Abstract
For elucidation of the structural and conformational requirements on the endotoxic and antagonistic activity of lipid A derivatives, we designed and synthesized lipid A analogues containing acidic amino acid residues in place of the non-reducing end phosphorylated glucosamine. Definite switching of the endotoxic or antagonistic activity was observed depending on the difference of the acidic groups (phosphoric acid or carboxylic acid) in the lipid A analogues.
| Original language | English |
|---|---|
| Pages (from-to) | 6759-6777 |
| Number of pages | 19 |
| Journal | Bioorganic and Medicinal Chemistry |
| Volume | 14 |
| Issue number | 19 |
| DOIs | |
| Publication status | Published - 2006 Oct 1 |
| Externally published | Yes |
Keywords
- Cytokine induction
- Endotoxin
- IL-6
- Innate immunity
- Lipid A
ASJC Scopus subject areas
- Biochemistry
- Molecular Medicine
- Molecular Biology
- Pharmaceutical Science
- Drug Discovery
- Clinical Biochemistry
- Organic Chemistry
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Cite this
Akamatsu, M., Fujimoto, Y., Kataoka, M., Suda, Y., Kusumoto, S., & Fukase, K. (2006). Synthesis of lipid A monosaccharide analogues containing acidic amino acid: Exploring the structural basis for the endotoxic and antagonistic activities. Bioorganic and Medicinal Chemistry, 14(19), 6759-6777. https://doi.org/10.1016/j.bmc.2006.05.051