Synthesis and biological activities of lipid A analogs: Modification of a glycosidically bound group with chemically stable polar acidic groups and lipophilic groups on the disaccharide backbone with tetradecanoyl or N-dodecanoylglycyl groups

DOI: 10.1248/cpb.39.3244

Source and publish data:

Chemical and Pharmaceutical Bulletin p. 3244 - 3253 (1991)

Update date:2022-07-30

Topics:

Authors:

Kusama Kusama

Soga Soga

Ono Ono

Kumazawa

Shioya Shioya

Nakayama

Uoto Uoto

Osada Osada

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Article abstract of DOI:10.1248/cpb.39.3244

Six novel lipid A analogs were synthesized. The first two analogs, 4 and 5, have an α-glycosidically bound carboxymethyl or 1,3-dicarboxyisopropyl group on the disaccharide backbone with four tetradecanoyl groups. The next three analogs, 6, 7 and 8, have

Full text of DOI:10.1248/cpb.39.3244

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Product name:2-(diphenylphosphonooxy)ethyl 2-deoxy-6-O-<2-deoxy-4-O-diphenylphosphono-3-O-tetradecanoyl-6-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl>-3-O-tetradecanoyl-2-(N-dodecanoylglycylamino)-α-D-glucopyranoside

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