND PHOSPHOROCHLORIDATE [J].
INAGE, M ;
CHAKI, H ;
KUSUMOTO, S ;
SHIBA, T .
CHEMISTRY LETTERS, 1982, (08) :1281-1284
[7]   FERRIC CHLORIDE-CATALYZED GLYCOSYLATION OF ALCOHOLS BY 2-ACYLAMIDO-2-DEOXY-BETA-D-GLUCOPYRANOSE 1-ACETATES [J].
KISO, M ;
ANDERSON, L .
CARBOHYDRATE RESEARCH, 1979, 72 (JUL) :C12-C14
[8]   CHEMICAL SYNTHESES OF LIPID-X AND LIPID-Y, ACYL GLUCOSAMINE 1-PHOSPHATES ISOLATED FROM ESCHERICHIA-COLI MUTANTS [J].
KUSUMOTO, S ;
YAMAMOTO, M ;
SHIBA, T .
TETRAHEDRON LETTERS, 1984, 25 (34) :3727-3730
[9]   CHEMICAL-STRUCTURE AND BIOLOGICAL-ACTIVITIES OF LIPID AS FROM VARIOUS BACTERIAL FAMILIES [J].
LUDERITZ, O ;
GALANOS, C ;
LEHMANN, V ;
MAYER, H ;
RIETSCHEL, ET ;
WECKESSER, J .
NATURWISSENSCHAFTEN, 1978, 65 (11) :578-585
[10]   A NEW METHOD FOR REMOVAL OF CHLOROACETYL GROUPS [J].
MASAKI, M ;
KITAHARA, T ;
KURITA, H ;
OHTA, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (16) :4508-&