Lipid A and related compounds. XXXIII. synthesis and structure-activity relationships of N-acylated L-serine or L-threonine-containing D-glucosamine derivatives as mimics of lipid A disaccharide

DOI: 10.1248/cpb.45.1089

Source and publish data:

Chemical and Pharmaceutical Bulletin p. 1089 - 1093 (1997)

Update date:2022-07-30

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Authors:

Miyajima, Keisuke

Gomi, Noriaki

Ikeda, Kiyoshi

Achiwa, Kazuo

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Article abstract of DOI:10.1248/cpb.45.1089

Four novel N-acylated L-serine or L-threonine-containing non- phosphorylated D-glucosamine derivatives structurally corresponding to the lipid A disaccharide backbone were synthesized. Compounds 2, 3 and 4 exhibited potent mitogenic activity. Among the threonine-linked lipid A analogs (1-3), serine-linked lipid A analogs (4-6) and homoserine-linked lipid A analogs (7-9), the serine compounds (4,6) showed the most potent mitogenic activity.

Full text of DOI:10.1248/cpb.45.1089

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