31 STRUCTURE AND SYNTHESIS OF LIPID A, THE ACTIVE PRINCIPLE OF BACTERIAL ENDOTOXIN
-
- Imoto M.
- Faculty of Science, Osaka University
-
- Shimamoto T.
- Faculty of Science, Osaka University
-
- Yamamoto M.
- Faculty of Science, Osaka University
-
- Yoshimura H.
- Faculty of Science, Osaka University
-
- Kusumoto S.
- Faculty of Science, Osaka University
-
- Shiba T.
- Faculty of Science, Osaka University
-
- Naoki H.
- Suntory Institute for Bioorganic Research
-
- Iwashita T.
- Suntory Institute for Bioorganic Research
Bibliographic Information
- Other Title
-
- 31 細菌内毒素の活性部位リピドAの構造と合成
Abstract
The lipophilic portion of bacterial lipopolysaccharide(LPS) is designated lipid A which is known to be responsible for most of the endotoxic activities of LPS. In the course of our synthetic study, we found that synthetic acyl disaccharide phosphates (4) corresponding to the proposed structure of lipid A showed certainly some of its typical biological activities. However, their potencies were significantly lower than those of natural samples. This prompted us to reinvestigate the chemical structure of natural lipid A. Thus, a homogeneous main component of E. coli, Re lipid A was isolated after chemical modification and its structure was elucidated as shown in 1 by combination of chemical method and the 2D-NMR technique. This was the first exact evidence for the acylation positions of the disaccharide backbone in the natural lipid A. The hitherto accepted structure (3) must be now revised. Synthesis of an acyl disaccharide diphosphate (2) based on our new structure is also being investigated.
Journal
-
- Symposium on the Chemistry of Natural Products, symposium papers
-
Symposium on the Chemistry of Natural Products, symposium papers 26 (0), 236-243, 1983
Symposium on the Chemistry of Natural Products Steering Committee
- Tweet
Details 詳細情報について
-
- CRID
- 1390001206074074496
-
- NII Article ID
- 110006678388
-
- ISSN
- 24331856
-
- Text Lang
- ja
-
- Data Source
-
- JaLC
- CiNii Articles
-
- Abstract License Flag
- Disallowed