Synthesis of a 3-ether analogue of lipid A.
Lipid A 3-ether analogues were synthesized from allyl 2-deoxy-4,6-O-isopropylidene-2-trifluoroacetamido-alpha-D-glucopyr anoside and 3,4,6-tri-O-acetyl-2-trifluoroacetamido-alpha-D-glucopyranosyl bromide. The compound lost completely the endotoxic activity.
Shiozaki
M
M
New Lead Research Laboratories, Sankyo Co., Ltd., Tokyo, Japan.
Kobayashi
Y
Y
Arai
M
M
Ishida
N
N
Hiraoka
T
T
Nishijima
M
M
Kuge
S
S
Otsuka
T
T
Akamatsu
Y
Y
D000818:Animals; D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D016923:Cell Death / Q000187:drug effects; D002460:Cell Line; D004926:Escherichia coli; D007202:Indicators and Reagents; D008050:Lipid A / Q000031:analogs & derivatives* / Q000737:chemistry* / Q000494:pharmacology; D008264:Macrophages / Q000166:cytology / Q000187:drug effects; D051379:Mice; D008969:Molecular Sequence Data; D015394:Molecular Structure; D013329:Structure-Activity Relationship
D007202:Indicators and Reagents; D008050:Lipid A